Tag: 200-300

The author of 《Nucleophilic aromatic substitution reactions of unactivated aryl halides with thiolate ions in hexamethylphosphoramide》 were Cogolli, Pietro; Maiolo, Filippo; Testaferri, Lorenzo; Tingoli, Marco; Tiecco, Marcello. And the article was published in Journal of Organic Chemistry in 1979. Application In Synthesis of 1-Bromo-3-(isopropylsulfonyl)benzene The author mentioned the following in the article:

A simple, high-yields method for the synthesis of aryl thioethers via nucleophilic displacement of unactivated aryl halides by the sodium salts of thiols in hexamethylphosphoramide (HMPA) is reported. The reactions proceed by the bimol. displacement mechanism SNAr. Competitive experiments showed that the four halobenzenes presented comparable reactivities toward isopropanethiol anions; the relative halogen mobility was I > F > Br > Cl. The effect of some substituents on the reactivity of chlorobenzene were also measured.1-Bromo-3-(isopropylsulfonyl)benzene(cas: 70399-01-8Application In Synthesis of 1-Bromo-3-(isopropylsulfonyl)benzene) was used in this study.

1-Bromo-3-(isopropylsulfonyl)benzene(cas: 70399-01-8) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Application In Synthesis of 1-Bromo-3-(isopropylsulfonyl)benzene Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 1940,Journal of Organic Chemistry included an article by Burger, Alfred; Avakian, S.. Synthetic Route of C7H4BrNO4. The article was titled 《Some derivatives of homoanisic acid》. The information in the text is summarized as follows:

p-Homoanisic acid (I), m. 86-7°, is prepared in a yield of 53% according to Arndt and Eistert (C. A. 29, 3223.9) by treating 20 g. p-MeOC6H4COCHN2 in 100 cc. dioxane with 150 cc. concentrated NH4OH and 30 cc. 10% AgNO3 solution at 60-70°. The mixture is boiled for 2 h. and the filtered p-homoanisamide, m. 188-9°, is saponified with KOH and I is precipitated on acidification. When 16.6 g. I is added to 30 cc. HSO3Cl at -5°, the mixture kept below 0° for 1 h., then warmed to 40° and kept there for 5 min., 3-chlorosulfonylhomoanisic acid (II), m. 164-5°, crystallized from C6H6, is obtained in 80.6% yield. Reduction of II with Zn dust and H2SO4 gives 3-thio-p-homoanisic acid (III), m. 83-4°, in 83% yield. That chlorosulfonation has taken place in the 3-position is shown by its synthesis from 3-nitro-p-homoanisic acid (IV). IV, m. 132-3°, is prepared in 70% yield by saponification of 3-nitro-4-methoxybenzyl cyanide, m. 87-7.5°, obtained by interaction of MeO(O2N)C6H3CH2Cl and KCN in 45% yield, with 50% H2SO4 in AcOH. IV is also formed when 0.5 g. I is nitrated with 1 cc. concentrated HNO3 in 5 cc. AcOH at 0°. Reduction of IV in the presence of Raney Ni gives 3-aminohomoanisic acid (V), m. 110-11°, in 90% yield. Treatment of V with NaNO2 in H2SO4, at 0° gives homoisovanillic acid, m. 127-8°. Treatment of the diazo compound from 7.24 g. V with a solution prepared by dissolving 12.4 g. Na2S.9H2O and 1.3 g. powd. S in 12 cc. boiling H2O gives on acidification 3,3′-dithiohomoanisic acid, which on reduction with Zn dust in AcOH, gives III in 25% yield. Condensation of 1.24 g. III with 2.46 g. 2-nitro-3-bromobenzoic acid, m. 250-1°, prepared by oxidation of 2-nitro-3-bromotoluene with Cr2O3 in 70% yield, gives 2′-nitro-3′-carboxy-2-methoxydiphenyl sulfide-5-acetic acid (VI), m. 232-4° (decomposition), in 46% yield. Reduction of VI in NH4OH with Fe(OH)2 gives the 2′-amino derivative, m. 222-4°, in 66% yield. In the part of experimental materials, we found many familiar compounds, such as 3-Bromo-2-nitrobenzoic acid(cas: 116529-61-4Synthetic Route of C7H4BrNO4)

3-Bromo-2-nitrobenzoic acid(cas: 116529-61-4) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Synthetic Route of C7H4BrNO4 Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Rhodium(III)-catalyzed tandem C-H olefination and oxidative cyclization of aromatic acids with acrylates for the synthesis of (E)-3-ylidenephthalides》 was written by Han, Wen-Jing; Pu, Fan; Fan, Juan; Liu, Zhong-Wen; Shi, Xian-Ying. Application In Synthesis of 3-Bromo-2-methylbenzoic acidThis research focused onylidenephthalide regioselective diastereoselective preparation; benzoic acid acrylate rhodium catalyst tandem olefination oxidative cyclization. The article conveys some information:

Intermol. tandem C-H olefination/C-O cyclization was achieved via a rhodium (III)-catalyzed C-H activation of carboxylic acids with acrylates. Direct and efficient construction of biol. relevant (E)-3-ylidenephthalide I [R = 4-Me, 4-Me-5-MeO, 4-Me-6-Cl, etc.; R1 = Me, Et, t-Bu, n-Bu] scaffolds with satisfactory to good yields was synthesized and characterized by stoichiometric reactants, exclusive stereoselectivity, com. available substrates, mild atm. conditions and short reaction time (less than 2 h). The experimental part of the paper was very detailed, including the reaction process of 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Application In Synthesis of 3-Bromo-2-methylbenzoic acid)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. Application In Synthesis of 3-Bromo-2-methylbenzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《New growth-regulating compounds. I. Summary of growth-inhibitory activities of some organic compounds as determined by three tests》 was published in Botanical Gazette (Chicago) in 1946. These research results belong to Thompson, H. E.; Swanson, Carl P.; Norman, A. G.. COA of Formula: C7H4BrNO4 The article mentions the following:

cf. Newman, et al. C.A. 41, 3774i. Growth-regulating substances were prepared and subjected to 3 tests. In each a common reference material, (2,4-dichlorophenoxy)acetic acid (I), was employed and the results of any test were expressed as a percentage of the inhibition produced concurrently by I. The primary test, Test A (Corn Germination Test), involved the determination of inhibition of elongation of the primary root of germinating corn. Corn grains were germinated at 27° in Petri dishes containing 20 mL. of an aqueous solution of the compound to be tested at a concentration of 10 p.p.m. After 4 days of growth the length of the primary root of each plant was measured. Inhibition of growth was determined by subtracting the average length of the primary roots of the treated seeds from that of the control seeds, expressed in percentage. In Test B (Kidney-Bean Single-Droplet Water Test) kidney beans were placed in pots containing 1 lb. soil. After 7-10 days each plant was treated with 0.02 mL. of an aqueous solution containing 200 p.p.m. (4 γ) of the compound to be tested and 0.5% of Carbowax 1500. Treatment was applied to the upper surface of one of the primary leaves at a point along the midrib approx. one-eighth in. from the point of attachment of the blade and petiole. On the 10th day after treatment the fresh weight of that portion of each plant above the second node was determined Controls untreated and also treated with I were included in each test. Test C (Kidney-Bean Single-Droplet Oil Test) was essentially the same as Test B but 0.01 mL. of solution was applied containing 5γ in oil of the compound to be tested. Tri-Bu phosphate, at a concentration of 0.2%, was used as a co-solvent for compounds not directly soluble or miscible with oil. The introduction of I could be accomplished only in this way. Close numerical agreement was not necessarily expected between the 3 tests. The degree of inhibition produced by I in Tests B and C at different times of the year was not wholly identical and was affected by rate of growth. Test A was the most reproducible and formed the primary basis for detection of inhibitory activity and was reliable in separating those compounds that possess a high inhibitory activity for most broad-leaved plants from those with little or no activity at the same concentration Satisfactory agreement was found between Tests A and B with discrepancies in the direction of a lower activity by Test B. Variation between replications was greatest in Test C but the results were satisfactory in separating active inhibitors from those with low activity. Compounds showing high activity are promising for use as herbicides. The compounds tested have been classified into groups according to activity and the results under 3 tests reported. The following, as Group I, are compounds possessing 80% or more of the activity of I in Test A: (2-bromo-4-chlorophenoxy)acetic acid; Bu (2,4,5-trichlorophenoxy) acetate; (2-chloro-4-bromophenoxy)acetic acid; NH4 4-chlorocinnamate; α(4-chlorophenoxy)acetamide; (3-chlorophenoxy)acetic acid; 4-isomer; α-(2,4-dichlorophenoxy)acetamide; 2-(2,4-dichlorophenoxyacetamido)-1-butanol; Na 4-(2,4-dichlorophenoxyacetamido)-2,5-dichlorobenzenesulfonate; 2-(2,4-dichlorophenoxyacetamido)-2-ethyl-1,3-propanediol; 2-(2,4-dichlorophenoxyacetamido)-2-(hydroxymethyl)-1,3-propanediol; 2-(2,4-dichlorophenoxyacetamido)-2-methyl-1,3-propanediol; 2-(2,4-dichlorophenoxyacetamido)-1-naphthalenesulfonic acid; 8-(2,4-dichlorophenoxyacetamido)-1-naphthalenesulfonic acid; 8-(2,4-dichlorophenoxyacetamido)-1-naphthol-3,6-disulfonic acid; (3,4-dichlorophenoxy)acetic acid; 2,5-isomer; (2,4-dichlorophenoxy)acetic anhydride; α-(2,4-dichlorophenoxy)-4-sulfoacetanilide; (2,4-dichlorophenoxy)acetohydroxamic acid; (2,4-dichlorophenoxy) acetyl chloride; (2,4-dichlorophenoxyacetyl)guanidine; N-(2,4-dichlorophenoxyacetyl)urea; α-(2,4-dichlorophenoxy)butyric acid; 2-diethylaminoethyl (2,4-dichlorophenoxy)acetate; 2-diethylaminoethyl (2,4,5-trichlorophenoxy)acetate; 2,2-dimethyl-1,3-dioxolan-4-ylmethyl (2-methyl-4-chlorophenoxy)acetate; 1,4-bis(2,4,5-trichlorophenoxyacetamido)benzene; 1,3-isomer; Et (2,4-dichlorophenoxy)-acetate; Et (2-methyl-4-chlorophenoxy) acetate; Et 2-(2-methyl-4-chlorophenoxy) heptanoate; 2-hydroxyethyl (2,4-dichlorophenoxy)acetate; (2-iodo-4-chlorophenoxy)acetic acid; (2-methyl-4-bromophenoxy)acetic acid; (2-methyl-4-chlorophenoxy)acetamide; N-methyl-α-(4-chlorophenoxy)acetamide; 4-(2-methyl-4-chlorophenoxyacetamido)benzenesulfonic acid; 2-(2-methyl-4-chlorophenoxyacetamido)-6,8-naphthalenedisulfonic acid; 2-(2-methyl-4-chlorophenoxyacetamido)-1-naphthalenesulfonic acid; 8-(2-methyl-4-chlorophenoxyacetamido)-1-naphthalenesulfonic acid; 7-(2-methyl-4-chlorophenoxyacetamido)-1-naphthol-3,6-disulfonic acid; (2-methyl-4-chlorophenoxy)acetic acid; (2-methyl-6-chlorophenoxy)acetic acid; (2-methyl4-chlorophenoxy)acetic anhydride; (2-methyl-4-chlorophenoxy)acetyl chloride; (2-methyl-4-fluorophenoxy)acetic acid; N-methyl-α-(2,4,5-trichlorophenoxy)acetamide; 2-nitro-2-methylpropyl (2,4-dichlorophenoxy)acetate; 2-nitro-2-methylpropyl (2-methyl-4-chlorophenoxy)acetate; Ph chloroacetate; Ph (2-methyl-4-chlorophenoxy)acetate; iso-Pr (2-methyl-4-chlorophenoxy)acetate; 2-(2,4,5-trichlorophenoxyacetamido)-2-(hydroxymethyl)-1,3-propanediol; α-(2,4,5-trichlorophenoxy)-N,N-bis(2-hydroxyethyl)acetamide; (2,4,5-trichlorophenoxy)acetic piperidide; α-(2,4,5-trichlorophenoxy)-3-chloroacetanilide; α-(2,4,5-trichlorophenoxy)-2,4-dimethylacetanilide; α-(2,4,5-trichlorophenoxy)-4-ethoxyacetanilide; α-(2,4,5-trichlorophenoxy)-4-methylacetanilide; α-(2,4,5-trichlorophenoxy)-2,4,6-trichloroacetanilide; [3-(trifluoromethyl)phenoxy] acetic acid; N-[tris(hydroxymethyl)methyl]-N-{2-hydroxy-3-[tris(hydroxymethyl)methylamino]-propyl}-α-(2,4-dichlorophenoxy)acetamide-HCl. The following, as Group II, are compounds possessing 50-79% of the activity of I in Test A: 2-aminoethanol bis-[(4-chlorophenoxy)acetate];(4-bromophenoxy)acetic acid; O-(2-carboxymethoxy-3-methyl-5-bromobenzoyl)glycolic acid; O-(2-carboxymethoxy-3-methyl-5-nitrobenzoyl)-glycolic acid; decyl dihydrogen orthophosphate; (2-chloro-4-tert-butylphenoxy)acetic acid; (2-chloro-4-iodophenoxy)acetic acid; 1-chloronaphthylacetic acid (mixture), ammonium salt; 2-(4-chlorophenoxyacetamido)-1-naphthalenesulfonic acid; 4-(4-chlorophenoxyacetamido)-1-naphthalenesulfonic acid; 8-(4-chlorophenoxyacetamido)-1-naphthalenesulfonic acid; 8-(4-chlorophenoxyacetamido)-1-naphthol-3,6-disulfonic acid; α-(4-chlorophenoxy)-N,N-bis(2-hydroxyethyl)acetamide; (4-chlorophenoxy)acetyl chloride; 2-(4-chlorophenoxyacetamido)-2-(hydroxymethyl)-1,3-propanediol; γ-(4-chlorophenoxy)-butyric acid; S-(4-chlorophenyl)thioglycolic acid; 2-butenyl (4-chlorophenoxy)acetate; (2,4-dibromophenoxy)acetic acid; α,β-dibromo-γ-phenylpropionyl chloride; 3,5-dichloro-2-bromobenzoic acid; (2,4-dichloro-5-bromophenoxy)acetic acid; (2,4-dichlorophenoxy)acetic piperidide; 4-(2,4-dichlorophenoxyacetamido)-1-naphthalenesulfonic acid; (2,4-dichlorophenoxy)acetonitrile; N’-(2,4-dichlorophenoxyacetyl)betaine hydrazide hydrochloride; α-(2,4-dichlorophenoxy)-N,N-diethylacetamide; α-(2,4-dichlorophenoxy-N-methylacetamide; NH4 γ-(2,4-dichlorophenoxy)butyrate; 2,4-dichlorophenylglycine; S-(2,5-dichlorophenyl)thioglycolyl chloride; 2,2-dimethyl-1,3-dioxolan-4-ylmethyl (4-chlorophenoxy)-acetate; β-(2,4-dimethylphenoxy)propionic acid; 3,5-dimethylpyrazole; Et 3-hydroxy-2-naphthoate; Et (2-methyl-4,6-dichlorophenoxy) acetate; 2-hydroxy-3-methyl-5-bromobenzoic acid; 2-hydroxy-3-methyl-5-iodobenzoic acid; 2-hydroxyethyl (4-chlorophenoxy)-acetate; N-2-hydroxyethyl-α-(2,4-dichlorophenoxy)acetamide; N-2-hydroxyethyl-α-(2-methyl-4-chlorophenoxy)-acetamide; 2-hydroxyethyl (2-methyl-4-chlorophenoxy)-acetate; 2-hydroxy-3-methylbenzoic acid; 2-hydroxy-5-nitrobenzoic acid; (2-methyl-4-bromo-6-carboxyphenoxy)acetic acid; α-(3-methyl-4-chlorophenoxy)acetamide; Me (4-chlorophenoxy)acetate; (2-methyl-5-chlorophenoxy)acetic acid; (3-methyl-4-chlorophenoxy)-acetic acid; α-(2-methyl-4-chlorophenoxy)-N,N-bis(2-hydroxyethyl)acetamide; (3-methyl-4-chlorophenoxy)-acetyl chloride; Me (2,4-dibromophenoxy)acetate; Me (2,4-dimethylphenoxy) acetate; (2-methylphenoxy)acetyl chloride; Ph (4-chlorophenoxy)acetate; Ph (2,4-dichlorophenoxy)acetate; α-(2-propyl-4-chlorophenoxy)acetamide; α-(2,4,5-trichlorophenoxy) acetanilide; (2,4,5-trichlorophenoxy)acetonitrile; N-(2,4,5-trichlorophenoxyacetyl) bis[tris(hydroxymethyl) methylaminomethyl] carbinol hydrochloride. The following, as Group III, are compounds possessing 30-49% of the activity of I in Test A: 4-aminoazobenzene; 2-(amylamino)ethyl diphenylacetate-HCl; (2-amyl-4-chlorophenoxy)acetic acid; isoamyl (2,4-dimethylphenoxy)acetate; 2-bromoethyl (4-chlorophenoxy)acetate; (2-bromophenyl)sulfamic acid; butylamine mercuric chloride; Bu (3-methylphenoxy)acetate; cacotheline; 1-(4-carboxyphenyl-3-(3-chlorophenyl)urea; chloroacetamide; 4-chlorobenzoyl chloride; (4-chlorophenoxy)acetonitrile; 1-(4-chlorophenoxy)-2,3-epoxypropane; (4-chlorophenyl)acetic acid; N-(4-chlorophenyl)glycine; S-(4-chlorophenyl)thioglycolyl chloride; N-butyl-S-(4-chlorophenyl)thioglycolamide; [2-(cyanomethyl)-4-chlorophenoxy] acetic acid; NH4 N,N-(cyclopentamethylene)dithiocarbamate; 3,5-dibromo-2-aminobenzoic acid; 2,5-dichloroaniline mercuric chloride salt; (2,4-dichloro-5-aminophenoxy)-acetic acid; 2,4-dichlorocinnamic acid; α-(2,4-dichloro-6-methylphenoxy) acetamide; (2,4-dichloro-5-nitrophenoxy)acetic acid; (2,4-dichlorophenoxy)-N,N-bis(2-hydroxyethyl)acetamide; S-(2,5-dichlorophenyl)thioglycolic acid; 1,1-bis(1-hydroxy-2,2,2-trichloroethyl)urea; 3,4-dimethylphenol; (2,4-dimethylphenoxy)acetic acid; 3,4-isomer; (2,4-dimethylphenoxy)acetyl chloride; S-(2,4-dinitrophenyl)thioglycolic acid; N,N-bis [tris(hydroxymethyl)methyl]ethylenediamine-di-HCl; Et [2-(chloromethyl)-4-chlorophenoxy]acetate; (2-ethyl-4-chlorophenoxy)acetic acid; Et S-(4-chlorophenyl)thioglycolate; 2-hydroxy-3-carboxy-5-chlorotoluene; 4-hydroxy-3,5-dibromobenzoic acid; 2-hydroxyethyl 2,4-dichlorophenyl ether; N4-(iodoacetyl)sulfanilamide; 2-methyl-2-butylaminopropyl 4-(hexyloxy)benzoate-HCl; (2-methyl-4-chloro-6-carboxyphenoxy)acetic acid; Me(2-chlorophenoxy)acetate; 1-(2-methyl-4-chlorophenoxy)-2,3-epoxypropane; Me (2,4-dichlorophenoxy)acetate; (2-methylphenoxy)acetic acid; 4-nitrobenzoyl chloride; octyl dihydrogen orthophosphate; 2-isopropylaminoethyl 2-butoxybenzoate-HCl; Pr (2-methyl-4-chlorophenoxy)acetate; iso-Pr phenylcarbamate; Ba 3-pyridinesulfonate; sulfamerazine; 2,3,5-tribromobenzoic acid; 2,3,5-trichlorobenzoic acid; (2,2,2-trichloro-1-hydroxyethyl)urea; (2,4,6-trichlorophenoxy)acetic acid; (2,4,5-trichlorophenoxy)-2-nitroacetanilide; 2,4,6-trichlorophenyl phenylcarbamate; S-(2,4,5-trichlorophenyl)thioglycolamide; 1-[3-(trifluoromethyl)phenoxy]-2,3-epoxypropane; NH4 2,3,5-triiodobenzoate; N-[tris(hydroxymethyl)methyl]-N-{2-hydroxy-3-[tris(hydroxymethyl)methylamino]propyl}-α-(4-chlorophenoxy)acetamide-HCl. The following, as Group IV-A, are compounds showing less than 29% of the activity of I in Test A and 50% or more of the activity of I in either Test B or Test C: α-amino-β-(2,4-dichlorophenoxy)propionamide; α-amino-β-(3-nitro-4-hydroxyphenyl)propionic acid nitrate salt; aminotetrazole; aniline; (benzylsulfonyl)acetic acid; 5-bromo-2-nitrobenzoic acid; 2-bromo-3-nitrobenzoic acid; NH4 2-bromo-3-nitrobenzoate; β-bromopropionic acid; 2-butylaminoethyl 4-butoxybenzoate-HCl; 2-isobutylaminoethyl 4-butoxybenzoate-HCl; 2-butylaminoethyl 4-ethoxybenzoate-HCl; 2-butylaminoethyl 4-methoxybenzoate-HCl; camphor oxime; N4-(carbo-2-chloroethoxy)sulfanilamide; (2-carbomethoxy-4-chlorophenoxy)acetic acid; (2-carboxy-4-chlorophenoxy)acetic acid; (2-carboxy-6-methylphenoxy)acetic acid; (2-carboxyphenoxy)acetic acid; [2-(carboxymethoxy)-3,5-dichlorobenzoyl]glycolic acid; chloroacetic acid; 2-chloroaniline; 3-chloroaniline; 4-chloroaniline; 4-chlorobenzyl mercaptan; 4-chlorobenzenesulfonyl chloride; 4-chlorobenzylisothiourea-HCl; 4-chloromandelic acid; (2-chloro-4-methylphenoxy)acetic acid; 2-chloro-3-nitrobenzoic acid; 2-chloro-5-nitrobenzoic acid; (2-chlorophenoxy)acetic acid; [2-(2-chlorophenyl)phenoxy]acetic acid; 4-chlorothiophenol; diazoaminobenzene; 2,4-dibromophenol; dichloroacetic acid; 2,4-dichloroaniline; 2,5-dichloroaniline; (2,4-dichlorobenzylsulfonyl)acetic acid; 2,4-dichlorobenzoic acid; 2,4-dichlorobenzylisothiourea-HCl; (2,4-dichloro-6-carboxyphenoxy)acetic acid; (2,6-dichloro-4-nitrophenoxy)acetic acid; 2,4-dichlorophenyl phenylcarbamate; (2,5-dichlorophenyl)sulfamic acid; 2,4-dihydroxypyrimidine; 2,4-dimethylphenol; (2,4-dinitrophenyl)acetic acid; N,N’-bis[tris(hydroxymethyl)methyl] hexamethylenediamine-di-HCl; 3-ethoxy-2-naphthoic acid; 2-ethylaminobutyl 4-ethoxybenzoate-HCl; Et carbamate; Et β-methyl-β-(4-chlorophenyl)glycidate; 3-ethyl-4-methylpyridine; Et (2-propyl-4-chlorophenoxy)acetate; (2-fluorophenoxy)acetic acid; 2-hydroxy-3-bromo-5-chlorobenzoic acid; 2-hydroxy-3-methyl-5-nitrobenzoic acid; N-(2-hydroxy-3-chloropropyl)-p-toluidine; 2-hydroxy-3,5-dinitrobenzoic acid; 4-iodobenzoic acid; 2-methoxyphenol; 4-methoxyphenol; 2-methyl-2-amylaminopropyl diphenylacetate-HCl; 2-methyl-5-chlorophenol; 2-methyl-6-chlorophenol; (2-methyl-4-chlorophenoxy)fumaric acid; Me 3-chlorophenylcarbamate; 2-methyl-4,6-dichlorophenol; 2-methyl-2-hexylaminopropyl 4-ethoxybenzoate-HCl; Me (2-methyl-6-chlorophenoxy)acetate; (4-methylphenoxy)acetic acid; Me phenylthiocarbamate; S-(2-methylphenyl)thioglycolic acid; 4-methyl-4-(trichloromethyl)-2,5-cyclohexadien-1-one O-carboxymethyloxime; 2-nitrobutyl phenylcarbamate; 1-phenyl-3-methyl-5-pyrazole; phthalic acid; α-pinene; 2-isopropylaminoethyl 4-butoxybenzoate-HCl; (2-propyl-4-chlorophenoxy)acetic acid; iso-Pr (2,4-dimethylphenoxy)acetate; iso-Pr (2-methyl-6-chlorophenoxy)acetate; 3-propyl-2-naphthoic acid; iso-Pr (2-propyl-4-chlorophenoxyacetate); trichloroacetamide; trichloroacetic acid; trichloroacetyl chloride; 2,4,5-trichlorobenzenesulfonamide; 3,4,5-trihydroxybenzoic acid; N-[tris(hydroxymethyl)methyl]-2,3-dibromopropylamine-HBr; salicylic acid. The following, as Group IV-B, are compounds insufficiently soluble in water for Test A to be performed but exhibiting 50% or more of the activity of I in either Test B or Test C: allyl (4-chlorophenoxy)acetate; allyl (2,4-dichlorophenoxy)acetate; 2-aminonaphthoic acid; amyl (2,4-dichlorophenoxy)acetate; isoamyl (2,4-dichlorophenoxy)acetate; amyl 1-naphthalenecarbamate; bis-(4-chlorophenyl)(trichloromethyl)methane; 1,1′-(bis-2-naphthol)phenylmethane; 2-bromo-3,5-dichlorobenzamide; 2-bromo-3,5-dichlorobenzanilide; 2,2′-dibromo-3,5-dichlorobenzanilide; 2,3′-dibromo-3,5-dichlorobenzanilide; 2,4′-dibromo-3,5-dichlorobenzanilide; 2-bromo-3,3′,5-trichlorobenzanilide; 2-bromo-2′,3,4′,5-tetrachlorobenzanilide; 2-bromo-3,5-dichloro-m-benzotoluidide; 2-bromo-3,5-dichlorobenzoyl chloride; 2-bromoethyl (2,4-dibromophenoxy) acetate; 2-bromoethyl (2,4-dichlorophenoxy) acetate; α-(4-bromophenoxy)acetamide; 1-(3-bromophenyl)-3-(2-chlorophenyl)urea; 1-(3-bromophenyl)-3-(3-chlorophenyl)urea; Bu (2,4-dichlorophenoxy)acetate; iso-Bu (2,4-dichlorophenoxy)acetate; 1-carbethoxy-3-(3-chlorophenyl)urea; 2-chloroethyl (4-chlorophenoxy)acetate; 2-chloroethyl (2,4-dibromophenoxy)acetate; 2-chloroethyl (2,4-dichlorophenoxy)acetate; 2-chloroethyl (2-methyl-4-chlorophenoxy)acetate; 2-chloroethyl 1-naphthalenecarbamate; 2-chloroethyl phenylcarbamate; α-(4-chlorophenoxy)-p-acetanisidide; α-(4-chlorophenoxy)-2-bromoacetanilide; α-(4-chlorophenoxy)-3-bromoacetanilide; α-(4-chlorophenoxy)-4-bromoacetanilide; α-(4-chlorophenoxy)-2-chloroacetanilide; α-(4-chlorophenoxy)-3-chloroacetanilide; α-(4-chlorophenoxy)-2,4-dimethylacetanilide; α-(4-chlorophenoxy)-4-ethoxyacetanilide; 1-(4-chlorophenoxyacetyl)-2-phenylhydrazine; α-(4-chlorophenoxy)-4-iodoacetanilide; α-(4-chlorophenoxy)-3-nitroacetanilide; α-(4-chlorophenoxy)-p-acetotoluidide; α-(4-chlorophenoxy)-N-p-xenylacetamide; γ-(4-chlorophenoxy)butyronitrile; 4-chlorophenyl (4-chlorophenoxy)acetate; 1-(4-chlorophenyl)-3-(2-chlorophenyl) urea; 4-chlorophenyl (2,4-dichlorophenoxy)acetate; 1-(3-chlorophenyl)-3,3-(cyclopentamethylene)urea; 1-(3-chlorophenyl-3-phenylurea; S-(4-chlorophenyl)-2-bromothioglycolanilide; S-(4-chlorophenyl)-3-bromothioglycolanilide; 4-chlorophenyl (2,4,5-trichlorophenoxy)acetate; 2,6-dibromobenzoquinone-4-chloroimide; 2,4-dichlorobenzylsulfonyl chloride; 1,3-bis(4-chlorophenoxyacetamido)benzene; 1,4-isomer; 4,4′-bis(4-chlorophenoxyacetamido)biphenyl; 2,4-bis(4-chlorophenoxyacetamido)toluene; α-(2,4-dichlorophenoxy)acetanilide; α-(2,4-dichlorophenoxy)-N-(2-aminoethyl)acetamide; α-(2,4-dichlorophenoxy)-p-acetanisidide; α-(2,4-dichlorophenoxy-2,5-dichloroacetanilide; α-(2,4-dichlorophenoxy)-2,4-dimethylacetanilide; 1-(2,4-dichlorophenoxyacetyl)-2-(2,4-dinitrophenyl)hydrazine; (2,4-dichlorophenoxy)acetic hydrazide; α-(2,4-dichlorophenoxy)aceto-2-naphthalide; α-(2,4-dichlorophenoxy)-p-acetotoluidide; α-(2,4-dichlorophenoxy)-N-o-xenylacetamide; 4-(2,4-dichlorophenoxyacetamido)azobenzene; (2,4-dichlorophenoxy)acetylaminoguanidine; (2,4-dichlorophenoxy)acetyl bromide; α-(2,4-dichlorophenoxy)-N-(hydroxy-tert-butyl)acetamide; S-(2,4-dichlorophenoxyacetyl)isothiourea; 1-(2,4-dichlorophenoxyacetyl)-2-methyl-2-thioisourea; γ-(2,4-dichlorophenoxy)butyric acid; γ,-(2,4-dichlorophenoxy)butyronitrile; 2,4-dichlorophenyl (4-chlorophenoxy)acetate; 2,4-dichlorophenyl (2,4-dichlorophenoxy)acetate; 1-(2,5-dichlorophenyl)-3-phenylurea; S-(2,5-dichlorophenyl)thioglycolamide; 4,4′-bis(2,4-dichlorophenoxyacetamido)biphenyl; 1,4-bis (2,4-dimethylphenoxyacetamido)benzene; 2,4-bis(2,4-dimethylphenoxyacetamido)toluene; 2,4-dichlorophenyl (2,4,5-trichlorophenoxy)acetate; 2,4-dichlorophenyl (4-chlorophenoxy)acetate; 2,3-dichloropropyl (2,4-dibromophenoxy)acetate; 2,3-dichloropropyl (2,4-dichlorophenoxy)acetate; 2-diethylaminoethyl 2,3,5-triiodobenzoate; 3,3′-dimethyl-4,4′-bis(4-chlorophenoxyacetamido)biphenyl; 3,3′-dimethyl-4,4′-bis(2-methylphenoxyacetamido)biphenyl; 1,3-bis(2-methylphenoxyacetamido)benzene; 1,4-isomer; 4,4′-bis(2-methylphenoxyacetamido)biphenyl; 4,4′-bis(2,4-dimethylphenoxyacetamido)biphenyl; 1-(4-ethoxyphenyl)-3-phenylurea; Et 2-bromo-3,5-dichlorobenzoate; Et (4-bromophenoxy)acetate; Et (4-chlorophenoxy)acetate; 2-ethylhexyl (2,4-dichlorophenoxy)acetate; methallyl (4-chlorophenoxy)acetate; 2-methoxy-4-methylphenyl 1-naphthalenecarbamate; Me 2-bromo-3-nitrobenzoate; 4-(2-methyl-4-chlorophenoxyacetamido)azobenzene; α-(2-methyl-6-chlorophenoxy)-2,5-dichloroacetanilide; 2-methyl-4-chlorophenyl (2,4-dichlorophenoxy)acetate; 1-methyl-2,4-bis(2,4-dichlorophenoxyacetamido)benzene; Me 4-nitrophenylcarbamate; Me (2,4,5-trichlorophenoxy)acetate; (2-hydroxy-1-naphthyl)-1-piperidylphenylmethane; 2-nitrobutyl (2,4,5-trichlorophenoxy)acetate; 4-nitro-N,N-dimethylaniline; octyl (2,4-dichlorophenoxy)acetate; pentachlorophenyl (2,4,5-trichlorophenoxy)acetate; 1-phenyl-3,3-cyclopentamethyleneurea; Ph phenylcarbamate; Ph (2,4,5-trichlorophenoxy)acetate; iso-Pr (2,4-dichlorophenoxy)acetate; 3-isopropoxy-2-naphthoic acid; 1,3-di-m-tolyl-urea; (2,4,5-tribromo-3,5-dimethylphenoxy)acetic acid; 2,4,6-tribromophenyl acetate; 2,4,5-trichlorobenzamide; trichloroethyl (2,4-dibromophenoxy)acetate; 2,2,2-trichloroethyl (2,4-dichlorophenoxy)acetate; 2,4,5-trichlorophenoxyacetic acid; 2-(2,4,5-trichlorophenoxyacetamido)anthraquinone; α-(2,4,5-trichlorophenoxy)-4-bromoacetanilide; α-(2,4,5-trichlorophenoxy)-4-methoxyacetanilide; (2,4,5-trichlorophenoxy)aceto-2-naphthalide; α-(2,4,6-trichlorophenoxy)-4-sulfoacetonaphthalide; α-(2,4,5-trichlorophenoxy)-m-acetotoluidide; (2,4,5-trichlorophenoxy)acetyl chloride; 1-(2,4,5-trichlorophenoxyacetyl)-2-(p-nitrophenyl)hydrazine; 2,4,6-trichlorophenyl (4-chlorophenoxy)acetate; 2,4,6-trichlorophenyl (2,4-dichlorophenoxy)acetate; 2,4,6-trichlorophenyl (2,4,5-trichlorophenoxy)acetate; N-[3-(trifluoromethyl)phenyl]-α-(4-chlorophenoxy)acetamide; N-[3-(trifluoromethyl)phenyl]-α-(2,4,5-trichlorophenoxy)acetamide; 2,3,5-triiodobenzoic acid; 2,3,5-triiodobenzoyl chloride; 1-[tris(hydroxymethyl)methylamino]-2,4-dinitrobenzene; N-(p-xenyl)-α-(2,4-dichlorophenoxy)acetamide. The following, as Group IV-C, were also examined by the three tests and showed relatively low activity as compared with I: 2-acetoxyethyl 1-naphthalenecarbamate; 2-acetoxyethyl phenylcarbamate; (2-acetyl-4-chlorophenoxy)acetic acid; (2-allyl-4-chlorophenoxy)acetic acid; allyl 1-naphthalenecarbamate; allyl phenylcarbamate; allyl 4-tolyl sulfone; 1-aminoanthraquinone; 2-isomer; 4-aminobenzyl tris(hydroxymethyl)methylamine-di-HCl; 2-amino-3,5-dichlorobenzoic acid; 2-aminoethylsulfuric acid; 8-amino-1-naphthol-3,6-disulfonic acid; 1-amino-2-naphthol-4-sulfonic acid; 4-aminophenol; (2-aminophenoxy)acetic acid; (4-aminophenyl)acetic acid; 2-aminopyridine; 2-aminothiazole; 2-amylaminoethyl 4-butoxybenzoate-HCl; isoamyl formate; amyl (2-methylphenoxy)acetate; isoamyl 1-naphthalenecarbamate; 4-tert-amylphenol; amyl phenylcarbamate; isoamyl phenylcarbamate; (4-arsonophenoxy)acetic acid; benzoic acid; 4-benzylaminophenol-HCl; benzyl Bu sulfone; allyl (benzylsulfonyl)acetate; Me (benzylsulfonyl)acetate; N-benzyl-N,N’-bis[tris(hydroxymethyl)methyl]-2-hydroxy-1,3-diaminopropane; benzyl Et sulfone; benzyl Me sulfone; benzyl 4-tolyl sulfone; benzyl[tris(hydroxymethyl)methyl]amine; 1,3-bis{ [tris(hydroxymethyl)methyl]amino}-2-propanol-HCl; 2-bromobenzamide; 2-bromobenzanilide; 2-bromo-2′,4′-dichlorobenzanilide; 2-bromobenzoic acid; 3-isomer; NH4 4-bromobenzoate; 4-bromobenzonitrile; (2-bromo-4-tert-butylphenoxy)acetic acid; 2-bromo-3,5-dichloro-N-butylbenzamide; 2-bromo-3,4′,5-trichlorobenzanilide; 2-bromoethylamine; 2-bromoethyl 4-ethoxythiolbenzoate; 2-bromoethyl (2-methyl-4-chlorophenoxy)acetate; 2-bromo-4-nitrobenzoic acid; 2-bromo-5-nitrobenzoic acid; NH4 2-bromo-5-nitrobenzoate; 3-bromo-4-nitrobenzoic acid; 3-bromo-5-nitrobenzoic acid; 4-bromophenol; (2-bromophenoxy)acetic acid; α-(4-bromophenoxy)-4-bromoacetanilide; α-(4-bromophenoxy)-4-chloroacetanilide; α-(4-bromophenoxy)-2,5-dichloroacetanilide; 3-bromophenylammonium fluoroborate; 4-bromophenylammonium fluoroborate; 1-(2-bromophenyl)-3-(2-chlorophenyl)urea; 1-(4-bromophenyl)-3-(3-chlorophenyl)urea; 1-(2-bromophenyl)-3-(3-chlorophenyl)urea; N-(4-bromophenyl)-3-(2-chlorophenyl)urea; NH4 (4-bromophenyl)dithiocarbamate; 4-bromophenyl 1-naphthalenecarbamate; (2-bromo-4-phenylphenoxy)acetic acid; 4-bromophenyl phenylcarbamate; 1-(2-bromophenyl)-3-phenylurea; 1-(3-bromophenyl)-3-phenylurea; 1-(4-bromophenyl)-3-phenylurea; 3-bromophenylsulfamic acid; N-(3-bromophenyl) α,α,α-trichloroacetamide; 2-butylaminoethyl 2-butoxybenzoate-HCl; 2-butylaminoethyl diphenylacetate-HCl; 2-butylaminoethyl 4-(heptyloxy)benzoate-HCl; 2-butylaminoethyl 4-propoxybenzoate-HCl; 2-butylaminoethyl 2-(thiobutoxy)benzoate; (2-sec-butyl-4-chlorophenoxy)acetic acid; Hg butyldithiocarbamate; Bu 1-naphthalenecarbamate; iso-Bu 1-naphthalenecarbamate; 4-tert-butylphenol; Bu phenylcarbamate; iso-Bu phenylcarbamate; tert-Bu phenylcarbamate; 1-butyl-3-phenylthiourea; N-butyl-α-(2,4,5-trichlorophenoxy)acetamide; 4-carbethoxy-6-methoxyquinoline; 1-carbethoxy-3-phenylurea; 1-carbobutoxyethyl 1-naphthalenecarbamate; 1-carboisopropoxyethyl 1-naphthalenecarbamate; O-(2-carboxymethoxybenzoyl)glycolic acid; O-(2-carboxymethoxy-3-methyl-5-chlorobenzoyl)glycolic acid; NH4 (carboxymethyl)dithiocarbamate; Na (4-carboxymethylphenyl)dithiocarbamate; 2-carboxy-6-methylphenyl phenylcarbamate; NH4 (4-carboxyphenyl)dithiocarbamate; 4-carboxyphenylglycine; o-carboxyphenyl 1-naphthalenecarbamate; 1-(4-carboxyphenyl)-3-(1-naphthyl)urea; 4-carboxyphenyl phenylcarbamate; S-(4-carboxyphenyl)thioglycolic acid; N4-(β-carboxypropionyl)sulfanilamide; pyrocatechol; chloroacetyl chloride; 4-chloroanisole; 2-chlorobenzaldehyde O-carboxymethyloxime; 2-chlorobenzaldehyde oxime; 4-chlorobenzamide; 4-chlorobenzenesulfonamide; 4-chlorobenzoic acid; bis(4-chlorobenzyl)disulfide; S-(4-chlorobenzyl)thioglycolic acid; bis(4-chlorobenzyl)sulfide; (4-chlorobenzylsulfonyl)acetic acid; 4-chlorocinnamic acid; highly chlorinated 1,5-dihydroxynaphthalene; 2-chloroethyl (2-propyl-4-chlorophenoxy)acetate; chlorohydroquinone; chlorohydroquinone-O,O-diacetic acid; 4-(chloromercuri)phenol; [4-(chloromercuri)phenoxy]acetic acid; [2-(chloromethyl)-4-chlorophenoxy]acetic acid; 2-chloro-4-methyl-6-methoxyquinoline; 2-chloro-4-methylquinoline; (7-chloro-1-naphthoxy)acetic acid; 1-chloronaphthylacetic acid mixture; 4-chlorophenetole; 1-(4-chlorophenoxyacetamido)naphthalene; 2-(4-chlorophenoxyacetamido)naphthalene; α-(4-chlorophenoxy)-2,5-dichloroacetanilide; α-(4-chlorophenoxy)-N,N-diethyl-acetamide; (4-chlorophenoxy)acetic piperidide; α-(4-chlorophenoxy)-2-nitroacetanilide; α-(4-chlorophenoxy)-2,4,6-trichloroacetanilide; (4-chlorophenoxy)(4-chlorophenyl)acetic acid; (4-chlorophenoxy)fumaric acid; 2-(4-chlorophenoxy)heptanoic acid; β-(4-chlorophenoxy)propionic acid; β-(4-chlorophenoxy)propionitrile; 4-chlorophenylammonium fluoroborate; 1-(2-chlorophenyl)-3-butylurea; 1-(3-chlorophenyl)-3-butylurea; 1-(2-chlorophenyl)-1-(4-carboxyphenyl)urea; N-(3-chlorophenyl)-α-chloroacetamide; 4-isomer; 1-(3-chlorophenyl)-3-(2-chlorophenyl) urea; 1-(4-chlorophenyl)-3-(3-chlorophenyl) urea; 3-(2-chlorophenyl)-1,1-cyclopentamethyleneurea; NH4 (4-chlorophenyl)dithiocarbamate; 2-chloro-1,4-phenylene bis(phenylcarbamate); N-(2-chlorophenyl)glycine; 1-(2-chlorophenyl)-3-(2-hydroxyethyl) urea; 3-chloro isomer; 3-chlorophenyl isocyanate; 1-(2-chlorophenyl)-3-(1-naphthyl) urea; 4-isomer; [2-(4-chlorophenyl)phenoxy]acetic acid; 1-(2-chlorophenyl)-3-phenylurea; 4-chloro isomer; 1-(2-chlorophenyl)-3-phenylthiourea; 3-isomer; 4-isomer; Na (3-chlorophenyl)sulfamate; (4-chlorophenyl)sulfamic acid; S-(2-chlorophenyl)thioglycolic acid; S-(4-chlorophenyl)thioglycolamide; S-(4-chlorophenyl)thioglycolanilide; S-(4-chlorophenyl)-4′-bromothioglycolanilide; S-(4-chlorophenyl)thioglycol-p-phenetidide; S-(4-chlorophenyl)thioglycol-m-toluidine; 1-(2-chlorophenyl)urea; 3-isomer; 1,3-bis(2-chlorophenyl)urea; 3-isomer; cinnamic acid; cinnamoyl chloride; o-cresol; m-isomer; p-isomer; 4-toloxyacetyl chloride; cyanoacetamide; (2-cyclohexyl-4-chlorophenoxy)acetic acid; (decyl-mercapto)acetic acid; (decylsulfonyl)acetic acid; bis(2-acetoxyethyl) sulfone; 2,6-diaminopyridine monohydrochloride; 2,6-dibromo-4-carboxyphenyl phenylcarbamate; α,β-dibromodihydrocinnamic acid; 4,6-dibromo-1,3-dihydroxybenzene; (2,6-dibromo-4-methylphenoxy)acetic acid; 2,4-dibromophenyl phenylcarbamate; α, β-dibromo-γ-phenylpropionamide; bis(2-butyroxyethyl) sulfone; 2,5-dichloro-4-aminobenzenesulfonic acid; 2,4-dichloroanisole; 2,6-dichlorobenzenoneindophenol sodium salt; 2,5-dichlorobenzenesulfonamide; 2,5-dichlorobenzenesulfonyl chloride; (2,4-dichlorobenzylmercapto)acetic acid; bis(2,4-dichlorobenzyl)disulfide; 2,4-dichlorobenzyl mercaptan; bis(2,4-dichlorobenzyl)sulfide; bis(2,4-dichlorobenzyl)sulfone; 5,7-dichloro-3-coumaranone; N,2,4-trichloroacetanilide; 2,6-dichloro-3-ethyl-4-methylpyridine; 2,4-dichloromandelic acid; 2,6-dichloro-4-methyl-5-ethylnicotinamide; (2,6-dichloro-4-methylphenoxy)acetic acid; (2,4-dichloro-6-methylphenoxy)acetyl chloride; (2,4-dichloro-1-naphthoxy)acetic acid; 2,4-dichlorophenetole; 2,4-dichlorophenol; 1-(2,4-dichlorophenoxyacetamido)anthraquinone; 2-(2,4-dichlorophenoxyacetamido)anthraquinone; (2,6-dichlorophenoxy)acetic acid; 3,5-isomer; α-(2,4-dichlorophenoxy)-4-bromoanilide; α-(2,4-dichlorophenoxy)-4-chloroacetanilide; α-(2,4-dichlorophenoxy)-p-acetophenetide; α-(2,4-dichlorophenoxy)-N-(2-hydroxyethyl)acetamide; 2,4-dichlorophenoxyaceto-1-naphthalide; α-(2,4-dichlorophenoxy)-2-nitroacetanilide; α-(2,4-dichlorophenoxy)-3-nitroacetanilide; 1-(2,4-dichlorophenoxyacetyl)-2-(p-nitrophenyl)hydrazine; α-(2,4-dichlorophenoxy)-N-2′-pyridylacetamide; α-(2,4-dichlorophenoxy)-2,4,6-trichloroacetanilide; 2-(2,4-dichlorophenoxyacetamido)-6,8-naphthalenedisulfonic acid; 1-(2,4-dichlorophenoxyacetyl)-1-phenylsemicarbazide; (2,4-dichlorophenoxy)(p-chlorophenyl)acetic acid; 1-(2,4-dichlorophenoxy)-2,3-epoxypropane; (2,4-dichlorophenoxy) fumaric acid; Addnl. information in printed abstract The experimental part of the paper was very detailed, including the reaction process of 3-Bromo-2-nitrobenzoic acid(cas: 116529-61-4COA of Formula: C7H4BrNO4)

3-Bromo-2-nitrobenzoic acid(cas: 116529-61-4) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. In contrast, terrestrial plants account only for a few bromine-containing compounds.COA of Formula: C7H4BrNO4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sterman, Andrej; Kosmrlj, Janez; Zigart, Nina; Gobec, Stanislav; Sosic, Izidor; Casar, Zdenko published their research in Advanced Synthesis & Catalysis in 2021. The article was titled 《Catalytic Approach to Diverse α-Aminoboronic Acid Derivatives by Iridium-Catalyzed Hydrogenation of Trifluoroborate-Iminiums》.Safety of 5-Bromobenzo[d][1,3]dioxole The article contains the following contents:

Structurally diverse benzyl protected trifluoroborate-ammoniums were prepared in good to high yields by an efficient hydrogenation of corresponding trifluoroborate-iminiums using Crabtree’s catalyst. Subsequent N- and B-deprotections were demonstrated on selected examples to provide several α-aminoboronic acids. Preliminary experiments on asym. version of the reaction indicated a correlation between E/Z-ratio in the trifluoroborate-iminium substrate and enantioselectivity. The broad scope, operational simplicity and efficiency of the presented method imply its high potential for a facile access to libraries of α-aminoboronic acid derivatives that can be used in medicinal chem. applications and beyond. In addition to this study using 5-Bromobenzo[d][1,3]dioxole, there are many other studies that have used 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Safety of 5-Bromobenzo[d][1,3]dioxole) was used in this study.

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Safety of 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Saini, Parul; Krishnan, Anandhu; Yadav, Deepak; Hazra, Susanta; Elias, Anil J. published their research in Asian Journal of Organic Chemistry in 2021. The article was titled 《External Catalyst-Free Oxidation of Benzyl Halides to Benzoic Acids Using NaOH/TBHP in Water》.Recommanded Product: 586-76-5 The article contains the following contents:

An efficient and metal-free methodol. for the oxidation of benzyl halides to benzoic acids using an inexpensive and green oxidant (TBHP) in aqueous basic medium has been developed. This protocol offers an excellent way to avoid adding catalysts and involves the use of an in-situ generated halide ion as catalyst. It is also the first report on the oxidation of benzyl iodides to benzoic acids. A series of carboxylic acids were prepared from benzyl halides in high yields under mild reaction conditions by this method which does not require chromatog. purification Gram scale reactions for the synthesis of the carboxylic acids in good yields have been successfully carried out using benzyl chloride, bromide and iodide. As an industrial application, the synthesis of a key monomer used for the synthesis of polyethylene terephthalate (PET), i. e., terephthalic acid (PTA), has also been accomplished in good yields. In the experiment, the researchers used many compounds, for example, 4-Bromobenzoic acid(cas: 586-76-5Recommanded Product: 586-76-5)

4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography.Recommanded Product: 586-76-5 It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Chengdong; Guo, Yingjie; Wang, Xiaoming; Wang, Zheng; Ding, Kuiling published their research in Chemistry – A European Journal in 2021. The article was titled 《Ni-Catalyzed Regioselective Hydroarylation of 1-Aryl-1,3-Butadienes with Aryl Halides》.Related Products of 2635-13-4 The article contains the following contents:

An efficient nickel-catalyzed regioselective hydroarylation of 1,3-dienes with aryl halides and a silane has been developed, affording a range of allylic arenes in good to excellent yields under mild conditions. This method exhibits broad substrate scope, and excellent functional group tolerance. Late-stage modification of complex architectures was demonstrated.5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Related Products of 2635-13-4) was used in this study.

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Related Products of 2635-13-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Palladium-Catalyzed Olefination of N-Tosylhydrazones as β-Diazo Phosphonate Precursors with Arylhalides》 was written by He, Jing; Feng, Yijiao; Yang, Fang; Dai, Bin; Liu, Ping. Product Details of 2675-79-8 And the article was included in European Journal of Organic Chemistry in 2020. The article conveys some information:

Palladium-catalyzed reaction of β-ketophosphonate hydrazones R1C(:NNTs)CH2P(O)R22 with halides RX (R1, R = aryl, alkyl; X = halo) affording vinylphosphonates R1RC:CHP(O)R22 as a (Z/E)-mixtures An efficient palladium-catalyzed olefination of N-tosylhydrazones as β-diazo phosphonate precursors with aryl halides has been developed. 2,2-Disubstituted vinylphosphonates bearing versatile functional groups were easily accessed in moderate to excellent yields. Various aryl halides could be employed as the coupling partners, such as (hetero)aryl bromides, aryl iodides, and even aryl chlorides. Moreover, with a similar strategy (2,2-diphenylvinyl)diarylphosphine oxides can also be attained by the reaction of N-tosylhydrazones and aryl bromides. This protocol features easily available raw materials, simple reaction conditions, broad substrate scope as well as scale-up ability. Moreover, the potential application of this product was exemplified by further transformations. After reading the article, we found that the author used 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Product Details of 2675-79-8)

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.Product Details of 2675-79-81-Bromo-3,4,5-trimethoxybenzene can be used to synthesize analogs of HA14-1, which shows promising anticancer properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Novel phenethylimidazolium based ionic liquids: Design, microwave synthesis, in-silico, modeling and biological evaluation studies》 was written by Titi, Abderrahim; Almutairi, Saud M.; Alrefaei, Abdulwahed F.; Manoharadas, Salim; Alqurashy, Bakheet A.; Sahu, Pramod K.; Hammouti, Belkheir; Touzani, Rachid; Messali, Mouslim; Ali, Imran. Synthetic Route of C7H13BrO2 And the article was included in Journal of Molecular Liquids in 2020. The article conveys some information:

An eco-friendly preparation method for the novel bioactive imidazolium ionic liquids halides (ILs) was developed under microwave-assisted conditions. Synthesized ILs were characterized by spectroscopic techniques. Selected ILs were investigated for their antimicrobial activity against highly resistant Gram-pos. and Gram-neg. bacterial strains. Overall, 3-(2-chlorobenzyl)-1-phenethyl-1H-imidazol-3-iumchloride (4) showed high antimicrobial activity against the Staphylococcus aureus strain in the inhibition zone tests and displayed low MIC and MBC levels against almost all tested bacteria. Furthermore, the ILs were screened in vitro against human hepatocellular carcinoma (HepG-2), human breast adenocarcinoma (MCF-7), and human colon carcinoma (Caco-2) cell lines. The screening results showed excellent to moderate anticancer activity across the ILs. Among the synthesized ILs, Overall, 3-(2-chlorobenzyl)-1-phenethyl-1H-imidazol-3-ium chloride (4) and 1-phenethyl-3-(3-phenoxypropyl)-1H-imidazol-3-ium bromide (7) were found to exhibit the most promising ant proliferative effects and had the lowest IC50 values. The docking study suggested strong interaction of ILs with DNA with binding energy ranging from -4.9 to -4.1 kcal/mol. ILs 4 and 7 were most strongly bonded with -4.9 and -4.8 kcal/mol binding energy; confirming in vitro anticancer results. In the part of experimental materials, we found many familiar compounds, such as Ethyl 5-bromovalerate(cas: 14660-52-7Synthetic Route of C7H13BrO2)

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Synthetic Route of C7H13BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Control over the Aspect Ratio of Supramolecular Nanosheets by Molecular Design》 was written by Sasaki, Norihiko; Yuan, Jennifer; Fukui, Tomoya; Takeuchi, Masayuki; Sugiyasu, Kazunori. Formula: C6H12Br2 And the article was included in Chemistry – A European Journal in 2020. The article conveys some information:

Recent developments in kinetically controlled supramol. polymerization permit control of the size (i.e., length and area) of self-assembled nanostructures. However, control of mol. self-assembly at a level comparable with organic synthetic chem. and the achievement of structural complexity at a hierarchy larger than the mol. level remain challenging. This study focuses on controlling the aspect ratio of supramol. nanosheets. A systematic understanding of the relationship between the monomer structure and the self-assembly energy landscape has derived a new monomer capable of forming supramol. nanosheets. With this monomer in hand, the aspect ratio of a supramol. nanosheet is demonstrated that it can be controlled by modulating intermol. interactions in two dimensions. The results came from multiple reactions, including the reaction of 1,6-Dibromohexane(cas: 629-03-8Formula: C6H12Br2)

1,6-Dibromohexane(cas: 629-03-8) is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are: synthesis of solvent processable and conductive polyfluorene ionomers for alkaline fuel cell applications; synthesis of cross-linkable regioregular poly(3-(5-hexenyl)thiophene) (P3HNT) for stabilizing the film morphology in polymer photovoltaic cells.Formula: C6H12Br2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary