Tag: 200-300

Enhanced reactivity in the ammonolysis of phenyl thiolacetates in aqueous medium was written by Rajarathnam, D.;Babu, J.;Nadar, P. Ananthakrishna. And the article was included in International Journal of Chemical Kinetics in 2002.Reference of 35065-86-2 This article mentions the following:

The ammonolysis of several substituted Ph thiolacetates is kinetically studied in aqueous medium, 18°, ionic strength 0.1 M (KCl). By following the leaving groups spectrophotometrically (λ_max = 260-410 nm), under excess free ammonia, pseudo-first-order rate coefficients (k_obs) are obtained. The plots of (k_obs – k_H) against free ammonia concentration are linear at constant pH. The macroscopic nucleophilic substitution rate coefficients (k_N) are obtained as the slopes of these plots and found to be pH-independent for all the thiolesters. The Bronsted-type plot (log k_N against pK_a of leaving groups) and the Hammett plot (log k_N against σ values of substituents) obtained for the title reactions of thiolesters are linear with slope values of β_lg = -0.34 and ρ = 0.74 resp. From the magnitude of these values, exptl. data, the kinetic law, and the anal. of products, it is deduced that the ammonolysis of thiolesters proceeds through a simple bimol. nucleophilic substitution pathway with a zwitterionic tetrahedral addition intermediate whereby its formation is rate-determining (k₁ step). Comparison of this reaction of thiolesters with a similar reaction of analog oxyesters shows a mechanistic difference. Further, for thiolesters there is a rate enhancement with larger k_N values. The change in mechanism and enhanced reactivity observed by substitution of the oxygen atom by sulfur atom on the Ph moiety are discussed in detail. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Reference of 35065-86-2).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Reference of 35065-86-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A novel and efficient method for the direct synthesis of pyrrolyl or indolyl substituted 9,10-dihydrophenanthren-9-ol analogues was written by Xia, Qi;Zhao, Xinlei;Zhang, Juan;Wang, Jiayi;Song, Gonghua. And the article was included in Tetrahedron Letters in 2020.SDS of cas: 85118-24-7 This article mentions the following:

A novel domino intramol. [3+2]-cycloaddtion and ring-opening aromatization process has been successfully developed for the efficient direct synthesis of pyrrolyl or indolyl-substituted 9,10-dihydrophenanthren-9-ol analogs. In addition, 1-(phenanthren-9-yl)-1H-pyrroles can be easily obtained via dehydration of 10-(1H-pyrrol-1-yl)-9,10-dihydrophenanthren-9-ols. Furthermore, the MTT assay indicated that four compounds with indolyl substitutions showed obvious inhibitory activities against HepG2 cells, and compound anti-I displayed a lowest IC₅₀ value of 9.99μM. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7SDS of cas: 85118-24-7).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.SDS of cas: 85118-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synergistic Effect: Hydroalkoxylation of Allenes through Combination of Enantiopure BIPHEP-Gold Complexes and Chiral Anions was written by Aikawa, Kohsuke;Kojima, Masafumi;Mikami, Koichi. And the article was included in Advanced Synthesis & Catalysis in 2010.Category: bromides-buliding-blocks This article mentions the following:

A synergistic effect is observed for the combination of neutral dinuclear gold complex I (R¹ = 3,5-di-MeC₆H₃) with chiral silver phosphate II in the intramol. hydroalkoxylation of allenes to give vinyltetrahydrofuran derivatives in high yields and enantioselectivities. The monocationic dinuclear gold complex affords higher catalytic activity and enantioselectivity than the neutral or dicationic digold complexes. The synergistic effect is thus highly promising to provide a guiding principle in designing an efficient chiral environment for creating an asym. catalyst. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Category: bromides-buliding-blocks).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of selective glucocorticoid receptor modulator MK-5932 was written by Bungard, Christopher J.;Hartman, George D.;Manikowski, Jesse J.;Perkins, James J.;Bai, Chang;Brandish, Philip E.;Euler, Danielle H.;Hershey, James C.;Schmidt, Azriel;Fang, Yulin;Norcross, Ryan T.;Rushmore, Tom H.;Thompson, Charles D.;Meissner, Robert S.. And the article was included in Bioorganic & Medicinal Chemistry in 2011.Application of 653-92-9 This article mentions the following:

A series of partial agonists of the Glucocorticoid Receptor were prepared targeting reduced transactivation activity, while maintaining significant transrepression activity. Incorporation of an ortho-aryl amide produced compounds with the desired in vitro profile. Bioreactors consisting of Suspension cultures of Sf21 cells co expressing a CYP3A4 and NADPH-cytochrome P 450 oxireductase were used to prepare the major metabolites of these compounds and revealed that oxidative N-dealkylation provided a pathway for formation of metabolites that were more agonistic than the parent partial agonists. Oxidative N-dealkylation was blocked in a new series of compounds, however oxidation alone was capable of producing full agonist metabolites. Incorporation of an ortho-primary amide and utilization of fluorine to modulate agonism afforded partial agonist MK-5932 (I). Synthesis of the major metabolites of MK-5932 using bioreactor technol. revealed that no significant GR-active metabolites were formed. Orally administered MK-5932 displayed anti-inflammatory efficacy in a Rat Oxazolone-induced chronic dermatitis model, while sparing plasma insulin. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Application of 653-92-9).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Application of 653-92-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, synthesis and biological evaluation of multi-substituted N-phenyl-2,2-dichloro acetamide analogues as anti-cancer drugs was written by Li, Tian-wen;Yang, Yong-chong;Cheng, Chang-mei;Wang, Dong-chun;Lu, Ai-jun;Zhao, Yu-fen. And the article was included in Yaoxue Xuebao in 2012.HPLC of Formula: 96558-78-0 This article mentions the following:

Our earlier research has shown that mono-substituted N-phenyl-2,2-dichloro acetamide exhibits much higher anti-cancer activity than the lead compound sodium dichloro acetate (DCA). In this paper, a variety of multi-substituted N-phenyl-2, 2-dichloro acetamide were synthesized and biol. evaluated. The results showed that 3,5-disubstituted N-phenyl-2,2-dichloro acetamide analogs had satisfactory potency. Among them, N-(3,5-diiodophenyl)-2,2-dichloroacetamide had an IC₅₀ of 2.84 μmol·L^-1 against non-small cell lung cancer cell line A549 and could induce cancer cell apoptosis. In the experiment, the researchers used many compounds, for example, 3-Bromo-5-chlorophenylamine (cas: 96558-78-0HPLC of Formula: 96558-78-0).

3-Bromo-5-chlorophenylamine (cas: 96558-78-0) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.HPLC of Formula: 96558-78-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A convenient and efficient H₂SO₄-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide was written by Wu, Yong-Qi;Lu, Hai-Jia;Zhao, Wen-Ting;Zhao, Hong-Yi;Lin, Zi-Yun;Zhang, Dong-Feng;Huang, Hai-Hong. And the article was included in Synthetic Communications in 2020.HPLC of Formula: 4133-72-6 This article mentions the following:

A convenient, rapid H₂SO₄-promoted regioselective monobromination reaction with N-bromosuccinimide was developed. The desired para-monobrominated or ortho-monobrominated products of phenol derivatives e.g., I were obtained in good to excellent yields with high selectivity. Regioselective chlorination and iodination were also achieved in the presence of H₂SO₄ using N-chlorosuccinimide and N-iodosuccinimide, resp. In the experiment, the researchers used many compounds, for example, Methyl 5-bromo-4-fluoro-2-hydroxybenzoate (cas: 4133-72-6HPLC of Formula: 4133-72-6).

Methyl 5-bromo-4-fluoro-2-hydroxybenzoate (cas: 4133-72-6) 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. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.HPLC of Formula: 4133-72-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The vinylogous Catellani reaction: a combined computational and experimental study was written by Yamamoto, Y.;Murayama, T.;Jiang, J.;Yasui, T.;Shibuya, M.. And the article was included in Chemical Science in 2018.Safety of 2-(2-Bromophenyl)propan-2-amine This article mentions the following:

In the presence of 5 mol% Pd(OAc)₂, 1 equivalent of norbornene, and K₂CO₃, the reaction of 4-iodo-2-quinolones with tertiary o-bromobenzylic alcs. produced the desired benzopyran-fused 2-quinolones in moderate to high yields. A Catellani-type mechanism involving vinylic C-H cleavage is proposed based on the results of control experiments and d. functional theory calculations In the experiment, the researchers used many compounds, for example, 2-(2-Bromophenyl)propan-2-amine (cas: 173026-23-8Safety of 2-(2-Bromophenyl)propan-2-amine).

2-(2-Bromophenyl)propan-2-amine (cas: 173026-23-8) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Safety of 2-(2-Bromophenyl)propan-2-amine

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and biological activity of pyridinium-type acetylcholinesterase inhibitors was written by Alptuezuen, Vildan;Kapkova, Petra;Baumann, Knut;Erciyas, Ercin;Holzgrabe, Ulrike. And the article was included in Journal of Pharmacy and Pharmacology in 2003.Category: bromides-buliding-blocks This article mentions the following:

A novel series of bispyridinium-type acetylcholinesterase (AChE) inhibitors derived from obidoxime, being active in the lower micromolar range, has been reported recently. According to the hypothesis that shorter pyridinium compounds should exhibit higher activity, a new series of compounds was synthesized that has 2,6-dichlorobenzyl, 2-chlorobenzyl and phthalimidomethyl moieties, resp., at one end of the mol. and that are systematically shortened from the contralateral end. The concentration inhibiting the AChE and butyrylcholinesterase (BChE) by 50% (IC50) was evaluated by means of Ellman’s test. Compounds characterized by a phenylpropyl residue at the contralateral end (3) were found to have IC50 values comparable with tacrine. In addition, the affinity of 3c toward the BChE was lower, indicating a lower degree of side effects. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Category: bromides-buliding-blocks).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of some organomercury salts of the type XC₆H₄CH(HgBr)CO₂Et was written by Beletskaya, I. P.;Artamkina, G. A.;Shevlyagina, E. A.;Reutov, O. A.. And the article was included in Zhurnal Obshchei Khimii in 1964.Recommanded Product: 2178-24-7 This article mentions the following:

O-BrC₆H₄CH₂CN refluxed in EtOH-concentrated H₂SO₄ 5 h. gave 77% o-BrC₆H₄CH₂CO₂Et (I), b₇ 128°, m. 34.5°. Similarly was prepared the m-isomer, 75%, b₂ 120-1°, n²⁰_D 1.5348, d₂₀ 1.3810. p-EtC₆H₄CH₂CO₂Et, b₄ 110°, 1.4970, 1.013, was prepared in 82% yield from the acid and EtOH. I in CCl₄ was brominated under an incandescent lamp and gave XC₆H₄CHBrCO₂Et (II) (X = o-Br), 50%, b₁ 107°, 1.5781, 1.7266. Similarly was prepared the m-isomer, 60%, b₃ 148-9°, 1.5712, 1.7010, and II (X = p-O₂N), 55%, b₄ 165°, 1.5580, -. Et p-ethylmandelate and PBr₃ in CHCl₃ at first with cooling, then 0.5 h. on a steam bath, gave 73% p-EtC₆H₄CHBrCO₂Et, b₄ 125°, 1.5350, 1.3227. Similarly were prepared 60% p-iso-Pr analog, b₆ 142°, 1.5260, 1.2800, and p-methoxy analog, 65%, b₃ 150°, 1.5500, 1.4050. Shaking II with Hg gave 51% p-MeC₆H₄CH(HgBr)CO₂Et (III), m. 70°, 50% o-bromo analog, m. 91°, 40% m-bromo analog, m. 69°, 70% p-Et analog, m. 74°, 68% p-nitro analog, m. 135°, and 89% p-iso-Pr analog, m. 95°. In case the product precipitated as an oil, indicating the formation of R₂Hg, the mixture was treated with HgBr₂ to effect conversion to RHgBr. If the preparation of III was run at 50-60°, the product was 60% (p-MeC₆H₄CHCO₂Et)₂, m. 151°. Similarly was obtained the p-ethylphenyl analog, 15%, m. 125°. The reaction of the p-anisyl member with Hg gave only a tar that was free of Hg. A previously reported substance (loc. cit.), m. 145°, was shown to be BrHgCH₂C₆H₄CH₂CO₂Et, rather than III. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Recommanded Product: 2178-24-7).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) 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. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Recommanded Product: 2178-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Intermolecular Hydroacylation: High Activity Rhodium Catalysts Containing Small-Bite-Angle Diphosphine Ligands was written by Chaplin, Adrian B.;Hooper, Joel F.;Weller, Andrew S.;Willis, Michael C.. And the article was included in Journal of the American Chemical Society in 2012.Name: 2-Bromo-4-(trifluoromethyl)benzaldehyde This article mentions the following:

Readily prepared and bench-stable rhodium complexes containing methylene bridged diphosphine ligands, viz. [Rh(C₆H₅F)(R₂PCH₂PR’₂)][BAr^F₄] (R, R’ = ^tBu or Cy; Ar^F = C₆H₃-3,5-(CF₃)₂), are shown to be practical and very efficient precatalysts for the intermol. hydroacylation of a wide variety of unactivated alkenes and alkynes with β-S-substituted aldehydes. Intermediate acyl hydride complexes [Rh(^tBu₂PCH₂P^tBu₂)H{κ²(S,C)-SMe(C₆H₄CO)}(L)]⁺ (L = acetone, MeCN, [NCCH₂BF₃]^–) and the decarbonylation product [Rh(^tBu₂PCH₂P^tBu₂)(CO)(SMePh)]⁺ have been characterized in solution and by X-ray crystallog. from stoichiometric reactions employing 2-(methylthio)benzaldehyde. Analogous complexes with the phosphine 2-(diphenylphosphino)benzaldehyde are also reported. Studies indicate that through judicious choice of solvent and catalyst/substrate concentration, both decarbonylation and productive hydroacylation can be tuned to such an extent that very low catalyst loadings (0.1 mol %) and turnover frequencies of greater than 300 h^-1 can be achieved. The mechanism of catalysis has been further probed by KIE and deuterium labeling experiments Combined with the stoichiometric studies, a mechanism is proposed in which both oxidative addition of the aldehyde to give an acyl hydride and insertion of the hydride into the alkene are reversible, with the latter occurring to give both linear and branched alkyl intermediates, although reductive elimination for the linear isomer is suggested to have a considerably lower barrier. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Name: 2-Bromo-4-(trifluoromethyl)benzaldehyde).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Name: 2-Bromo-4-(trifluoromethyl)benzaldehyde

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary