Month: January 2023

Palladium-Catalyzed Arylation of a Sterically Demanding gem-Dibromophosphaethene was written by Ito, Shigekazu;Shinozaki, Tomokazu;Mikami, Koichi. And the article was included in ChemistrySelect in 2016.Safety of 4-Bromo-4′-tert-butylbiphenyl This article mentions the following:

The trans bromide of 2,2-dibromo-1-(2,4,6-tri-t-butylphenyl)-1-phosphaethene (Mes^*P:CBr₂; Mes^* = 2,4,6-tBu₃C₆H₂) can be successfully substituted with an aryl group by using a palladium version of the Kumada-Tamao-Corriu cross-coupling process. Predominant formation of the 2-aryl-2-bromo-1-phosphaethene [(Z)-Mes^*P:C(Br)Ar] required suitable conditions including optimization of the ancillary phosphine ligand, thereby retarding the dual elimination of bromides leading to phosphaalkyne (Mes^*CP). The 2-aryl-2-bromo-1-phosphaethenes hold promise as versatile synthons for functional π-conjugated mols., and stereospecific transformations of the bromine atom by halogen-metal exchange and palladium-catalyzed arylations were demonstrated. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Safety of 4-Bromo-4′-tert-butylbiphenyl).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) 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 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.Safety of 4-Bromo-4′-tert-butylbiphenyl

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Enantioselective Access to γ-All-Carbon Quaternary Center-Containing Cyclohexanones by Palladium-Catalyzed Desymmetrization was written by Wei, Qiang;Cai, Jinhui;Hu, Xu-Dong;Zhao, Jing;Cong, Hengjiang;Zheng, Chao;Liu, Wen-Bo. And the article was included in ACS Catalysis in 2020.Recommanded Product: 2-Bromo-4-fluorobenzylbromide This article mentions the following:

An efficient desymmetrization of γ-quaternary carbon-containing cyclohexanones using readily available Pd/(S)-tBuPhox and benzyl amine as dual catalysts is reported. The development of the reaction, exploration on the substrate scope, and studies on the reaction mechanism. The intramol. coupling reaction leads to the formation of bicyclo[3.3.1]nonanones with a quaternary carbon bridgehead in synthetically useful yields (up to 98%) with high enantioselectivities (up to 98:2 er) and good functional group tolerance (>30 examples). Significantly, aryl and alkenyl bromides, as well as less reactive triflates are all compatible substrates for this process. The synthetic versatility of this strategy is demonstrated by scale-up synthesis and diverse transformations of the products into valuable building blocks, including quaternary center-containing dihydronaphthalenes, ring-fused indole and lactone, tetralones, and 6,6,5-tricycles. Mechanistic studies by computational calculations provide insights into the role of benzyl amine in accelerating the reaction rate and enhancing the enantioselectivities. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Recommanded Product: 2-Bromo-4-fluorobenzylbromide).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Recommanded Product: 2-Bromo-4-fluorobenzylbromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ligand-Promoted Palladium-Catalyzed C-H Acetoxylation of Simple Arenes was written by Valderas, Carolina;Naksomboon, Kananat;Fernandez-Ibanez, M. Angeles. And the article was included in ChemCatChem in 2016.Product Details of 35065-86-2 This article mentions the following:

A new catalytic system for the efficient C-H acetoxylation of simple arenes such as benzene, 1,2-dichlorobenzene, naphthalene, etc. based on Pd(OAc)₂ and a pyridinecarboxylic acid ligand has been described. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Product Details of 35065-86-2).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Product Details of 35065-86-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Neuroleptic activity and dopamine-uptake inhibition in 1-piperazino-3-phenylindans was written by Boegesoe, Klaus P.. And the article was included in Journal of Medicinal Chemistry in 1983.Application In Synthesis of 2-Bromo-4-(trifluoromethyl)benzaldehyde This article mentions the following:

The title compounds I (R = Me, Et, CH₂CH₂OH, CH₂CONH₂, CH₂CH(OH)Me, etc.; R¹ = H, Cl, F, Me, CF₃, MeO, etc.; R² = H, Cl, F, or Me; n = 1 or 2) as isomeric HCl salts prepared by 1,4-addition of substituted PhMgBr to Et 2-cyano-3-phenyl-2-propenoates, conversion to 3,3-diphenylpropanoic acids, cyclization to 3-phenylindan-1-ones, reduction with NaBH₄ to 3-phenylindan-1-ols, chlorination with SOCl₂ to 1-chloro-3-phenylindans and reaction with the appropriate piperazine, were tested for neuroleptic and thymoleptic activity. Neuroleptic activity as assessed by the ability of I to antagonize methylphenidate-induced stereotypies in mice, was found only in trans racemates and was associated with 1 of the enantiomers only. Thymoleptic activity was optimized, especially with respect to dopamine  [51-61-6]-uptake inhibition; no geometrical stereoselectivity was found with regard to dopamine-uptake inhibition, but a high enantioselectivity could be demonstrated for both cis and trans racemates. Lu 18-012 (tefludazine)[(±)-trans-4-[3-(4-fluorophenyl)-6-(trifluoromethyl)indan-1-yl]-1-piperazineethanol] (I; R = CH₂CH₂OH, R¹ = 6-CF₃, R¹ = 4′-F) [85118-23-6] a potent neuroleptic but a weak amine-uptake inhibitor was selected for clin. trials as an antipsychotic. Structure-activity relations are discussed. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Application In Synthesis of 2-Bromo-4-(trifluoromethyl)benzaldehyde).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) 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.Application In Synthesis of 2-Bromo-4-(trifluoromethyl)benzaldehyde

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of functionalized aliphatic aldehydes via a copper-catalyzed Grignard coupling reaction was written by Volkmann, Robert A.;Davis, Jeffery T.;Meltz, Clifford N.. And the article was included in Journal of Organic Chemistry in 1983.Application In Synthesis of 1-Bromo-4-methoxybutane This article mentions the following:

A two-step procedure was developed for the synthesis of a variety of functionalized aliphatic aldehydes. The coupling reaction of the Grignard reagent derived from 2-(2-bromoethyl)-1,3-dioxolane with alkyl bromides R(CH₂)_nBr (n = 4, R = Me, MeO, CN; n = 5, R = Cl; n = 2, 3, 4, 7; R = CO₂Et) gave substituted acetals I in good yield. Mild acid catalyzed hydrolysis of I using a liquid-liquid continuous extractor generated the aldehydes R(CH₂)_n+2CHO. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Application In Synthesis of 1-Bromo-4-methoxybutane).

1-Bromo-4-methoxybutane (cas: 4457-67-4) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Application In Synthesis of 1-Bromo-4-methoxybutane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Preliminary structure-activity relationship (SAR) of a novel series of pyrazole SKF-96365 analogues as potential store-operated calcium entry (SOCE) inhibitors was written by Dago, Camille D.;Le Maux, Paul;Roisnel, Thierry;Brigaudeau, Christophe;Bekro, Yves-Alain;Mignen, Olivier;Bazureau, Jean-Pierre. And the article was included in International Journal of Molecular Sciences in 2018.Category: bromides-buliding-blocks This article mentions the following:

From a series of [β-(phenylalkoxy)-(phenethyl)]-1H-pyrazolium hydrochloride as new analogs of SKF-96365, one has an interesting effect for endoplasmic reticulum (ER) Ca²⁺ release and store-operated Ca²⁺ entry (SOCE)(IC₅₀ 25 μM) on the PLP-B lymphocyte cell line. A successful resolution of (±) 1-phenyl-2-(1H-pyrazol-1-yl)ethan-1-ol was developed by using the method of “half-concentration” in the presence of (+)-(1S)- or (-)-(1R)-CSA. 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. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reaction of aromatic compounds with nucleophiles in liquid ammonia. XIII. Orientation of hydroxylation of 2-halonitrobenzenes by potassium hydroxide was written by Malykhin, E. V.;Kolesnichenko, G. A.;Shteingarts, V. D.. And the article was included in Zhurnal Organicheskoi Khimii in 1991.Computed Properties of C6H4BrNO3 This article mentions the following:

The reaction of 2-FC₆H₄NO₂ with KOH and O₂ in liquid NH₃ gave 2-HOC₆H₄NO₂. However, 2-ClC₆H₄NO₂ and 2-BrC₆H₄NO₂ undergo substitution not only at halogen, but also at H-atoms in ortho and/or para position to the NO₂ group. 2-BrC₆H₄NO₂ also gave significant amounts of products derived from reductive dehalogenation, e.g., PhNO₂ and 4-HOC₆H₄NO₂. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-nitrophenol (cas: 76361-99-4Computed Properties of C6H4BrNO3).

3-Bromo-2-nitrophenol (cas: 76361-99-4) 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. 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.Computed Properties of C6H4BrNO3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Parallel Synthesis of Glycomimetic Libraries: Targeting a C-Type Lectin was written by Schuster, Michael C.;Mann, David A.;Buchholz, Tonia J.;Johnson, Kathryn M.;Thomas, William D.;Kiessling, Laura L.. And the article was included in Organic Letters in 2003.Reference of 6515-58-8 This article mentions the following:

We have developed methods for the parallel synthesis of two libraries of non-carbohydrate-based analogs of mannose on a solid support. The natural product shikimic acid was used as a key building block. The ability of the compounds to block the binding of the C-type lectin MBP-A to a mannosylated surface was assessed in a high-throughput assay. Ten library members with inhibitory activities equivalent to that of α-Me mannopyranoside were identified. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Reference of 6515-58-8).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Reference of 6515-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Novel polycyclic heterocycles. XI. Synthesis of 11,12-dihydropyrido[2,1-b][1,3]benzodiazepines, 6H-pyrido[1,2-c][1,3,5]benzoxadiazepines, and 6H-pyrido[1,2-c][1,3,5]benzothiadiazepines was written by Petigara, R. B.;Yale, Harry L.. And the article was included in Journal of Heterocyclic Chemistry in 1974.Category: bromides-buliding-blocks This article mentions the following:

An unusually facile dehydrobromination, involving the ortho Br atom and the NH proton of the iminopyridines I (X = CH2, O, S, R = H, Cl) gave the 11,12-dihydropyrido[2,1-b] [1,3]benzodiazepines II (X = CH2), 6H-pyrido[1,2-c] [1,3,5]benzoxadiazepines II (X = O), and 6H-pyrido-[1,2-c] [1,3,5]benzothiadiazepines II (X = S). These cyclizations required a base, e.g., potassium carbonate, and a catalyst, e.g., copper bronze. The reactions occurred in methanol or propanol at reflux, either under anhydrous conditions or in the presence of large amounts of water. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Category: bromides-buliding-blocks).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A unique approach to the synthesis of 2,3,4,5-substituted polybrominated biphenyls: quantitation in FireMaster FF-1 and FireMaster BP-6 was written by Kubiczak, Gerhard A.;Oesch, Franz;Borlakoglu, Juergen T.;Kunz, Horst;Robertson, Larry W.. And the article was included in Journal of Agricultural and Food Chemistry in 1989.Application of 615-55-4 This article mentions the following:

A scheme is presented that allows the efficient synthesis of four anilines (3,5-di-, 3,4,5-tri-, 2,3,4,5-tetra-, and 2,3,4,5,6-pentabromoanilines) as well as 1,2,3,4-tetrabromobenzene (I) from a single starting material. All of these products are useful precursors in the synthesis of polybrominated biphenyls (PBBs). The aryl-aryl coupling of bromoanilines with I provides a versatile approach to the synthesis of 2,3,4,5-tetrasubstituted PBBs for the first time. The synthesis and characterization of nine such PBBs are reported here. 2,2′,3,3′,4,4′,5,5′-Octabromobiphenyl was a byproduct of each coupling reaction, ranging from <2% to 63% of the polybrominated biphenyl products. Capillary gas chromatog. quantitation of the nine synthetic PBBs in FireMaster FF-1 and FireMaster BP-6 is presented. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Application of 615-55-4).

3,4-Dibromoaniline (cas: 615-55-4) 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 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.Application of 615-55-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary