4'-Bromo[1,1'-biphenyl]-4-carboxylic acid

Base Information

• Chemical Name: 4'-Bromo[1,1'-biphenyl]-4-carboxylic acid
• CAS No.: 5731-11-3
• Molecular Formula: C13H9 Br O2
• Molecular Weight: 277.117
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50384761
• Nikkaji Number: J2.316.928B
• Wikidata: Q72451990
• Mol file: 5731-11-3.mol

Synonyms:5731-11-3;4'-bromo[1,1'-biphenyl]-4-carboxylic acid;4'-Bromo-4-biphenyl carboxylic acid;4-(4-bromophenyl)benzoic acid;4'-bromo-[1,1'-biphenyl]-4-carboxylic acid;4'-Bromo-biphenyl-4-carboxylic acid;4'-bromobiphenyl-4-carboxylic acid;4-Biphenylcarboxylic acid, 4'-bromo-;ChemDiv3_000181;SCHEMBL2348487;4-(4'-bromophenyl)benzoic acid;DTXSID50384761;HMS1473I05;4-Bromo-4'-Biphenylcarboxylic Acid;AKOS001584007;AC-1492;AM10078;CCG-103085;IDI1_019499;NCGC00177619-01;4'-bromo-[1,1'-biphenyl]-4-carboxylicacid;CS-0033739;FT-0680313;[1,1'-Biphenyl]-4'-bromo-4-carboxylic acid;E77215;EN300-7361735;3T-0295;A917679;SR-01000388879;SR-01000388879-1;Z1171158021

Chemical Property of 4'-Bromo[1,1'-biphenyl]-4-carboxylic acid

Chemical Property:

• Melting Point: 301-302°C
• Boiling Point: 418.1°Cat760mmHg
• PKA: 4.08±0.10(Predicted)
• Flash Point: 206.7°C
• PSA: 37.30000
• Density: 1.51g/cm³
• LogP: 3.81430
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 275.97859
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%Min ^*data from raw suppliers

4''-Bromo[1,1''-biphenyl]-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)Br)C(=O)O
• Uses: 4''-Bromo[1,1''-biphenyl]-4-carboxylic Acid functions as a novel A-C ring steroidomimetic inhibitors of 5α-reductase (5αR) type 1 and 2.

Technology Process of 4'-Bromo[1,1'-biphenyl]-4-carboxylic acid

There total 3 articles about 4'-Bromo[1,1'-biphenyl]-4-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

carbon monoxide (201230-82-2) + 4-(4-bromophenyl)bromobenzene (92-86-4) → 4-(4-bromophenyl)benzoic acid (5731-11-3) + 4,4'-diphenic acid (787-70-2)

Guidance literature:

With dicobalt octacarbonyl; potassium carbonate; methyloxirane; In methanol; at 60 ℃; for 7h; under 760 Torr; Title compound not separated from byproducts;

DOI:10.1007/s11167-005-0619-y

Reference yield:

n-butyllithium (109-72-8,29786-93-4) + 4-(4-bromophenyl)bromobenzene (92-86-4) → 4-(4-bromophenyl)benzoic acid (5731-11-3) + 4,4'-diphenic acid (787-70-2)

Guidance literature:

With diethyl ether; anschliessendes Behandeln mit Kohlendioxid;

DOI:10.1021/ja01866a020

Reference yield:

1,4-bromoiodobenzene (589-87-7) + 4-carboxyphenylboronic acid pinacol ester (180516-87-4) → 4-(4-bromophenyl)benzoic acid (5731-11-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; at 90 ℃; for 4h; Microwave irradiation;

upstream raw materials:

n-butyllithium

4-(4-bromophenyl)bromobenzene

carbon monoxide

1,4-bromoiodobenzene

Downstream raw materials:

methyl 4’-bromo-[1,1’-diphenyl]-4-carboxylate

biphenyl-4-carboxylic acid

3-adamantan-1-yl-4-benzyloxy-[1,1';4',1'']terphenyl-4''-carboxylic acid

Refernces

• 1、 -. "NOVEL AZABENZIMIDAZOLE TETRAHYDROFURAN DERIVATIVES". Paragraph 0540; 0541. . Retrieved 2015/07/27.