4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxylic acid

Base Information

• Chemical Name: 4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxylic acid
• CAS No.: 150766-86-2
• Molecular Formula: C14H11BrO2
• Molecular Weight: 291.144
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50430853
• Mol file: 150766-86-2.mol

Synonyms:150766-86-2;4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxylic acid;2-[4-(bromomethyl)phenyl]benzoic Acid;4-Bromomethylbiphebyl-2'-carboxylic acid;[1,1'-Biphenyl]-2-carboxylic acid, 4'-(bromomethyl)-;Not avilable;4-BROMOMETHYLBIPHENYL-2'-CARBOXYLIC ACID;SCHEMBL365731;4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxylicacid;DTXSID50430853;QQHZAARABFGGBY-UHFFFAOYSA-N;AKOS015918340;4'bromomethyl-biphenyl-2-carboxylic acid;BS-52999;4'-(bromomethyl)biphenyl-2-carboxylic acid;FT-0663773;4/'-(Bromomethyl)-[1,1/'-biphenyl]-2-carboxylic acid

Chemical Property of 4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxylic acid

Chemical Property:

• Melting Point: 133-136 °C
• Boiling Point: 410.0±33.0 °C(Predicted)
• PKA: 3.82±0.36(Predicted)
• PSA: 37.30000
• Density: 1.479±0.06 g/cm3(Predicted)
• LogP: 3.94670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 289.99424
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

98%min ^*data from raw suppliers

4''-(Bromomethyl)-[1,1''-biphenyl]-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(C=C2)CBr)C(=O)O
• Uses: An impurity of Telmisartan (D294250). An intermediate in the preparation of antihypertensive agents.

Technology Process of 4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxylic acid

There total 4 articles about 4'-(Bromomethyl)-[1,1'-biphenyl]-2-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: 82.5%

o-tolylbenzoic acid (7148-03-0) → 4'-bromomethylbiphenyl-2-carboxylic acid (150766-86-2)

Guidance literature:

With N-Bromosuccinimide; azobisisobutyronitrile; In methanol; acetic acid methyl ester; water;

Reference yield: 75.5%

→ 4'-bromomethylbiphenyl-2-carboxylic acid (150766-86-2)

Guidance literature:

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 4'-bromomethylbiphenyl-2-carboxylic acid (150766-86-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium nitrite, H₂SO₄ / H₂O / 5 °C

2: sodium acetate trihydrate / H₂O; acetonitrile / 5-10 deg C, 3 h; room temperature, 21 h

3: 80 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl₄ / 3 h / Heating

With N-Bromosuccinimide; sulfuric acid; sodium acetate; sodium nitrite; dibenzoyl peroxide; In tetrachloromethane; water; acetonitrile;

upstream raw materials:

o-tolylbenzoic acid

anthranilic acid

Downstream raw materials:

telmisatran

Refernces

• 1、 -. "Process for brominating the side chain of 4-methylbiphenyl derivatives substituted in the 2' position". . . Retrieved 2008/06/13.
• 2、 Bedi, Preet Mohinder Singh,Verma, Raman K.,Singh, Manjeet. "Synthesis of 2-substituted-1-benzimidazoles". . p. 801 - 803. Retrieved 2007/10/03.