4-(Chloromethyl)biphenyl

Base Information

• Chemical Name: 4-(Chloromethyl)biphenyl
• CAS No.: 1667-11-4
• Molecular Formula: C13H11Cl
• Molecular Weight: 202.683
• Hs Code.: 2903999090
• European Community (EC) Number: 216-786-5
• NSC Number: 16277
• UNII: 3F1186UU0M
• DSSTox Substance ID: DTXSID6075190
• Nikkaji Number: J142B
• Wikidata: Q27257137
• Mol file: 1667-11-4.mol

Synonyms:4-(chloromethyl)biphenyl;4-chloromethylbiphenyl

Chemical Property of 4-(Chloromethyl)biphenyl

Chemical Property:

• Appearance/Colour: White ro Off-white crystalline powder
• Vapor Pressure: 0.000527mmHg at 25°C
• Melting Point: 70-73 °C
• Refractive Index: 1.578
• Boiling Point: 322.4 °C at 760 mmHg
• Flash Point: 143.2 °C
• PSA: 0.00000
• Density: 1.111 g/cm³
• LogP: 4.09240
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 202.0549280
• Heavy Atom Count: 14
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

4-(Chloromethyl)biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)CCl
• Uses: 4-(Chloromethyl)biphenyl is an important biphenyl derivative, which has a wide range of applications in medicine, polymer liquid crystal and dyestuff. For example, it can be used to synthesize the non-steroidal anti-inflammatory drugs 4-biphenylacetic acid and fenbufen, and the anti-inflammatory and analgesic drug felbinacethyl.

Technology Process of 4-(Chloromethyl)biphenyl

There total 25 articles about 4-(Chloromethyl)biphenyl 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: 100.0%

phenyllithium (591-51-5) + p-bromobenzyl chloride (589-17-3) → biphenyl-4-methylchloride (1667-11-4)

Guidance literature:

p-bromobenzyl chloride; With bis(tri-t-butylphosphine)palladium⁽⁰⁾; oxygen; In toluene; at 20 ℃; for 0.0166667h; Schlenk technique;

phenyllithium; In toluene; at 0 ℃; for 0.0833333h; Schlenk technique;

DOI:10.1002/anie.201700417

Reference yield: 98.0%

2-(2-tert-butyldimethylsiloxyethyl)-4H-benzo[1,4]oxazin-3-one (191097-22-0) → biphenyl-4-methylchloride (1667-11-4)

Guidance literature:

Reference yield: 94.0%

4-Methylbiphenyl (644-08-6) → biphenyl-4-methylchloride (1667-11-4)

Guidance literature:

With N-chloro-succinimide; benzophenone; In acetonitrile; at 27 ℃; for 5h; regioselective reaction; Irradiation;

DOI:10.1016/j.tet.2017.05.008

upstream raw materials:

formaldehyd

biphenyl

biphenyl-4-yl methanol

4-Methylbiphenyl

Downstream raw materials:

2-biphenyl-4-ylmethylsulfanyl-benzothiazole

p-<(4-Biphenylmethyl)amino>benzoesaeureethylester

9-biphenyl-4-ylmethyl-2-chloro-9H-purin-6-ylamine

1-(Biphenyl-4-yl-phenylselanyl-methyl)-1H-benzotriazole

Refernces

• 1、 Rohani, Sahar,Mohammadi Ziarani, Ghodsi,Badiei, Alireza,Ziarati, Abolfazl,Jafari, Maryam,Shayesteh, Alireza. "Palladium-anchored multidentate SBA-15/di-urea nanoreactor: A highly active catalyst for Suzuki coupling reaction". . . Retrieved 2018.
• 2、 Liu, Jian-Li,Xu, Ren-Rui,Wang, Wei,Qi, Xinxin,Wu, Xiao-Feng. "Palladium-catalyzed carbonylative cyclization of benzyl chlorides with anthranils for the synthesis of 3-arylquinolin-2(1: H)-ones". supporting information. p. 3584 - 3588. Retrieved 2021/05/04.
• 3、 Jin, Youxiang,Yang, Haobo,Wang, Chuan. "Nickel-Catalyzed Asymmetric Reductive Arylbenzylation of Unactivated Alkenes". supporting information. p. 2724 - 2729. Retrieved 2020/04/02.