[1,1'-Biphenyl]-2-carbonyl chloride

Base Information

• Chemical Name: [1,1'-Biphenyl]-2-carbonyl chloride
• CAS No.: 14002-52-9
• Molecular Formula: C13H9ClO
• Molecular Weight: 216.667
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID00502690
• Nikkaji Number: J1.645.315C
• Mol file: 14002-52-9.mol

Synonyms:14002-52-9;[1,1'-Biphenyl]-2-carbonyl chloride;2-Biphenylcarbonyl chloride;2-phenylbenzoyl chloride;BIPHENYL-2-CARBONYL CHLORIDE;biphenylcarbonylchloride;Biphenylcarbonyl chloride;o-phenylbenzoic acid chloride;SCHEMBL229441;1,1'-biphenylcarbonyl chloride;DTXSID00502690;MPJOJCZVGBOVOV-UHFFFAOYSA-N;[1,1'-biphenyl]carbonyl chloride;biphenyl-2-carboxylic acid chloride;MFCD09745399;[1,1'-bipheny]-2-carbonyl chloride;1,1'-Biphenylcarboxylic acid chloride;2-(1,1'-biphenyl) carbonyl chloride;[1,1/'-BIPHENYL]-2-CARBONYL CHLORIDE-

Chemical Property of [1,1'-Biphenyl]-2-carbonyl chloride

Chemical Property:

• PSA: 17.07000
• LogP: 3.73260
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 216.0341926
• Heavy Atom Count: 15
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

2-Biphenylcarbonylchloride ^*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=CC=C2C(=O)Cl

Technology Process of [1,1'-Biphenyl]-2-carbonyl chloride

There total 13 articles about [1,1'-Biphenyl]-2-carbonyl chloride 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%

2-Biphenylcarboxylic acid (947-84-2) → o-phenylbenzoyl chloride (14002-52-9)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In toluene; at 5 - 20 ℃;

Reference yield:

oxalyl dichloride (79-37-8) + 2-Biphenylcarboxylic acid (947-84-2) → o-phenylbenzoyl chloride (14002-52-9)

Guidance literature:

In N-methyl-acetamide; dichloromethane;

Reference yield:

biphenyl-2-carboxylic acid methyl ester (16605-99-5) → o-phenylbenzoyl chloride (14002-52-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 N aq. NaOH / ethanol / 5 h / Heating

2: oxalyl chloride; DMF / CH₂Cl₂ / 16 h / 20 °C

With sodium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In ethanol; dichloromethane;

DOI:10.1021/jm010294e

upstream raw materials:

2-Biphenylcarboxylic acid

thionyl chloride

2-bromobenzoic acid methyl ester

biphenyl-2-carboxylic acid methyl ester

Downstream raw materials:

biphenyl-2-carboxylic acid menthyl ester

1-biphenyl-2-yl-2,2,2-triphenyl-ethanone

bis(2-phenylbenzoyl) peroxide

N-(4-chlorophenyl)-[1,1′-biphenyl]-2-carboxamide

Refernces

• 1、 Minato et al.. "". . p. 249. Retrieved 1968.
• 2、 Tsunoda, Takashi,Yamazaki, Atsuki,Mase, Toshiyasu,Sakamoto, Shuichi. "A scalable process for the synthesis of 2-methyl-1,4,5,6- tetrahydroimidazo[4,5-d][1]benzazepine monohydrate and 4-[(biphenyl-2- ylcarbonyl)amino]benzoic acid: Two new key intermediates for the synthesis of the AVP antagonist conivaptan hydrochloride". . p. 593 - 598. Retrieved 2005.
• 3、 He, Yuan,Liao, Xian-Zhang,Dong, Lin,Chen, Fen-Er. "Rh(iii)-Catalyzed three-component cascade annulation to produce theN-oxopropyl chain of isoquinolone derivatives". supporting information. p. 561 - 567. Retrieved 2021/02/06.
• 4、 Saito, Masato,Kawamata, Yu,Meanwell, Michael,Navratil, Rafael,Chiodi, Debora,Carlson, Ethan,Hu, Pengfei,Chen, Longrui,Udyavara, Sagar,Kingston, Cian,Tanwar, Mayank,Tyagi, Sameer,McKillican, Bruce P.,Gichinga, Moses G.,Schmidt, Michael A.,Eastgate, Martin D.,Lamberto, Massimiliano,He, Chi,Tang, Tianhua,Malapit, Christian A.,Sigman, Matthew S.,Minteer, Shelley D.,Neurock, Matthew,Baran, Phil S.. "N-Ammonium Ylide Mediators for Electrochemical C-H Oxidation". supporting information. p. 7859 - 7867. Retrieved 2021/05/26.