1-Phenylcyclohexanecarbonyl chloride

Base Information

• Chemical Name: 1-Phenylcyclohexanecarbonyl chloride
• CAS No.: 2890-42-8
• Molecular Formula: C13H15ClO
• Molecular Weight: 222.715
• DSSTox Substance ID: DTXSID10438577
• Wikidata: Q82254360
• Mol file: 2890-42-8.mol

Synonyms:1-phenylcyclohexanecarbonyl chloride;2890-42-8;1-phenylcyclohexane-1-carbonyl Chloride;Cyclohexanecarbonyl chloride, 1-phenyl-;SCHEMBL1061631;DTXSID10438577;XUZOAPJJYBDXIC-UHFFFAOYSA-N;MFCD09903691;FT-0710994

Chemical Property of 1-Phenylcyclohexanecarbonyl chloride

Chemical Property:

• PSA: 17.07000
• LogP: 3.65390
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 222.0811428
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

95% ^*data from raw suppliers

1-Phenyl-cyclohexanecarbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)(C2=CC=CC=C2)C(=O)Cl

Technology Process of 1-Phenylcyclohexanecarbonyl chloride

There total 8 articles about 1-Phenylcyclohexanecarbonyl 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%

1-phenyl-cyclohexanecarboxylic acid (1135-67-7) → 1-phenylcyclohexylcarbonyl chloride (2890-42-8)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 - 40 ℃; for 1.25h;

Reference yield:

1-phenyl-1-cyclohexanecarbonitrile (2201-23-2) → 1-phenylcyclohexylcarbonyl chloride (2890-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / 48percent aq. HBr / 96 h / Heating

2: SOCl₂ / 2 h / Heating

With thionyl chloride; hydrogen bromide;

DOI:10.1021/jm00115a002

Reference yield:

→ 1-phenylcyclohexylcarbonyl chloride (2890-42-8)

Guidance literature:

With thionyl chloride;

DOI:10.1021/ja01215a062 DOI:10.1021/ja01203a077

upstream raw materials:

1-phenyl-cyclohexanecarboxylic acid

1-phenyl-1-cyclohexanecarbonitrile

benzeneacetic acid methyl ester

methyl 1-phenyl-1-cyclohexanecarboxylate

Downstream raw materials:

1-phenyl-cyclohexanecarboxylic acid-[2-(4-methyl-piperazino)-ethyl ester]

UCB 597

2-Diazo-1-(1-phenyl-cyclohexyl)-ethanone

1-(1-phenylcyclohexyl)ethanone

Refernces

• 1、 Tng, Jiahui,Lim, Junxian,Wu, Kai-Chen,Lucke, Andrew J.,Xu, Weijun,Reid, Robert C.,Fairlie, David P.. "Achiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class i HDAC Enzymes and Cancer Cell Proliferation". supporting information. p. 5956 - 5971. Retrieved 2020/06/05.
• 2、 Trifonov, Alexey L.,Levin, Vitalij V.,Struchkova, Marina I.,Dilman, Alexander D.. "Difluoromethylation of carboxylic acids via the addition of difluorinated phosphorus ylide to acyl chlorides". supporting information. p. 5304 - 5307. Retrieved 2017/11/06.