1-Methylcyclohexanecarbonyl chloride

Base Information

• Chemical Name: 1-Methylcyclohexanecarbonyl chloride
• CAS No.: 2890-61-1
• Molecular Formula: C8H13ClO
• Molecular Weight: 160.644
• Hs Code.: 2916209090
• European Community (EC) Number: 608-291-1
• DSSTox Substance ID: DTXSID001031503
• Nikkaji Number: J392.307J
• Mol file: 2890-61-1.mol

Synonyms:1-METHYLCYCLOHEXANECARBONYL CHLORIDE;2890-61-1;1-METHYL-1-CYCLOHEXANECARBOXYLIC ACID CHLORIDE;1-methylcyclohexane-1-carbonyl Chloride;MFCD00019346;EC 608-291-1;Cyclohexanecarbonyl chloride, 1-methyl-;1-Methylcyclohexanecarbonylchloride;SCHEMBL246831;STPXIOFWKOIYHX-UHFFFAOYSA-N;1-methylcyclohexylcarbonyl chloride;DTXSID001031503;CAA89061;1-methyl-cyclohexanecarbonyl chloride;CS1017;1-methyl -cyclohexanecarbonyl chloride;AKOS006281250;1-methyl-1-cyclohexanecarbonyl chloride;1-methyl-cyclohexane-1-carbonyl chloride;1-methylcyclohexylcarboxylic acid chloride;AS-46486;1-methyl-cyclohexanecarboxylic acid chloride;1-methylcyclohexane-carboxylic acid chloride;1-methyl -cyclohexanecarboxylic acid chloride;1-methyl-1-cyclohexanecarboxylicacid chloride;FT-0763826

Chemical Property of 1-Methylcyclohexanecarbonyl chloride

Chemical Property:

• Vapor Pressure: 0.634mmHg at 25°C
• Boiling Point: 100 °C(Press: 30 Torr)
• PSA: 17.07000
• Density: 1.063±0.06 g/cm3(Predicted)
• LogP: 2.72220
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 160.0654927
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCCC1)C(=O)Cl

Technology Process of 1-Methylcyclohexanecarbonyl chloride

There total 11 articles about 1-Methylcyclohexanecarbonyl 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: 98.0%

1-methyl-1-cyclohexanecarboxylic acid (1123-25-7) → 1-methyl-1-cyclohexancarboxylic acid chloride (2890-61-1)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 40 ℃; for 7.5h; Temperature; Large scale;

Reference yield:

methyl cyclohexylcarboxylate (4630-82-4) → 1-methyl-1-cyclohexancarboxylic acid chloride (2890-61-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: -78 - 20 °C

2.1: water; sodium hydroxide / methanol / 80 °C

3.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 17 h / 0 - 20 °C

With n-butyllithium; oxalyl dichloride; water; diisopropylamine; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1021/acs.orglett.5b01128

Reference yield:

methyl 1-methylcyclohexanecarboxylate (825-04-7) → 1-methyl-1-cyclohexancarboxylic acid chloride (2890-61-1)

Guidance literature:

Multi-step reaction with 2 steps

1: water; sodium hydroxide / methanol / 80 °C

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 17 h / 0 - 20 °C

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

DOI:10.1021/acs.orglett.5b01128

upstream raw materials:

1-methyl-1-cyclohexanecarboxylic acid

oxalyl dichloride

methyl cyclohexane

dibenzoyl peroxide

Downstream raw materials:

1-methyl-cyclohexanecarboxylic acid dimethylamide

1-methyl-cyclohexanecarboxylic acid phenyl ester

(4-methoxyphenyl)(1-methylcyclohexyl)methanone

1-Methyl-cyclohexanecarboxylic acid (1-methyl-cyclohexyl)-amide