Cyclohexanecarboxylic acid, 1-methyl-, methyl ester

Base Information

• Chemical Name: Cyclohexanecarboxylic acid, 1-methyl-, methyl ester
• CAS No.: 825-04-7
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Mol file: 825-04-7.mol

Synonyms:Cyclohexane-1-carboxylic acid, 1-methyl, methyl ester;

Chemical Property of Cyclohexanecarboxylic acid, 1-methyl-, methyl ester

Chemical Property:

• Boiling Point: 182.301 °C at 760 mmHg
• Flash Point: 61.427 °C
• Density: 0.961 g/cm³

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexanecarboxylic acid, 1-methyl-, methyl ester

There total 22 articles about Cyclohexanecarboxylic acid, 1-methyl-, methyl ester 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%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1-methyl-1-cyclohexanecarboxylic acid (1123-25-7) → methyl 1-methylcyclohexanecarboxylate (825-04-7)

Guidance literature:

In diethyl ether; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2006.07.026

Reference yield: 93.0%

1-methyl-1-cyclohexanecarboxylic acid (1123-25-7) + methyl 1-imidazolecarboxylate (61985-23-7) → methyl 1-methylcyclohexanecarboxylate (825-04-7)

Guidance literature:

In acetonitrile; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol1018882

Reference yield: 75.0%

methyl cyclohexylcarboxylate (4630-82-4) + methyl iodide (74-88-4) → methyl 1-methylcyclohexanecarboxylate (825-04-7)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; 1.) -78 deg C, 2.) -78 - 0 deg C, 3.) room temperature, 8 h;

DOI:10.1021/ja00392a031

upstream raw materials:

methanol

2-chloro-1-cyclohexyl-1-ethanone

sodium methylate

diethyl ether

Downstream raw materials:

1-methyl-N-phenylcyclohexane-1-carboxamide

1-methyl-1-cyclohexanecarboxylic acid

(1-methylcyclohexyl)methan-d2-ol

2-(1-methyl-cyclohexyl)-propan-2-ol

Refernces

• 1、 Li, Mingliang,Yang, Yudong,Zhou, Danni,Wan, Danyang,You, Jingsong. "Nickel-Catalyzed Addition-Type Alkenylation of Unactivated, Aliphatic C-H Bonds with Alkynes: A Concise Route to Polysubstituted γ-Butyrolactones". supporting information. p. 2546 - 2549. Retrieved 2015/05/27.
• 2、 Heller, Stephen T.,Sarpong, Richmond. "Chemoselective esterification and amidation of carboxylic acids with imidazole carbamates and ureas". supporting information; experimental part. p. 4572 - 4575. Retrieved 2010/12/25.