4α-tert-Butylcyclohexane-1α-carboxylic acid methyl ester

Base Information

• Chemical Name: 4α-tert-Butylcyclohexane-1α-carboxylic acid methyl ester
• CAS No.: 17177-76-3
• Molecular Formula: C12H22O2
• Molecular Weight: 198.305
• Mol file: 17177-76-3.mol

Synonyms:cis-4-tert-Butyl-cyclohexan-carbonsaeure-(1)-methylester;Methyl cis-4-tert-butyl-cyclohexylcarboxylates;cis-4-tert-Butyl-cyclohexancarbonsaeure-methylester;4-tert-Butyl-cyclohexanecarboxylic acid methyl ester;cis-methyl 4-tert-butylcyclohexanecarboxylate;cis-4-tert-butyl-cyclohexanecarboxylic acid methyl ester;methyl cis-4-tert-butylcyclohexanecarboxylate;

Chemical Property of 4α-tert-Butylcyclohexane-1α-carboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 0.103mmHg at 25°C
• Melting Point: 24-25 °C
• Boiling Point: 65 - 67 °C (0.2 mmHg)
• PSA: 26.30000
• Density: 0.942±0.06 g/cm3(Predicted)
• LogP: 3.01190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4α-tert-Butylcyclohexane-1α-carboxylic acid methyl ester

There total 12 articles about 4α-tert-Butylcyclohexane-1α-carboxylic acid 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: 99.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + cis-4-t-butylcyclohexanecarboxylic acid (943-28-2) → methyl esters of cis-4-tert-butylcyclohexanecarboxylic acid (17177-76-3)

Guidance literature:

DOI:10.1021/jo00246a049

Reference yield:

methanol (67-56-1) + 4-tert-butylcyclohexanecarboxylic acid (5451-55-8) → methyl ester of trans-4-tert-butylcyclohexanecarboxylic acid (17177-75-2) + methyl esters of cis-4-tert-butylcyclohexanecarboxylic acid (17177-76-3)

Guidance literature:

With acetyl chloride; at 20 ℃; for 18h; Overall yield = 5.59 g; Cooling with ice;

Reference yield:

4-(1,1-dimethylethyl)benzoic acid (98-73-7) → methyl esters of cis-4-tert-butylcyclohexanecarboxylic acid (17177-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / PtO₂ / acetic acid / 3 h / 2585.7 Torr / Ambient temperature

2: diethyl ether / 0 °C

With hydrogen; platinum(IV) oxide; In diethyl ether; acetic acid;

upstream raw materials:

diazomethane

cis-4-t-butylcyclohexanecarboxylic acid

carbon monoxide

4-tert-butylcylohexene

Downstream raw materials:

methyl ester of trans-4-tert-butylcyclohexaneselenocarboxylic acid

methyl ester of cis-4-tert-butylcyclohexaneselenocarboxylic acid

Refernces

• 1、 Koenigsberger, Kurt,Luna, Hector,Prasad, Kapa,Repic, Oljan,Blacklock, Thomas J.. "Separation of cis/trans-cyclohexanecarboxylates by enzymatic hydrolysis: Preference for diequatorial isomers". . p. 9029 - 9032. Retrieved 2007/10/03.
• 2、 Milovanovic, Jovan N.,Vasojevic, Miorad,Gojkovic, Svetislav. "Oxidation of Primary Alcohols to Methyl Esters Using tert-Butyl Hypochlorite, Pyridine and Methyl Alcohol". . p. 1231 - 1233. Retrieved 2007/10/02.