cis-4-isopropylcyclohexanecarboxylic acid

Base Information

• Chemical Name: cis-4-isopropylcyclohexanecarboxylic acid
• CAS No.: 7084-93-7
• Molecular Formula: C10H18 O2
• Molecular Weight: 170.252
• Mol file: 7084-93-7.mol

Synonyms:Cyclohexanecarboxylicacid, 4-isopropyl-, cis- (8CI); cis-4-Isopropylcyclohexanecarboxylic acid;cis-p-Menthan-7-oic acid

Chemical Property of cis-4-isopropylcyclohexanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.00294mmHg at 25°C
• Boiling Point: 263.8°C at 760 mmHg
• Flash Point: 126.9°C
• PSA: 37.30000
• Density: 0.996g/cm³
• LogP: 2.53340

Purity/Quality:

99%, ^*data from raw suppliers

cis-4-Isopropylcyclohexanecarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: cis-4-Isopropylcyclohexanecarboxylic Acid is the cis-isomer of trans-4-Isopropylcyclohexanecarboxylic Acid (I824400), an intermediate used in the process for the preparation of Nateglinide (N379375), a novel D-phenylalanine-derivative hypoglycemic agent. cis-4-Isopropylcyclohexanecarboxylic Acid is the cis-isomer of trans-4-Isopropylcyclohexanecarboxylic Acid (I824400), an intermediate used in the process for the preparation of Nateglinide (N379375), a novel D-phenylalanine-derivative hypoglycemic agent.

Technology Process of cis-4-isopropylcyclohexanecarboxylic acid

There total 7 articles about cis-4-isopropylcyclohexanecarboxylic acid 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: 64.0%

Methyl cis-4-isopropylcyclohexanecarboxylate (13828-35-8) → (1r,4s)-4-isopropylcyclohexanecarboxylic acid (7084-93-7)

Guidance literature:

With sodium hydroxide; In methanol; for 0.166667h; Ambient temperature;

DOI:10.1021/jm00127a006

Reference yield:

p-isopropylbenzoic acid (536-66-3) → trans-4-isopropylcyclohexane-1-carboxylic acid (7077-05-6) + (1r,4s)-4-isopropylcyclohexanecarboxylic acid (7084-93-7)

Guidance literature:

With sodium hydroxide; nickel; at 195 ℃; under 73550.8 Torr; Hydrogenation;

DOI:10.1039/jr9390001245

Reference yield:

p-menthan-7-oic acid methyl ester (175284-00-1) → trans-4-isopropylcyclohexane-1-carboxylic acid (7077-05-6) + (1r,4s)-4-isopropylcyclohexanecarboxylic acid (7084-93-7)

Guidance literature:

With sodium hydroxide; sodium hydride; Yield given. Multistep reaction; 1) 150 deg C, 2 h, 2) MeOH, 20 deg C, 10 min;

DOI:10.1021/jm00127a006

upstream raw materials:

p-isopropylbenzoic acid

Methyl cis-4-isopropylcyclohexanecarboxylate

p-menthan-7-oic acid methyl ester

(4S)-phellandric acid

Downstream raw materials:

N-[(cis-4-Isopropylcyclohexyl)carbonyl]-D-phenylalanine

cis-p-menthanoic acid-⁽⁷⁾-(4-bromo-phenacyl ester)

trans-p-menthanoic acid-⁽⁷⁾-ethyl ester

cis-p-menthanoic acid-⁽⁷⁾-ethyl ester

Refernces

• 1、 Miyamura, Hiroyuki,Suzuki, Aya,Yasukawa, Tomohiro,Kobayashi, Shu. "Polysilane-Immobilized Rh-Pt Bimetallic Nanoparticles as Powerful Arene Hydrogenation Catalysts: Synthesis, Reactions under Batch and Flow Conditions and Reaction Mechanism". supporting information. p. 11325 - 11334. Retrieved 2018/09/06.
• 2、 Shinkai,Nishikawa,Sato,Toi,Kumashiro,Seto,Fukama,Dan,Toyoshoma. "N-(Cyclohexylcarbonyl)-D-phenylalanines and related compounds. A new class of oral hypoglycemic agents. 2". . p. 1436 - 1441. Retrieved 2007/10/02.