934-67-8

Basic information

• Product Name: cis-4-methylcyclohexanecarboxylic acid
• Synonyms: cis-4-methylcyclohexanecarboxylic acid;(1α,4α)-4-Methylcyclohexanecarboxylic acid
• CAS NO: 934-67-8
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.19556
• EINECS: 213-289-5
• Mol File: 934-67-8.mol

Chemical Properties

• Boiling Point: 247.5°Cat760mmHg
• Flash Point: 110.7°C
• Appearance: /
• Density: 1.025g/cm³
• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.467
• CAS DataBase Reference: cis-4-methylcyclohexanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: cis-4-methylcyclohexanecarboxylic acid(934-67-8)
• EPA Substance Registry System: cis-4-methylcyclohexanecarboxylic acid(934-67-8)

Safety Data

• Hazardous Substances Data: 934-67-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
cis-4-methylcyclohexanecarboxylic acid is used as an intermediate in the synthesis of various pharmaceutical compounds due to its unique structure and functional groups, contributing to the development of new drugs.
Used in Agrochemical Industry:
cis-4-methylcyclohexanecarboxylic acid is used as a building block in the production of agrochemicals, such as pesticides and herbicides, owing to its ability to form diverse chemical compounds that can target specific pests or weeds.
Used in Organic Synthesis:
cis-4-methylcyclohexanecarboxylic acid is used as a key component in organic synthesis for creating a wide range of chemical compounds, including those with potential applications in various industries.

InChI:InChI=1/C8H14O2/c1-6-2-4-7(5-3-6)8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/t6-,7+

Upstream product

• 27332-44-1 1,3,5-cycloheptatriene-1-carboxylic acid 
• 1879-06-7 4-acetyl-1-methylcyclohexane 
• 99-94-5 p-Toluic acid 
• 589-91-3 p-methylcyclohexanol 
• 124-38-9 carbon dioxide 
• 29886-34-8 4-methyl-1-cyclohexanecarboxylic acid methyl ester 
• 201230-82-2 carbon monoxide 
• 82166-21-0 methyl cyclohexane 
• 51181-40-9 methyl 4-methyl-1-cyclohexanecarboxylate 
• 64-19-7 acetic acid 
• 931-68-0 1-chloro-4-methylcyclohexane 
• 17264-54-9 sodium p-methylbenzoate 
• 7647-01-0 hydrogenchloride 
• 60940-94-5 cis-4-methyl-cyclohexane-carboxylic acid-⁽¹⁾-amide 

Downstream Products

• 41692-50-6 trans-4-methyl-1-(ethoxycarbonyl)cyclohexane 
• 60940-94-5 (trans)-4-methylcyclohexane-1-carboxamide 
• 93007-36-4 trans-4-methyl-cyclohexane-carboxylic acid-⁽¹⁾-(4-bromo-phenacyl ester) 
• 29886-34-8 4-methyl-1-cyclohexanecarboxylic acid methyl ester 
• 3937-49-3 (trans-4-methylcyclohexyl)methanol 
• 55930-23-9 trans-4-methylcyclohexanecarbonyl chloride 
• 591-47-9 4-methylcyclohexene 
• 7731-29-5 trans-4-methylcyclohexan-1-ol 
• 589-92-4 1-methylcyclohexan-4-one 
• 942589-57-3 methyl 3-[[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino]-5-phenyl-2-thiophenecarboxylate 
• 624715-22-6 2,4,6-trimethylphenyl trans-4-cycolhexanecarboxylate 
• 861819-94-5 ethyl 4-{[(trans-4-methylcyclohexyl)carbonyl]amino}butanoate 
• 223465-88-1 4-{[(trans-4-methylcyclohexyl)carbonyl]amino}butanoic acid 
• 195138-22-8 2-bromo-1-(trans-4-methylcyclohexyl)-1-ethanone 

Relevant articles and documents

Electrocatalytic hydrogenation of benzoic acids in a proton-exchange membrane reactor

The highly efficient chemoselective electrocatalytic hydrogenation of benzoic acids (BAs) to cyclohexanecarboxylic acids (CCAs) was carried out in a proton-exchange membrane reactor under mild conditions without hydrogenation of the carboxyl group. Among the investigated catalysts, the PtRu alloy catalyst was found to be the most suitable for achieving high current efficiencies for production of CCAs. An electrochemical spillover mechanism on the PtRu alloy catalyst was also proposed.

Selective hydrogenation of aromatic carboxylic acids over basic N-doped mesoporous carbon supported palladium catalysts

Mesoporous carbon nitride (MCN) has been prepared through a simple polymerization reaction between ethylenediamine (EDA) and carbon tetrachloride (CTC) by a nano hard-templating approach. The obtained MCN possesses high surface area (166.3 m2/g), average pore size of 9.2 nm and high N content (up to 18.5 wt%). The negative charge and the basicity on MCN surface are originated from its rich carbon nitride heterocycles, which notably improves the surface hydrophilicity and the adsorption of acidic molecules. Furthermore, MCN can be adopted as the proper support for highly dispersed Pd NPs with well-controlled size distribution. Compared with microporous N-doped active carbon with low N-content, the MCN-supported Pd catalyst shows an enhanced activity in water phase for the selective ring hydrogenation of benzoic acid, benzamide and phenol, in which 11.3 times higher activity in comparison to undoped catalyst is achieved. Wide characterizations reveal that big pore size, selective adsorption for acid substrate and strong interaction between N and Pd may lead to the high activity of Pd/MCN.

NOVEL COMPOUNDS

Novel rapamycin analogues and methods for their production with FKBP and/or MIP inhibitory activity with reduced mTOR inhibitory activity with therapeutic potential e.g. as bacterial virulence inhibitors.

Improved synthesis of trans-4-alkylcyclohexane carboxylic acids

Several stereomerically pure amino acid derivatives containing the N-terminal trans-4-alkylcyclohexanoyl fragment were obtained. Hydrogenation of 4-alkylbenzoic acids in the presence of a special Ru-Ni/C catalytic system and isomerization of the resulting mixture of trans- and cis-isomers of 4-alkylcyclohexanecarboxylic acids were used as the key steps. The stereomeric configuration of all compounds was confirmed by 1H NMR spectroscopy. The compounds obtained possess a broad biological activity potential and are useful intermediates in the synthesis of stereomerically pure modified peptides.

Epimerization of 2- or 4- substituted cyclohexanecarboxylic acids

The present invention relates to a new method for obtaining a purity of about 93% to 100% of the trans form of 2- or 4-substituted cyclohexanecarboxylic acid or reactive derivatives thereof from the cis form or a mixture of the cis and trans forms by a single step, particularly, to a method for obtaining a purity of substantially 100% of the trans form of 4-substituted cyclohexanecarboxylic acid.

Separation of cis/trans-cyclohexanecarboxylates by enzymatic hydrolysis: Preference for diequatorial isomers

4-Substituted cis/trans-cyclohexanecarboxylates have been separated into the isomers by enzymatic hydrolysis with lipase from Candida rugosa with very good selectivity. The enzyme preferentially recognizes diequatorial conformations. Copyright (C) 1996 Elsevier Science Ltd.

Pd-Catalyzed Regio- and Stereo-selective Carboxylation of Cycloalkanes with CO

The reactions of cycloalkanes with CO via the C-H bond activation by Pd(OAc)2 catalyst have been found to proceed regio- and stereo-selectively to give corresponding carboxylic acids.The reactivity of C-H bonds of cycloalkanes decreases in the order: tert- > sec- > prim-carbon, and the stereochemistry of the substitutents on the main products is all equatorial.