4331-54-8

Basic information

• Product Name: 4-Methylcyclohexanecarboxylic acid
• Synonyms: 4-METHYL-CYCLOHEXANECARBOXYLIC ACID;4-METHYL-1-CYCLOHEXANECARBOXYLIC ACID;4-Methyl-1-cyclohexanecarboxylic acid,mixture of cis and trans;4-METHYL-1-CYCLOHEXANECARBOXYLIC ACID, 9 9%, MIXTURE OF CIS AND TRANS;4-METHYL-1-CYCLOHEXANECARBOXYLICACID(CIS+TRANS);trans-4-Methyl-1-cyclohexanecarboxylic acid;4-Methylcyclohexanecarboxylic Acid (cis- and trans- mixture);4-Methyl-1-cyclohexanecarboxylic acid 99%
• CAS NO: 4331-54-8
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.2
• EINECS: 224-369-4
• Product Categories: 4-Alkylcyclohexanecarboxylic Acids (Building Blocks for Liquid Crystals);4-Substituted Cyclohexanecarboxylic Acids;Building Blocks for Liquid Crystals;Functional Materials;C8;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 4331-54-8.mol
• Article Data: 21

Chemical Properties

• Melting Point: 110 °C
• Boiling Point: 134-136 °C15 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.005 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4598(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, DMSO, Methanol
• PKA: 4.92±0.10(Predicted)
• CAS DataBase Reference: 4-Methylcyclohexanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylcyclohexanecarboxylic acid(4331-54-8)
• EPA Substance Registry System: 4-Methylcyclohexanecarboxylic acid(4331-54-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 2
• Hazardous Substances Data: 4331-54-8(Hazardous Substances Data)

Usage

Uses

4-Methyl-1-cyclohexanecarboxylic acid was used to investigate the palladium core-porous silica shell-nanoparticles catalyzed hydrogenation of 4-carboxybenzaldehyde (4-CBA) to p-toluic acid. It was also used in the synthesis of substituted cyclohexyl carbonyl chlorides.

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

Upstream product

• 524048-18-8 4-methylcyclohexane-1-carbonitrile 
• 5333-31-3 4-methylcyclohex-1-ene-1-carboxylic acid 
• 15719-64-9 methylammonium carbonate 
• 591-49-1 1-methylcyclohex-1-ene 
• 201230-82-2 carbon monoxide 
• 64-19-7 acetic acid 
• 99-94-5 p-Toluic acid 
• 123-51-3 i-Amyl alcohol 
• 100-21-0 terephthalic acid 
• 7647-01-0 hydrogenchloride 
• 710951-21-6 3-[(trans-4-methyl-cyclohexanecarbonyl)-(1-methyl-piperidin-4-yl)-amino]-5-phenyl-thiophene-2-carboxylic acid methyl ester 
• 934-67-8 (cis)-4-methylcyclohexanecarboxylic acid 
• 124-38-9 carbon dioxide 
• 931-68-0 1-chloro-4-methylcyclohexane 

Downstream Products

• 34885-03-5 (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 
• 910910-20-2 (1r,4r)-N-methoxy-N,4-dimethylcyclohexane-1-carboxamide 
• 910910-21-3 4-methyl-cyclohexanecarboxylic acid methoxy-methyl-amide 
• 195138-22-8 2-bromo-1-(trans-4-methylcyclohexyl)-1-ethanone 
• 78507-26-3 trans-1-(bromomethyl)-4-methylcyclohexane 
• 78507-33-2 cis-4-methylcyclohexylmethyl bromide 
• 104907-63-3 2-hydroxy-3-(trans-4-methylcyclohexyl)-1,4-naphthoquinone 
• 18446-90-7 1-((trans)-4-methylcyclohexyl)ethan-1-one 

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.

Catalytic hydrogenation products of aromatic and aliphatic dicarboxylic acids

Hydrogenation of aromatic dicarboxylic acids gave 100 % selectivity to respective cyclohexane dicarboxylic acid with 5 % Pd/C catalyst. 5 % Ru/C catalyst was observed to give over hydrogenation products at 493 K and at lower temperature (453 K) the selectivity for cyclohexane dicarboxylic acids was increased. Hydrogenation of phthalic acid with Ru-Sn/Al2O3 catalyst was observed to give phthalide instead of 1,2-benzene dimethanol or 2-hydroxy methyl benzoic acid. Ru-Sn/Al2O3 catalyst selectively hydrogenated the carboxylic group of cyclohexane dicarboxylic acids to give cyclohexane dimethanol. Use of proper catalysts and reaction conditions resulted in desired products.

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.