Methyl cyclohexanecarboxylate

Base Information

• Chemical Name: Methyl cyclohexanecarboxylate
• CAS No.: 4630-82-4
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 29162090
• European Community (EC) Number: 225-050-2
• UNII: 96144H696Q
• DSSTox Substance ID: DTXSID9074303
• Nikkaji Number: J45.101K
• Wikidata: Q27160838
• Metabolomics Workbench ID: 44838
• Mol file: 4630-82-4.mol

Synonyms:Methyl cyclohexanecarboxylate;4630-82-4;Methyl cyclohexanoate;Hexahydrobenzoic acid methyl ester;CYCLOHEXANECARBOXYLIC ACID, METHYL ESTER;Methyl cyclohexylcarboxylate;Methyl hexahydrobenzoate;Cyclohexanecarboxylic Acid Methyl Ester;Methyl cyclohexylformate;FEMA No. 3568;methylcyclohexanecarboxylate;vanilla carboxylate;EINECS 225-050-2;BRN 1306359;AI3-04803;UNII-96144H696Q;CyclohexanecarboxylicAcidMethylEster-d11;Methyl ester of cyclohexanecarboxylic acid;96144H696Q;4-09-00-00017 (Beilstein Handbook Reference);methyl cyclohexane carboxylate;methyl cyclohexancarboxylate;c-C6H11COOCH3;methylcyclohexane carboxylate;SCHEMBL18552;methyl cyclohexane-carboxylate;methyl-cyclohexane carboxylate;cyclohexanecarboxylic acid methyl;DTXSID9074303;CHEBI:88845;FEMA 3568;Methyl cyclohexanecarboxylate, 98%;MFCD00001458;s6299;AKOS008903582;Methyl cyclohexanecarboxylate, >=98%;CS-W007704;HY-W007704;LS-2918;Cyclohexane carboxylic acid methyl ester;cyclohexane-carboxylic acid methyl ester;cyclohexane carboxylic acid, methyl ester;AS-13138;METHYL CYCLOHEXANECARBOXYLATE [FHFI];FT-0628721;D77686;EN300-130684;A827025;W-106094;Q27160838;Z18267125

Chemical Property of Methyl cyclohexanecarboxylate

Chemical Property:

• Appearance/Colour: Clear colorless to light yellow liquid
• Vapor Pressure: 0.788mmHg at 25°C
• Melting Point: 183oC
• Refractive Index: n20/D 1.443(lit.)
• Boiling Point: 183 °C at 760 mmHg
• Flash Point: 58.7 °C
• PSA: 26.30000
• Density: 0.987 g/cm³
• LogP: 1.73970
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Dichloromethane
• Water Solubility.: ALMOST INSOLUBLE
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

CyclohexanecarboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: COC(=O)C1CCCCC1
• Description: Methyl cyclohexanecarboxylate has a cheese-like odor. Methyl cyclohexanecarboxylate is an aliphatic ester that has been used in a variety of chemical synthesis studies, including the preparation of primary amides and reduction of esters to alcohols.
• Uses: Methyl cyclohexanecarboxylate may be used in chemical synthesis studies. Odorant found in virgin olive oil and green olives.

Technology Process of Methyl cyclohexanecarboxylate

There total 105 articles about Methyl cyclohexanecarboxylate 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: 100.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) → methyl cyclohexylcarboxylate (4630-82-4)

Guidance literature:

With hydrogen; nanostructurated Ru(trioctylamine) supported on γ-Al2O3; In tetrahydrofuran; for 24h; Further Variations:; Catalysts; Product distribution;

DOI:10.1016/j.jorganchem.2003.11.019

Reference yield: 96.0%

methanol (67-56-1) + cyclohexanecarbaldehyde (2043-61-0) → methyl cyclohexylcarboxylate (4630-82-4)

Guidance literature:

With manganese(IV) oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-dimethyl-1,2,4-triazolium iodide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol8018488

Reference yield: 96.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + cyclohexene (110-83-8) → methyl cyclohexylcarboxylate (4630-82-4)

Guidance literature:

With platinum(II) bis(acetylacetonate); C₂₈H₃₆P₂; toluene-4-sulfonic acid; at 120 ℃; for 20h; under 30402 Torr; Sealed tube; Inert atmosphere; Autoclave;

DOI:10.1039/d0cc00650e

upstream raw materials:

benzoic acid methyl ester

2-methoxybenzoic acid methyl ester

methyl cyclohexanecarboximidate hydrochloride

methanol

Downstream raw materials:

methyl 3-cyclohexyl-3-oxopropionate

Hydroxy-cyclohexyl-bis-(biphenylyl-⁽⁴⁾)-methan

cyclohexylcarboxamide

3-cyclohexyl-3-oxopropanenitrile

Refernces

• 1、 Vavasori, Andrea,Bravo, Sara,Pasinato, Francesco,Kudaibergenov, Nurbolat,Pietrobon, Luca,Ronchin, Lucio. "Supported palladium metal as heterogeneous catalyst precursor for the methoxycarbonylation of cyclohexene". . . Retrieved 2020.
• 2、 Sevostyanova,Averyanov,Batashev,Rodionova,Vorob'ev. "Effect of temperature and CO pressure on the rate of cyclohexene hydrocarbomethoxylation catalyzed by the Pd(OAc)2 - PPh3 - TsOH system". . p. 837 - 842. Retrieved 2014.
• 3、 Yoshida et al.. "". . p. 2245,2249. Retrieved 1976.
• 4、 Burns, David J.,Lee, Ai-Lan,McLean, Euan B.,Mooney, David T.. "Direct Hydrodecarboxylation of Aliphatic Carboxylic Acids: Metal- and Light-Free". supporting information. p. 686 - 691. Retrieved 2022/01/28.
• 5、 Berkessel, Albrecht,Biswas, Animesh,Harnying, Wacharee,Sudkaow, Panyapon. "N-Heterocyclic Carbene/Carboxylic Acid Co-Catalysis Enables Oxidative Esterification of Demanding Aldehydes/Enals, at Low Catalyst Loading". supporting information. p. 19631 - 19636. Retrieved 2021/08/09.