2-(4-methylcyclohexyl)acetic Acid

Base Information

• Chemical Name: 2-(4-methylcyclohexyl)acetic Acid
• CAS No.: 6603-71-0
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Hs Code.: 2916200090
• European Community (EC) Number: 623-544-6,676-245-8
• DSSTox Substance ID: DTXSID60984498,DTXSID901297126
• Nikkaji Number: J2.353.072D,J2.353.073B,J540.903I
• Mol file: 6603-71-0.mol

Synonyms:2-(4-methylcyclohexyl)acetic Acid;6603-71-0;7132-93-6;trans-(4-Methyl-cyclohexyl)-acetic acid;2-(trans-4-Methylcyclohexyl)acetic acid;4-METHYLCYCLOHEXANEACETIC ACID;MFCD00074993;trans-(4-Methyl-cyclohexyl)-aceticacid;4-methyl-cyclohexaneacetic acid;4-Methylcyclohexane acetic acid;(4-methylcyclohexyl)acetic acid;MFCD06796533;2-((1r,4r)-4-methylcyclohexyl)acetic acid;2-[(1r,4r)-4-methylcyclohexyl]acetic acid;4-methylcyclohexylacetic acid;4-Methylcyclohexylessigsaure;SCHEMBL503733;SCHEMBL939588;4-methylcyclohexyl acetic acid;SCHEMBL10280135;SCHEMBL12910421;SCHEMBL17429993;POTASSIUMNITROSODISULFONATE;2-(4-methylcyclohexyl)aceticAcid;DTXSID60984498;OQZGYMRYZAKXAF-UHFFFAOYSA-N;cis-4-Methylcyclohexaneacetic acid;DTXSID901297126;(4-Methyl-cyclohexyl)-acetic acid;STR05473;AKOS006345719;AKOS009157098;Cl-HOBt?6-Chloro-1-hydroxibenzotriazol;7132-95-8;AS-35416;SY113540;4alpha-Methylcyclohexane-1beta-acetic acid;2-((1R,4R)-4-methylcyclohexyl)aceticacid;4alpha-Methylcyclohexane-1alpha-acetic acid;CS-0096004;CS-0170851;FT-0696659;EN300-78603;A13970;A1-48512;4-METHYLCYCLOHEXANEACETIC ACID, 97%, MIX TURE OF CIS AND TRANS

Chemical Property of 2-(4-methylcyclohexyl)acetic Acid

Chemical Property:

• Vapor Pressure: 0.00558mmHg at 25°C
• Refractive Index: 1.457
• Boiling Point: 253.7°C at 760 mmHg
• Flash Point: >230 °F
• PSA: 37.30000
• Density: 0.984g/cm³
• LogP: 2.28740
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

95-99% ^*data from raw suppliers

4-Methylcyclohexaneacetic acid, mixture of cis and trans 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCC(CC1)CC(=O)O
• Uses: 4-Methylcyclohexaneacetic acid was employed as a model naphthenic acid to evaluate algal phytodegradation of petroleum naphthenic acids.

Technology Process of 2-(4-methylcyclohexyl)acetic Acid

There total 19 articles about 2-(4-methylcyclohexyl)acetic 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: 67.0%

Ethyl α-cyano-4-methylcyclohexaneacetate (114145-16-3) → 4-methylcyclohexyl acetic acid (6603-71-0)

Guidance literature:

With potassium hydroxide; In ethylene glycol;

DOI:10.1271/bbb1961.45.1553

Reference yield:

ethyl 4-methylcyclohexylideneacetate (127180-76-1,42778-89-2,191113-70-9) → 4-methylcyclohexyl acetic acid (6603-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / H₂ / 5percent Pd/C / hexane / 760 Torr / Ambient temperature

2: H₂O

With water; hydrogen; palladium on activated charcoal; In hexane;

DOI:10.1271/bbb1961.45.1553

Reference yield:

cyano-(4-methyl-cyclohexylidene)-acetic acid ethyl ester (57093-77-3) → 4-methylcyclohexyl acetic acid (6603-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / NaBH₄ / ethanol / 0 °C

2: 67 percent / aq. KOH / ethane-1,2-diol

With potassium hydroxide; sodium tetrahydroborate; In ethanol; ethylene glycol;

DOI:10.1271/bbb1961.45.1553

upstream raw materials:

2-(4-methylcyclohex-1-en-1-yl)acetic acid

(1-bromo-4-methyl-cyclohexyl)-acetic acid

5-(4-Methylcyclohexyl)-3-methyl-pent-3-en-2-on

Ethyl α-cyano-4-methylcyclohexaneacetate

Downstream raw materials:

(4-methyl-cyclohexyl)-acetyl chloride

bromo-(4-methyl-cyclohexyl)-acetic acid

6-chloro-3-(4-methyl-cyclohexylmethyl)-1,1-dioxo-1,2(4)-dihydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Methyl-4-cyclohexylessigsaeure-methylester

Refernces

• 1、 Nasipuri, Dhanonjoy,Sarkar, Ashis,Konar, Samir K.. "Stereochemistry of 1,4-Addition of Nucleophiles to Ethyl Cyclohexylidenecyanoacetates". . p. 2840 - 2845. Retrieved 2007/10/02.