Cyclohexyl isovalerate

Base Information

• Chemical Name: Cyclohexyl isovalerate
• CAS No.: 7774-44-9
• Molecular Formula: C11H20O2
• Molecular Weight: 184.279
• Hs Code.: 2915900090
• European Community (EC) Number: 231-874-3
• NSC Number: 147480
• UNII: 6SQ3O6ST39
• DSSTox Substance ID: DTXSID1064796
• Nikkaji Number: J47.842C
• Wikidata: Q27265455
• Metabolomics Workbench ID: 46536
• Mol file: 7774-44-9.mol

Synonyms:Cyclohexyl isovalerate;7774-44-9;Cyclohexyl 3-methylbutanoate;Cyclohexyl isopentanoate;Isovaleric acid cyclohexyl ester;Isovaleric acid, cyclohexyl ester;Cyclohexylisovalerate;Butanoic acid, 3-methyl-, cyclohexyl ester;Cyclohexyl isovalerianate;FEMA No. 2355;UNII-6SQ3O6ST39;6SQ3O6ST39;EINECS 231-874-3;NSC 147480;NSC-147480;AI3-38989;Cyclohexyl=isovalerate;Cyclohexyl iso-valerate;Butanoic acid,3-methyl-, cyclohexyl ester;Cyclohexyl3-methylbutanoate;SCHEMBL872809;Cyclohexyl 3-methylbutanoate #;Cyclohexyl isovalerate, >=98%;DTXSID1064796;FEMA 2355;CHEBI:171833;CYCLOHEXYL ISOVALERATE [FHFI];LMFA07010823;MFCD00046351;NSC147480;AKOS025295740;Butanoic acid,3-methyl-,cyclohexyl ester;Isovaleric acid, cyclohexyl ester (8CI);CS-0455647;FT-0624230;I0195;D91099;Q27265455

Chemical Property of Cyclohexyl isovalerate

Chemical Property:

• Appearance/Colour: colorless clear liquid
• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 223 °C(lit.)
• Flash Point: 87.2 °C
• PSA: 26.30000
• Density: 0.925 g/mL at 25 °C(lit.)
• LogP: 2.90840
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 184.146329876
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

98% ^*data from raw suppliers

Cyclohexyl Isovalerate >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(=O)OC1CCCCC1

Technology Process of Cyclohexyl isovalerate

There total 7 articles about Cyclohexyl isovalerate 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: 92.0%

carbon monoxide (201230-82-2) + tert-butyl alcohol (75-65-0) + cyclohexanol (108-93-0) → 3-methyl-butyric acid cyclohexyl ester (7774-44-9)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; toluene-4-sulfonic acid; at 120 ℃; for 20h; under 15001.5 Torr; Autoclave; Inert atmosphere;

DOI:10.1002/anie.201701950

Reference yield: 92.0%

isopentanoyl chloride (108-12-3) + cyclohexanol (108-93-0) → 3-methyl-butyric acid cyclohexyl ester (7774-44-9)

Guidance literature:

at 20 ℃; for 2h;

DOI:10.1002/chem.200600280

Reference yield: 71.0%

carbon monoxide (201230-82-2) + isobutene (115-11-7,15220-85-6) + cyclohexanol (108-93-0) → 3-methyl-butyric acid cyclohexyl ester (7774-44-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; toluene-4-sulfonic acid; triphenylphosphine; at 20 - 100 ℃; for 6h; under 7500.75 - 15001.5 Torr; High pressure;

DOI:10.1134/S1070428017100189

upstream raw materials:

3-methylbutyric acid

cyclohexanol

Isovaleric anhydride

isopentanoyl chloride

Refernces

• 1、 Dong, Kaiwu,Sang, Rui,Liu, Jie,Razzaq, Rauf,Franke, Robert,Jackstell, Ralf,Beller, Matthias. "Palladium-Catalyzed Carbonylation of sec- and tert-Alcohols". supporting information. p. 6203 - 6207. Retrieved 2017/05/22.
• 2、 Fischer, Christian B.,Xu, Shangjie,Zipse, Hendrik. "Steric effects in the uncatalyzed and DMAP-catalyzed acylation of alcohols - Quantifying the window of opportunity in kinetic resolution experiments". . p. 5779 - 5784. Retrieved 2008/03/14.