Isopropyl isovalerate

Base Information

• Chemical Name: Isopropyl isovalerate
• CAS No.: 32665-23-9
• Deprecated CAS: 626-54-0
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• Hs Code.: 2915900090
• European Community (EC) Number: 251-145-3
• UNII: 7EVG31L4J8
• DSSTox Substance ID: DTXSID6067707
• Nikkaji Number: J135.627E
• Wikidata: Q27268172
• Metabolomics Workbench ID: 45229
• Mol file: 32665-23-9.mol

Synonyms:Isopropyl isovalerate;Isopropyl 3-methylbutanoate;32665-23-9;propan-2-yl 3-methylbutanoate;Isopropyl isopentanoate;Isopropyl isovalianate;iso-Propyl iso-valerate;1-Methylethyl 3-methylbutanoate;Butanoic acid, 3-methyl-, 1-methylethyl ester;Isopropyl 3-methylbutyrate;FEMA No. 2961;Isovaleric acid, isopropyl ester;UNII-7EVG31L4J8;7EVG31L4J8;EINECS 251-145-3;AI3-33617;isopropylisovalerat;Isopropyl 3-methylbutanoate #;SCHEMBL127431;Isovaleric acid isopropyl ester;DTXSID6067707;FEMA 2961;CHEBI:179939;ISOPROPYL ISOVALERATE [FHFI];LMFA07010922;3-methyl-butyric acid isopropyl ester;AKOS006243396;Butanoic acid,3-methyl-,1-methylethyl ester;FT-0627490;Q27268172

Chemical Property of Isopropyl isovalerate

Chemical Property:

• Vapor Pressure: 5.1mmHg at 25°C
• Melting Point: -63.35°C (estimate)
• Refractive Index: 1.409
• Boiling Point: 144.4 °C at 760 mmHg
• Flash Point: 34.7 °C
• PSA: 26.30000
• Density: 0.874 g/cm³
• LogP: 1.98410
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

98%, ^*data from raw suppliers

ISOPROPYL ISOVALERATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(=O)OC(C)C
• Description: Isopropyl isovalerate has an ether-like odor similar to the rc-propyl ester and a sweet, apple-like taste. May be prepared from isobutene and isopropyl alcohol in the presence of CO and HF under pressure.

Technology Process of Isopropyl isovalerate

There total 5 articles about Isopropyl 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: 72.0%

3-methylbutyric acid (503-74-2) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl 3-methylbutanoate (32665-23-9,626-54-0)

Guidance literature:

With hydrogenchloride; for 12h; Reflux;

DOI:10.1021/ja502205q

Reference yield:

carbon monoxide (201230-82-2) + isopropyl alcohol (67-63-0,8013-70-5) + isobutene (115-11-7,15220-85-6) → isopropyl 3-methylbutanoate (32665-23-9,626-54-0)

Guidance literature:

With toluene-4-sulfonic acid; triphenylphosphine; palladium dichloride; at 100 ℃; for 4h; under 15200 Torr;

Reference yield:

carbon monoxide (201230-82-2) + isopropyl alcohol (67-63-0,8013-70-5) + tert-butyl alcohol (75-65-0) → isopropyl 3-methylbutanoate (32665-23-9,626-54-0)

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

upstream raw materials:

sodium isovalerate

Methyltriisopropoxyphosphonium tetrafluoroborate

carbon monoxide

isopropyl alcohol

Downstream raw materials:

(2S,3S,4R)-isopropyl 5-(benzyloxy)-3-hydroxy-2-isopropyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

Refernces

• 1、 Mai, Van Hung,Nikonov, Georgii I.. "Transfer Hydrogenation of Nitriles, Olefins, and N-Heterocycles Catalyzed by an N-Heterocyclic Carbene-Supported Half-Sandwich Complex of Ruthenium". . p. 943 - 949. Retrieved 2016/05/09.
• 2、 Chepaikin,Bezruchenko,Suerbaev,Shalmagambetov. "Hydroalkoxycarbonylation of olefins in the presence of palladium phosphine complexes: High activity and regioselectivity". . p. 117 - 121. Retrieved 2007/10/03.