Methyl isovalerate

Base Information

• Chemical Name: Methyl isovalerate
• CAS No.: 556-24-1
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 29159000
• European Community (EC) Number: 209-117-3
• UN Number: 2400
• UNII: QPS4788198
• DSSTox Substance ID: DTXSID5060300
• Nikkaji Number: J47.113E
• Wikidata: Q27162017
• Metabolomics Workbench ID: 44168
• Mol file: 556-24-1.mol

Synonyms:Methyl isovalerate;Methyl 3-methylbutanoate;556-24-1;Methyl isopentanoate;Methyl 3-methylbutyrate;Isovaleric acid, methyl ester;Butanoic acid, 3-methyl-, methyl ester;Methyl isovalerianate;FEMA No. 2753;3-Methylbutanoic acid methyl ester;Methyl isovalerate (natural);EINECS 209-117-3;UN2400;BRN 1699922;Isovaleric Acid Methyl Ester;isopentanoic acid methyl ester;UNII-QPS4788198;3-methyl-butanoic acid methyl ester;QPS4788198;Methyl isovalerate [UN2400] [Flammable liquid];4-02-00-00897 (Beilstein Handbook Reference);Methyl iso-valerate;methyl 3-methyl butanoate;Isovaleric acid-methyl ester;3-Methylbutanoic acid methyl;SCHEMBL112862;METHYL ISOVALERATE [MI];DTXSID5060300;METHYL ISOVALERATE [FCC];CHEBI:89832;FEMA 2753;METHYL ISOVALERATE [FHFI];Methyl isovalerate, >=99%, FG;3-methyl-butyric acid methyl ester;BBL011395;LMFA07010950;MFCD00042866;NA2400;STL146498;AKOS005721109;LS-2937;Methyl isovalerate, >=98.0% (GC);Methyl isovalerate, analytical standard;UN 2400;AS-40996;FT-0627534;I0198;EN300-220515;Methyl isovalerate [UN2400] [Flammable liquid];Q27162017

Chemical Property of Methyl isovalerate

Chemical Property:

• Appearance/Colour: clear slightly yellow liquid
• Vapor Pressure: 0.236mmHg at 25°C
• Melting Point: -91°C (estimate)
• Refractive Index: n20/D 1.393(lit.)
• Boiling Point: 116.5 °C at 760 mmHg
• Flash Point: 19.4 °C
• PSA: 26.30000
• Density: 0.883 g/cm³
• LogP: 1.20550
• Water Solubility.: insoluble
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 76.6
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Isovaleric Acid Methyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(=O)OC
• Description: Methyl isovalerate has a strong, pungent, apple-like odor and a bitter flavor. It may be prepared by esterification of isovaleric acid with methyl alcohol at the boil in the presence of concentrated H2SON4.

Technology Process of Methyl isovalerate

There total 33 articles about Methyl 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: 98.1%

methanol (67-56-1) + 3-methylbutyric acid (503-74-2) → methyl 3-methylbutanoate (556-24-1)

Guidance literature:

With aluminum(III) sulphate octadecahydrate; at 130 ℃; for 0.25h; Sealed tube; Microwave irradiation;

DOI:10.1039/c5ra24305j

Reference yield: 88.0%

Methyl 3,3-dimethylacrylate (924-50-5) → methyl 3-methylbutanoate (556-24-1)

Guidance literature:

With zinc copper; In methanol; for 24h; Heating;

Reference yield: 88.0%

methanol (67-56-1) + tert-butyl methyl ether (1634-04-4) + carbon monoxide (201230-82-2) → methyl 3-methylbutanoate (556-24-1)

Guidance literature:

With 1,3-bis(tert-butyl(pyridin-2-yl)phosphanyl)propane; palladium(II) acetylacetonate; toluene-4-sulfonic acid; for 20h; Sealed tube; Inert atmosphere; Autoclave;

DOI:10.1039/C8CC07470D

upstream raw materials:

methanol

3-methylbutyric acid

Methyl 3,3-dimethylacrylate

isobutene

Downstream raw materials:

2,4-dimethyl-2-pentanol

1,1-diphenyl-3-methylbutene

3-methyl-1,1-diphenylbutan-1-ol

i-Amyl alcohol

Refernces

• 1、 Beller, Matthias,Feng, Lu,Gao, Jie,Jackstell, Ralf,Jagadeesh, Rajenahally V.,Liu, Yuefeng,Ma, Rui. "Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni-Core–Shell Catalyst". supporting information. p. 18591 - 18598. Retrieved 2021/06/28.
• 2、 Wei, Kaijie,Yang, Tonghao,Chen, Qing,Liang, Siyu,Yu, Wei. "Iron-catalysed 1,2-aryl migration of tertiary azides". supporting information. p. 11685 - 11688. Retrieved 2020/10/19.