Methyl 4-methylpentanoate

Base Information

• Chemical Name: Methyl 4-methylpentanoate
• CAS No.: 2412-80-8
• Molecular Formula: C7H14O2
• Molecular Weight: 130.187
• Hs Code.: 2915900090
• European Community (EC) Number: 219-320-9
• UNII: J4R2BY5GJT
• DSSTox Substance ID: DTXSID0062393
• Nikkaji Number: J144.104C
• Wikidata: Q27281203
• Metabolomics Workbench ID: 47292
• Mol file: 2412-80-8.mol

Synonyms:Methyl 4-methylvalerate;METHYL 4-METHYLPENTANOATE;2412-80-8;Methyl isocaproate;Methyl isohexanoate;Valeric acid, 4-methyl-, methyl ester;Pentanoic acid, 4-methyl-, methyl ester;Methyl isobutylacetate;4-Methylvaleric acid methyl ester;FEMA No. 2721;FEMA 2721;methyl 4-methyl valerate;UNII-J4R2BY5GJT;J4R2BY5GJT;4-Methylvaleric acid, methyl ester;4-methylpentanoic acid methyl ester;EINECS 219-320-9;methyl-4-methylpentanoate;methyl 4 - methylvalerate;SCHEMBL125808;DTXSID0062393;CHEBI:179994;Methyl 4-methylvalerate, >=97%;LMFA07010953;AKOS008903317;Pentanoic acid,4-methyl-,methyl ester;METHYL 4-METHYLVALERATE [FHFI];FT-0722229;PENTANOIC ACID,4-METHYL-, METHYL ESTER;Q27281203

Chemical Property of Methyl 4-methylpentanoate

Chemical Property:

• Vapor Pressure: 7.85mmHg at 25°C
• Refractive Index: 1.404
• Boiling Point: 135.1 °C at 760 mmHg
• Flash Point: 33.4 °C
• PSA: 26.30000
• Density: 0.879 g/cm³
• LogP: 1.59560
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 86.9

Purity/Quality:

99% ^*data from raw suppliers

4-MethylvalericAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16-27-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCC(=O)OC
• Description: Methyl 4-methylvalerate has a sweet, pineapple-like flavor. Prepared from isocapric acid and methanol at the boil in the presence of H2S04.

Technology Process of Methyl 4-methylpentanoate

There total 15 articles about Methyl 4-methylpentanoate 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: 83.0%

C7H14N2O2 (1160845-87-3) → methyl 4-methylpentanoate (2412-80-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; for 24h; Reflux;

DOI:10.1016/j.tetlet.2009.03.118

Reference yield: 63.0%

methanol (67-56-1) + penta-1,3-diene (504-60-9,17410-45-6,25212-15-1,64940-84-7) + carbon monoxide (201230-82-2) → methyl 4-methylpentanoate (2412-80-8) + methyl hexanoate (106-70-7)

Guidance literature:

methanol; penta-1,3-diene; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; methanesulfonic acid; 1,2-bis[di(t-butyl)phosphinomethyl]benzene; In methanol; at 110 ℃; for 0.25h; under 22502.3 Torr; Sonication; Schlenk technique;

carbon monoxide; With hydrogen; In methanol; for 5h; under 22502.3 Torr; Reagent/catalyst; Temperature;

DOI:10.1016/j.molcata.2015.06.019

Reference yield: 41.0%

methanol (67-56-1) + 4-methylpentanoic anhydride (83594-04-1) + [hydroxy(tosyloxy)iodo]benzene (27126-76-7) → iodobenzene (591-50-4) + methyl 4-methylpentanoate (2412-80-8) + methyl 4-methyl-2-tosyloxypentanoate

Guidance literature:

4-methylpentanoic anhydride; [hydroxy(tosyloxy)iodo]benzene; at 100 ℃; for 0.333333h;

methanol; With toluene-4-sulfonic acid; for 4h; Heating;

DOI:10.1016/S0040-4039(01)01028-0

upstream raw materials:

diazomethane

4-Methylpentanoic acid

methanol

Isobutane

Downstream raw materials:

4-methylpentanehydrazide

(2S,3S)-N-(benzyloxycarbonyl)-O-(6'-methylheptanoyl)-3-hydroxyleucine benzyl ester

1-bromo-5-methylpentane

4-Methyl-2-(2-tritylsulfanyl-acetyl)-pentanoic acid methyl ester

Refernces

• 1、 Bredenkamp, Tyler,Holzapfel, Cedric. "Toward the development of efficient and stable Pd-catalysts for the methoxycarbonylation of medium chain alkenes". . p. 421 - 427. Retrieved 2016/01/27.
• 2、 Neubert, Peter,Steffen, Matthias,Behr, Arno. "Three step auto-tandem catalysed hydroesterification: Access to linear fruity esters from piperylene". . p. 122 - 127. Retrieved 2015/07/15.