Methyl 2-methylbutyrate

Base Information

• Chemical Name: Methyl 2-methylbutyrate
• CAS No.: 868-57-5
• Deprecated CAS: 53955-81-0
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 29159000
• European Community (EC) Number: 212-778-0
• UNII: OLG4D4939V
• DSSTox Substance ID: DTXSID1052587
• Nikkaji Number: J133.038A
• Wikidata: Q24734848
• Metabolomics Workbench ID: 44049
• ChEMBL ID: CHEMBL2287316
• Mol file: 868-57-5.mol

Synonyms:Methyl 2-methylbutyrate;868-57-5;METHYL 2-METHYLBUTANOATE;Butanoic acid, 2-methyl-, methyl ester;METHYL2-METHYLBUTYRATE;2-Methylbutyric acid methyl ester;Methyl (S)-2-Methylbutanoate;Butyric acid, 2-methyl-, methyl ester;methyl 2-methyl butyrate;FEMA No. 2719;Methyl anteisovalerate;dl-2-Methylbutyric acid methyl ester;Methyl alpha-methylbutyrate;Methyl alpha-methylbutanoate;Methyl DL-2-Methylbutyrate;UNII-OLG4D4939V;Methyl .alpha.-methylbutyrate;Methyl .alpha.-methylbutanoate;OLG4D4939V;DTXSID1052587;CHEBI:88538;(+/-)-Methyl 2-methylbutanoate;2-Methylbutyric acid-methyl ester;Methyl 2-methylbutyrate (natural);EINECS 212-778-0;DL-2-MethylbutyricAcidMethyl-d3Ester;53955-81-0;AI3-34461;Butyric acid, .alpha.-methyl-, methyl ester;gooseberry butyrate;2-methylbutanoic acid methyl ester;methyl 2 - methylbutyrate;Nat.Methyl-2-Methylbutyrate;SCHEMBL108113;Methyl 2-methylbutyrate, 99%;(+/-)-Methyl a-methylbutyrate;CHEMBL2287316;DTXCID2031160;(+/-)-methyl-2-methylbutyrate;FEMA 2719;a-Methylbutyric acid methyl ester;Methyl (+/-)-2-methylbutanoate;2-Methylbutyric acid, methyl ester;2-methyl-butanoic acid methyl ester;2-Methylbutanoic acid, methyl ester;Tox21_303742;LMFA07010934;MFCD00009335;AKOS009117977;alpha-methyl-butyric acid methyl ester;METHYL 2-METHYLBUTYRATE [FCC];FS-3839;METHYL 2-METHYLBUTYRATE [FHFI];Methyl ester of 2-methyl-butanoic acid;METHYL DL-.ALPHA.-METHYLBUTYRATE;NCGC00357048-01;CAS-868-57-5;CS-0132254;FT-0628462;M0758;Methyl 2-methylbutyrate, >=98%, FCC, FG;Methyl 2-methylbutyrate, analytical standard;(+/-)-METHYL .ALPHA.-METHYLBUTYRATE;.ALPHA.-METHYLBUTYRIC ACID METHYL ESTER;E75864;EN300-254095;Butanoic acid, 2-methyl-, methyl ester, ( )-;Butanoic acid, 2-methyl-, methyl ester, (.+.)-;Butanoic acid, 2-methyl-, methyl ester, (plusmn)-;Butanoic acid, 2-methyl-, methyl ester, (.+/-.)-;Methyl 2-methylbutyrate, natural, >=98%, FCC, FG;Q24734848

Chemical Property of Methyl 2-methylbutyrate

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Melting Point: -91°C (estimate)
• Refractive Index: n20/D 1.393(lit.)
• Boiling Point: 112.6 °C at 760 mmHg
• Flash Point: 19.4 °C
• PSA: 26.30000
• Density: 0.883 g/cm³
• LogP: 1.20550
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 78.6

Purity/Quality:

99% ^*data from raw suppliers

DL-2-Methylbutyric Acid Methyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R11:
• Hazard Codes: R11:
• Statements: 10-11
• Safety Statements: 16-23-33-29-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(=O)OC
• Description: Methyl 2-methylbutyrate has a pungent, fruity odor with a sweet, fruity, apple-like taste at low levels. May be prepared from a mixture of esters including methyl 2-methylbutyrate; is obtained from isobutene, CO, and methanol under pressure, or from butene, CO, and an acid catalyst under pressure.

Technology Process of Methyl 2-methylbutyrate

There total 28 articles about Methyl 2-methylbutyrate 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: 74.8%

methanol (67-56-1) + 2-Methylbutanoic acid (116-53-0,600-07-7) → methyl 2-methylbutanoate (868-57-5)

Guidance literature:

With sulfuric acid; rt., 1 d then reflux, 6 h;

DOI:10.1002/hlca.19810640824

Reference yield: 63.8%

methyl (E)-2-methyl-2-butenoate (6622-76-0) + potassium tert-butoxide (tBuOK) → methyl 2-methylbutanoate (868-57-5)

Guidance literature:

Reference yield: 22.0%

iodobenzene (591-50-4) + [(1-methoxy-2-methyl-1-butenyl)oxy]trimethylsilane (123820-43-9,123820-44-0,84393-12-4) + phenylacetylene (536-74-3) → methyl 2-methylbutanoate (868-57-5) + methyl (E)-2-ethyl-2-methyl-3,4-diphenyl-3-butenoate (1345047-70-2)

Guidance literature:

[(1-methoxy-2-methyl-1-butenyl)oxy]trimethylsilane; phenylacetylene; With gallium(III) bromide; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

iodobenzene; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium t-butanolate; In dichloromethane; N,N-dimethyl-formamide; at 100 ℃; for 41h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201102255

upstream raw materials:

diazomethane

carbon dioxide

s-butyl bromide

methyl 2-methylbut-2-enoate

Downstream raw materials:

2-Methylbutanoic acid

methyl (2-chloromethyl)butanoate

methyl 4-chloro-2-methylbutanoate

methyl 2-chloro-2-methylbutanoate

Refernces

• 1、 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.
• 2、 -. "Method for preparing organic carboxylic ester through combined catalysis of aryl bidentate phosphine ligand". Paragraph 0043. . Retrieved 2020/05/29.