Ethyl 2-methylbutyrate

Base Information

• Chemical Name: Ethyl 2-methylbutyrate
• CAS No.: 7452-79-1
• Deprecated CAS: 53956-13-1
• Molecular Formula: C7H14O2
• Molecular Weight: 130.187
• Hs Code.: 29159080
• European Community (EC) Number: 231-225-4
• NSC Number: 1103
• UN Number: 1993
• UNII: L1T4AB29DS
• DSSTox Substance ID: DTXSID3052488
• Nikkaji Number: J124.069B
• Wikidata: Q1371466
• RXCUI: 1312568
• Metabolomics Workbench ID: 4151
• Mol file: 7452-79-1.mol

Synonyms:Ethyl 2-methylbutyrate;7452-79-1;ETHYL 2-METHYLBUTANOATE;Butanoic acid, 2-methyl-, ethyl ester;Ethyl 2-methyl butyrate;Butyric acid, 2-methyl-, ethyl ester;Ethyl alpha-methylbutyrate;2-Methylbutanoic acid ethyl ester;DL-2-Methylbutyric Acid Ethyl Ester;Ethyl .alpha.-methylbutyrate;FEMA No. 2443;ethyl 2-methyl-butanoate;NSC 1103;Ethyl2-Methylbutyrate-D3;UNII-L1T4AB29DS;L1T4AB29DS;D-ethyl 2-methylbutyrate;Ethyl 2-methylbutyrate (natural);NSC-1103;EINECS 231-225-4;(2R)-2-Methyl-butanoicAcidEthylEster;WE(2:0/4:0(2Me));AI3-35155;EC 231-225-4;MFCD00012217;ethyl-2-methylbutanoate;ethyl-2-methyl-butyrate;ethyl 2 - methylbutyrate;Ethyl DL-2-Methylbutyrate;Ethyl alpha -methylbutyrate;ETHYL2-METHYLBUTANOATE;Nat.D-Ethyl-2-Methylbutyrate;SCHEMBL118486;Ethyl 2-methylbutyrate, 99%;Nat. Ethyl 2 Methyl Butyrate;DTXSID3052488;CHEBI:88452;FEMA 2443;NSC1103;2-methyl butanoic acid ethyl ester;LMFA07010506;ETHYL 2-METHYLBUTYRATE [FCC];NATURAL ETHYL 2-METHYLBUTYRATE;AKOS009166025;ETHYL 2-METHYLBUTYRATE [FHFI];CS-W011108;2-Methyl-ethyl ester(.+-.)-Butanoic acid;ETHYL 2-METHYLBUTANOATE, (+/-)-;2-Methyl-ethyl ester(.+/-.)-Butanoic acid;Ethyl 2-methylbutyrate, >=98%, FCC, FG;FT-0625972;M0757;Butyric acid, 2-methyl-, ethyl ester (8CI);A838160;Butanoic acid, 2-methyl-, ethyl ester, (.+.)-;Q-201079;Q1371466

Chemical Property of Ethyl 2-methylbutyrate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 7.85mmHg at 25°C
• Melting Point: -93.23°C (estimate)
• Refractive Index: n20/D 1.397(lit.)
• Boiling Point: 135.1 °C at 760 mmHg
• Flash Point: 33.4 °C
• PSA: 26.30000
• Density: 0.879 g/cm³
• LogP: 1.59560
• Storage Temp.: Flammables area
• Water Solubility.: 600mg/L at 20℃
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 88.9
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-methylbutyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(=O)OCC
• Description: Ethyl 2-methylbutyrate is the ethyl ester form of the 2-methylbutyrate with pleasant sweet aroma. It is a naturally occurring ester which is found in apple, wine, orange, strawberry, cheese, milk, mango, cognac, etc. It is a highly valuable flavoring agent used in flavoring in foods and beverages as well as fragrance in perfume and perfumed products. It is generally prepared through the esterification between alcohol and 2-methylbutyrate.

Technology Process of Ethyl 2-methylbutyrate

There total 38 articles about Ethyl 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: 100.0%

Ethyl tiglate (5837-78-5,55514-48-2) → ethyl 2-methylbutyrate (7452-79-1,53956-13-1)

Guidance literature:

With 10% Pd/C; hydrogen; In methanol; under 1500.15 Torr; Inert atmosphere;

DOI:10.1002/chem.201200907

Reference yield: 99.0%

ethyl 2-methylbut-2-enoate (55514-48-2) → ethyl 2-methylbutyrate (7452-79-1,53956-13-1)

Guidance literature:

With C₄₀H₅₆N₂RuSi₄; hydrogen; In toluene; at 25 ℃; for 6h; under 760.051 Torr; Schlenk technique;

Reference yield: 60.0%

ethyl α-methyl-γ-(vinylsulfonyl)butyrate (119770-04-6) → ethyl 2-methylbutyrate (7452-79-1,53956-13-1)

Guidance literature:

With aluminium amalgam; In tetrahydrofuran; water; for 10h; Ambient temperature;

DOI:10.1021/jo00270a043

upstream raw materials:

2-Methylbutanoic acid

ethanol

(+/-)-ethyl ethylmethylmalonate

(+)-ethyl ethylmethylmalonate

Downstream raw materials:

(+/-)-2-methyl-1-butanol

2-benzoyl-2-methyl-butyric acid ethyl ester

1,1-Dichlor-3-methylpentan-2-on

1-(2,6-Dimethyl-phenyl)-3-methyl-pentane-1,2-dione

Refernces

• 1、 Chen, Jing,Zhou, Lei,Liu, Yi-Fan,Hou, Zhao-Wei,Li, Wei,Mbadinga, Serge Maurice,Zhou, Jing,Yang, Tao,Liu, Jin-Feng,Yang, Shi-Zhong,Wu, Xiao-Lin,Gu, Ji-Dong,Mu, Bo-Zhong. "Synthesis and mass spectra of rearrangement bio-signature metabolites of anaerobic alkane degradation via fumarate addition". . . Retrieved 2020/05/01.
• 2、 Wang, Yulei,Huang, Zhidao,Leng, Xuebing,Zhu, Huping,Liu, Guixia,Huang, Zheng. "Transfer Hydrogenation of Alkenes Using Ethanol Catalyzed by a NCP Pincer Iridium Complex: Scope and Mechanism". supporting information. p. 4417 - 4429. Retrieved 2018/04/05.