Ethyl 2-hydroxy-2-methylbutanoate

Base Information

• Chemical Name: Ethyl 2-hydroxy-2-methylbutanoate
• CAS No.: 77-70-3
• Deprecated CAS: 72332-34-4
• Molecular Formula: C7H14 O3
• Molecular Weight: 146.186
• European Community (EC) Number: 201-050-8
• UNII: FGG7G355MX
• DSSTox Substance ID: DTXSID20861630
• Nikkaji Number: J192.564D
• Wikidata: Q27277976
• Metabolomics Workbench ID: 45382
• Mol file: 77-70-3.mol

Synonyms:Ethyl 2-hydroxy-2-methylbutanoate;77-70-3;Ethyl 2-hydroxy-2-methylbutyrate;Butanoic acid, 2-hydroxy-2-methyl-, ethyl ester;(+/-)-Ethyl 2-hydroxy-2-methylbutyrate;UNII-FGG7G355MX;FGG7G355MX;EINECS 201-050-8;SCHEMBL2242736;FEMA NO. 4268;DTXSID20861630;CHEBI:168906;ethyl 2-hydroxy-2-methyl butyrate;LMFA07010693;AKOS011495523;2-Hydroxy-2-methylbutanoic acid ethyl ester;EN300-80165;2-HYDROXY-2-METHYLBUTYRIC ACID ETHYL ESTER;ETHYL 2-HYDROXY-2-METHYLBUTYRATE, (+/-)-;Q27277976;(+/-)-ETHYL 2-HYDROXY-2-METHYLBUTYRATE [FHFI];BUTYRIC ACID, 2-HYDROXY-2-METHYL-, ETHYL ESTER;Z965048274;Butanoic acid, 2-hydroxy-2-methyl-, ethyl ester, (.+.)-;BUTANOIC ACID, 2-HYDROXY-2-METHYL-, ETHYL ESTER, (+/-)-;72332-34-4

Chemical Property of Ethyl 2-hydroxy-2-methylbutanoate

Chemical Property:

• Vapor Pressure: 0.505mmHg at 25°C
• Boiling Point: 169.2°C at 760 mmHg
• Flash Point: 55.3°C
• PSA: 46.53000
• Density: 1.007g/cm³
• LogP: 0.71050
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 146.094294304
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-hydroxy-2-methylbutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)(C(=O)OCC)O

Technology Process of Ethyl 2-hydroxy-2-methylbutanoate

There total 6 articles about Ethyl 2-hydroxy-2-methylbutanoate 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: 52.0%

2-oxo-propionic acid ethyl ester (617-35-6) + ethylmagnesium bromide (925-90-6) → ethyl 2-hydroxypropionate (97-64-3,2676-33-7) + α-hydroxy-α-methylbutyric acid ethyl ester (77-70-3)

Guidance literature:

In tetrahydrofuran; at -10 ℃; for 1h;

DOI:10.1021/ja026498h

Reference yield:

2-oxo-propionic acid ethyl ester (617-35-6) + diethylzinc (557-20-0) → α-hydroxy-α-methylbutyric acid ethyl ester (77-70-3)

Guidance literature:

(R,R)-N,N'-bis(salicylidene)-1,2-cyclohexanediamine; at -40 ℃; for 2h;

DOI:10.1021/ja026498h

Reference yield:

ethyl iodide (75-03-6) + oxalic acid diethyl ester (95-92-1) + methyl iodide (74-88-4) → α-hydroxy-α-methylbutyric acid ethyl ester (77-70-3)

Guidance literature:

With zinc; at 35 - 40 ℃;

upstream raw materials:

ethanol

2-hydroxy-2-methyl-butyronitrile

ethyl iodide

oxalic acid diethyl ester

Downstream raw materials:

Tiglic acid

Ethyl tiglate

2-methyl-1,2-butanediol

5-ethyl-5-methyl-oxazolidine-2,4-dione 2-[(1-phenyl-ethylidene)-hydrazone]

Refernces

• 1、 DiMauro, Erin F.,Kozlowski, Marisa C.. "Development of bifunctional salen catalysts: Rapid, chemoselective alkylations of α-ketoesters". . p. 12668 - 12669. Retrieved 2007/10/03.