Ethyl 2-hydroxy-3-methylpentanoate

Base Information

• Chemical Name: Ethyl 2-hydroxy-3-methylpentanoate
• CAS No.: 24323-38-4
• Molecular Formula: C8H16O3
• Molecular Weight: 160.21100
• European Community (EC) Number: 607-357-7
• UNII: B476ID66GF
• DSSTox Substance ID: DTXSID50947158
• Metabolomics Workbench ID: 45383
• Nikkaji Number: J1.045.436K
• Wikidata: Q27274340
• Mol file: 24323-38-4.mol

Synonyms:Ethyl 2-hydroxy-3-methylpentanoate;24323-38-4;2-Hydroxy-3-methylpentanoic acid ethyl ester;ETHYL 2-HYDROXY-3-METHYLVALERATE;FEMA No. 4269;(+/-)-Ethyl 2-hydroxy-3-methylvalerate;B476ID66GF;Ethyl 2-hydroxy-3-methylvalerate, (+/-)-;Valeric acid, 2-hydroxy-3-methyl-, ethyl ester;Pentanoic acid, 2-hydroxy-3-methyl-, ethyl ester;UNII-B476ID66GF;(+/-)-Ethyl 2-hydroxy-3-methylvalerate [FIFH];SCHEMBL8065451;DTXSID50947158;CHEBI:173698;Ethyl2-hydroxy-3-methylpentanoate;TXLBCYISDOYPIH-UHFFFAOYSA-N;LMFA07010694;AKOS011496933;Ethyl 2-(d)-hydroxy-3-methylpentanoate;Q27274340;(+/-)-ETHYL 2-HYDROXY-3-METHYLVALERATE [FHFI]

Chemical Property of Ethyl 2-hydroxy-3-methylpentanoate

Chemical Property:

• Vapor Pressure: 0.0967mmHg at 25°C
• Boiling Point: 197.4oC at 760 mmHg
• PKA: 13.21±0.20(Predicted)
• Flash Point: 74oC
• PSA: 46.53000
• Density: 0.986g/cm3
• LogP: 0.95650
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 160.109944368
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)OCC)O

Technology Process of Ethyl 2-hydroxy-3-methylpentanoate

There total 6 articles about Ethyl 2-hydroxy-3-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:

ethyl (RS,SR)-2-hydroxy-3-methyl-3-pentynoate (82731-71-3) → (2S*,3R*)-2-hydroxy-3-methylpentanoic acid ethyl ester (24323-38-4,106352-47-0,111843-45-9,124600-88-0) + ethyl (RS,SR)-2-hydroxy-3-methyl-4-pentenoate (71249-94-0)

Guidance literature:

With hydrogen; P-2 Ni; In ethanol; at 21 ℃; for 18h; under 760 Torr;

DOI:10.1021/jo00141a025

Reference yield:

ethyl 3-(2-mewthoxyethyl)-3-methylglycidate (857975-91-8) → ethyl 2-hydroxy-3-methylpentanoate (24323-38-4) + ethyl 2-hydroxy-5-methoxy-3-methylpentanoate (81235-91-8)

Guidance literature:

With hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; Yield given. Multistep reaction. Title compound not separated from byproducts; 1.) benzene, reflux, 5 h; 2.) ethanol, 50 psi;

Reference yield:

2-Hydroxy-3-iodo-3-methyl-pentanoic acid ethyl ester (111843-43-7) → ethyl 2-hydroxy-3-methylpentanoate (24323-38-4)

Guidance literature:

With tri-n-butyl-tin hydride; In hexane; for 0.0833333h; Yield given;

DOI:10.1016/S0040-4039(00)96531-6

upstream raw materials:

ethyl 3-(2-mewthoxyethyl)-3-methylglycidate

2-Hydroxy-3-iodo-3-methyl-pentanoic acid ethyl ester

3-ethyl-3-methyl-oxiranecarboxylic acid ethyl ester

ethyl 3-methylpentanoate