Ethyl 3-hydroxybutyrate

Base Information

• Chemical Name: Ethyl 3-hydroxybutyrate
• CAS No.: 5405-41-4
• Deprecated CAS: 35608-64-1
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Hs Code.: 29181980
• European Community (EC) Number: 226-456-2
• NSC Number: 42916,8115
• UN Number: 1993
• UNII: 52008C87PV
• DSSTox Substance ID: DTXSID6025305
• Nikkaji Number: J140.266H
• Wikidata: Q27159827
• Mol file: 5405-41-4.mol

Synonyms:(R)-ethyl 3-hydroxybutyrate;(S)-ethyl 3-hydroxybutyrate;ethyl 3-hydroxybutyrate

Chemical Property of Ethyl 3-hydroxybutyrate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.362mmHg at 25°C
• Refractive Index: n20/D 1.42(lit.)
• Boiling Point: 175 °C at 760 mmHg
• PKA: 14.45±0.20(Predicted)
• Flash Point: 64.4 °C
• PSA: 46.53000
• Density: 1.024 g/cm³
• LogP: 0.32040
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 90.3
• Transport DOT Label: Combustible Liquid

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-hydroxybutyrate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CC(C)O
• Uses: Ethyl 3-hydroxybutyrate is a fragrance found in wine and Tribolium castaneum. It is a reagent used to synthesize α-azido carboxylic acids. It is also used in Palladium mediated spiroketal synthesis.

Technology Process of Ethyl 3-hydroxybutyrate

There total 61 articles about Ethyl 3-hydroxybutyrate 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 2-chloro-3-oxo-butyrate (609-15-4) → ethyl 3-hydroxybutyrate (5405-41-4)

Guidance literature:

In water; for 2h; baker's yeast;

DOI:10.1016/0957-4166(95)00294-Y

Reference yield: 97.0%

ethyl acetoacetate (141-97-9) → ethyl 3-hydroxybutyrate (5405-41-4)

Guidance literature:

With formic acid; sodium formate; (η⁵-C4Ph4COHOC4Ph4-η⁵)(μ-H)(CO)4Ru2; In water; at 100 ℃; for 5h;

DOI:10.1016/0022-328X(95)05995-2

Reference yield: 92.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + methyloxirane (75-56-9,16033-71-9) → ethyl 3-hydroxybutyrate (5405-41-4)

Guidance literature:

With NH-pyrazole; manganese; cobalt(II) bromide; at 60 ℃; for 20h; under 30003 Torr; Autoclave; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.9b01007

upstream raw materials:

ethanol

3-hydroxybutanenitrile

ethyl acetoacetate

butan-1-ol

Downstream raw materials:

3-methyl glutaric acid

diethyl 2-cyano-3-methylpentanedioate

ethyl 3-bromobutanoate

(±)-3-hydroxybutanehydrazide