2-Aceto-2-hydroxybutanoate

Base Information

• Chemical Name: 2-Aceto-2-hydroxybutanoate
• CAS No.: 3142-65-2
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.143
• Hs Code.: 2918990090
• Nikkaji Number: J641.585G
• Wikidata: Q27105388
• Metabolomics Workbench ID: 75580
• Mol file: 3142-65-2.mol

Synonyms:2-aceto-2-hydroxybutyrate;AAAHB;acetohydroxybutyrate;alpha-aceto-alpha-hydroxybutyrate;alpha-aceto-alpha-hydroxybutyrate, (R)-isomer

Chemical Property of 2-Aceto-2-hydroxybutanoate

Chemical Property:

• Vapor Pressure: 0.000224mmHg at 25°C
• Boiling Point: 290.5°Cat760mmHg
• PKA: 2.65±0.36(Predicted)
• Flash Point: 143.8°C
• PSA: 74.60000
• Density: 1.25g/cm³
• LogP: -0.19890
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 163

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Aceto-2-hydroxybutanoate

There total 4 articles about 2-Aceto-2-hydroxybutanoate 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:

2-ethyl-2-hydroxy-3-oxo-butyric acid ethyl ester (90113-78-3) → (RS)-α-acetohydroxybutyric acid (3142-65-2)

Guidance literature:

With phosphate buffer; at 37 ℃; for 2h; pig liver esterase;

Reference yield:

3,6-diethyl-octa-2,6-dien-4-yne (100319-48-0) → (RS)-α-acetohydroxybutyric acid (3142-65-2)

Guidance literature:

With potassium permanganate; water; Oxidation unter Kuehlung;

DOI:10.1177/000992280104000607

Reference yield:

3,6-diethyl-octa-2,6-dien-4-yne (100319-48-0) + water (7732-18-5) → (RS)-α-acetohydroxybutyric acid (3142-65-2) + acetic acid (64-19-7,77671-22-8) + propionic acid (802294-64-0,79-09-4)

Guidance literature:

DOI:10.1177/000992280104000607

upstream raw materials:

3,6-diethyl-octa-2,6-dien-4-yne

2-ethyl-2-hydroxy-3-oxo-butyric acid ethyl ester

water

Downstream raw materials:

3-Hydroxy-2-pentanone

(R)-α-acetohydroxybutyrate

2-hydroxy-3-pentanone

Refernces

• 1、 Crout, David H. G.,Lee, Edward R.,Pearson, David P. J.. "Stereoelectronic Control of the Base-catalysed Rearrangement of 2-Hydroxy-3-oxocarboxylates". . p. 381 - 385. Retrieved 2007/10/02.