Aceburic acid

Base Information

• Chemical Name: Aceburic acid
• CAS No.: 26976-72-7
• Molecular Formula: C6H10 O4
• Molecular Weight: 146.143
• European Community (EC) Number: 840-506-6
• UNII: F777XEP0LL
• DSSTox Substance ID: DTXSID70181476
• Nikkaji Number: J2.364.532G
• Wikipedia: Aceburic acid,Aceburic_acid
• Wikidata: Q4673049
• NCI Thesaurus Code: C72093
• ChEMBL ID: CHEMBL2104034
• Mol file: 26976-72-7.mol

Synonyms:Aceburic acid;26976-72-7;4-(acetyloxy)butanoic acid;4-acetyloxybutanoic acid;4-acetoxybutanoic acid;Aceburic acid [INN:DCF];Butanoic acid, 4-(acetyloxy)-;UNII-F777XEP0LL;F777XEP0LL;4-Hydroxybutyric acid acetate;ACEBURIC ACID [INN];SCHEMBL1114185;CHEMBL2104034;DTXSID70181476;BBA97672;Butyric acid, 4-hydroxy-, acetate;AKOS006380875;FT-0718333;EN300-1696058;Q4673049

Chemical Property of Aceburic acid

Chemical Property:

• Vapor Pressure: 0.00173mmHg at 25°C
• Boiling Point: 272.1°Cat760mmHg
• Flash Point: 113.4°C
• PSA: 63.60000
• Density: 1.162g/cm³
• LogP: 0.41430
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCCCC(=O)O

Technology Process of Aceburic acid

There total 17 articles about Aceburic acid 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%

benzyl 4-(acetyloxy)butanoate (25560-93-4) → 4-acetoxybutyric acid (26976-72-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃; for 0.5h; under 760.051 Torr;

Reference yield: 83.0%

tert-butyl 4-(acetyloxyl)butanoate (59854-06-7) → 4-acetoxybutyric acid (26976-72-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 2h; Heating;

DOI:10.1016/j.bmcl.2005.06.026

Reference yield: 15.0%

sodium 4-hydroxybutanoate (502-85-2) + acetyl chloride (75-36-5) → 4-butanolide (96-48-0) + 4-acetoxybutyric acid (26976-72-7)

Guidance literature:

Heating;

DOI:10.1016/S0040-4020(01)85793-8

upstream raw materials:

4-oxobutyl acetate

4-butanolide

acetyl chloride

2-Oxo-2-phenylaethyl-4-acetyloxy-butanoat

Downstream raw materials:

C₅₅H₅₅N₁₃O₁₁S₆

5-Acetyloxy-1-chlor-pentan-2-on

2-(4-Acetoxybutyryl)-cyclohexanon

Refernces

• 1、 Novikov,Shestak. "Reactions of hydrogen peroxide with acetylacetone and 2- acetylcyclopentanone". . p. 2171 - 2190. Retrieved 2014/11/07.
• 2、 Lamarche, Matthew J.,Leeds, Jennifer A.,Amaral, Kerri,Brewer, Jason T.,Bushell, Simon M.,Dewhurst, Janetta M.,Dzink-Fox, Joanne,Gangl, Eric,Goldovitz, Julie,Jain, Akash,Mullin, Steve,Neckermann, Georg,Osborne, Colin,Palestrant, Deborah,Patane, Michael A.,Rann, Elin M.,Sachdeva, Meena,Shao, Jian,Tiamfook, Stacey,Whitehead, Lewis,Yu, Donghui. "Antibacterial optimization of 4-aminothiazolyl analogues of the natural product GE2270 A: Identification of the cycloalkylcarboxylic acids". supporting information; experimental part. p. 8099 - 8109. Retrieved 2012/01/30.