53605-94-0

Basic information

• Product Name: butyl 3-hydroxybutyrate
• Synonyms: butyl 3-hydroxybutyrate;3-Hydroxybutyric acid butyl ester;Ai3-04198;Butanoic acid, 3-hydroxy-, butyl ester;Einecs 258-658-1;butyl 3-hydroxybutanoate
• CAS NO: 53605-94-0
• Molecular Formula: C₈H₁₆O₃
• Molecular Weight: 160.21084
• EINECS: 258-658-1
• Mol File: 53605-94-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 241.7°Cat760mmHg
• Flash Point: 95.4°C
• Appearance: /
• Density: 0.989g/cm³
• Vapor Pressure: 0.00608mmHg at 25°C
• Refractive Index: 1.436
• PKA: 14.39±0.20(Predicted)
• Water Solubility: 31.1g/L at 20℃
• CAS DataBase Reference: butyl 3-hydroxybutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: butyl 3-hydroxybutyrate(53605-94-0)
• EPA Substance Registry System: butyl 3-hydroxybutyrate(53605-94-0)

Safety Data

• Hazardous Substances Data: 53605-94-0(Hazardous Substances Data)

Usage

General Description

Butyl 3-hydroxybutyrate, also known as butyl acetoacetate, is an organic compound that belongs to the class of butyrates. It is a colorless liquid that is commonly used as a fragrance ingredient in perfumes and cosmetics. Butyl 3-hydroxybutyrate is also used as a flavoring agent in the food industry. Additionally, it is utilized as an intermediate in the synthesis of pharmaceuticals and other organic compounds. This chemical is known for its fruity and sweet aroma, and it is often used to add a pleasant scent to various consumer products. Despite its uses, exposure to butyl 3-hydroxybutyrate in high concentrations may cause irritation to the skin, eyes, and respiratory system, and it should be handled with care.

InChI:InChI=1/C8H16O3/c1-3-4-5-11-8(10)6-7(2)9/h7,9H,3-6H2,1-2H3

Upstream product

• 591-60-6 butyl acetoacetate 
• 141-97-9 ethyl acetoacetate 
• 71-36-3 butan-1-ol 
• 105-45-3 acetoacetic acid methyl ester 
• 5405-41-4 ethyl 3-hydroxybutyrate 
• 300-85-6 3-Hydroxybutyric acid 

Relevant articles and documents

METHOD FOR PRODUCING AN ALKYL 3-HYDROXYBUTYRATE

A method for making an alkyl 3-hydroxybutyrate is provided. The method can include reacting an alkyl alcohol with diketene to form an alkyl acetoacetate and then hydrogenating the alkyl acetoacetate to form the alkyl 3-hydroxybutyrate. The method of the present invention may also include separating one or more impurities an alkyl acetoacetate stream and subjecting the purified acetoacetate mixture to hydrogenation to form the alkyl 3-hydroxybutyrate. Methods of the present invention can be carried out on a lab, pilot, or commercial scale.

Sodium borohydride reduction and selective transesterification of β-keto esters in a one-pot reaction under mild conditions

An efficient and simple one-pot method of preparing β-hydroxy esters by sodium borohydride reduction cum selective transesterification of β-keto esters under mild conditions is described.

Aliphatic β-D-glucosides from fruits of Carica pubescens

Ethyl 3-O-β-D-glucopyranosylbutanoate, butyl 3-O-β-D- glucopyranosylbutanoate and 3-oxo-octyl 1-O-β-D-glucopyranoside were isolated from Carica pubescens fruit pulp by liquid chromatography on XAD. Identifications were performed after peracetylation by comparison of HRGC and HRGC-mass spectral data with those of synthesized reference compounds. Chiral evaluation of glycosidically-bound 3-hydroxybutanoates and octane-1,3-diol was achieved by multidimensional gas chromatography, combining a polar achiral column (DB-Wax) with a chiral main column (heptakis-2,6-di-O-methyl- 3-O-pentyl-β-cyclodextrin/OV 1701 and 2.3-di-O-acetyl-6-O-tert-butyl- dimethylsilyl-β-cyclodextrin/OV 1701, respectively). Comparison of retention times of synthesized, optically-enriched reference compounds with enzymically-released aglycones revealed enantiomeric excesses of the (S)-3- hydroxybutanoates, i.e. 96% and 24%, for the ethyl and the butyl ester, respectively. Octane-1,3-diol exhibited an enantiomeric excess of (R)-90%.