vinyl butyrate
butanoic acid, ethenyl ester (9CI)
Identification
| Name | vinyl butyrate |
| IUPAC | ethenyl butanoate |
| CAS Number | 123-20-6 |
| EINECS | 204-609-4 |
| FDA UNII | Search |
| Molecular Formula | C6 H10 O2 |
| Molecular Weight | 114.14410000 |
| MDL Number | MFCD00059410 |
| Nikkaji Number | J45.693D |
| Beilstein | 1744933 |
Regulatory
| FDA Mainterm (IAUFC) | 123-20-6 ; VINYL BUTYRATE |
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | -116.70 °C. @ 760.00 mm Hg |
| Boiling Point | 119.00 to 120.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 15.569000 mmHg @ 25.00 °C. (est) |
| Flash Point | 80.00 °F. TCC ( 26.40 °C. ) (est) |
| logP (o/w) | 1.648 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-rat LD50 8530 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 > 8 ml/kg |
| Inhalation Toxicity | inhalation-rat LCLo 4000 ppm/4H |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for vinyl butyrate usage levels up to | not for fragrance use. |
| Recommendation for vinyl butyrate flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
butanoic acid ethenyl ester
butanoic acid, ethenyl ester (9CI)
butyric acid vinyl ester
butyric acid, vinyl ester
ethenyl butanoate
vinyl butanoate
vinyl butyrate, inhibited [UN2838] [Flammable liquid]
PubMed:
Solvent-Free Synthesis of Flavour Esters through Immobilized Lipase Mediated Transesterification.
PubMed:
Rapid synthesis of cellulose esters by transesterification of cellulose with vinyl esters under the catalysis of NaOH or KOH in DMSO.
PubMed:
Enhanced productivity of electrospun polyvinyl alcohol nanofibrous mats using aqueous N,N-dimethylformamide solution and their application to lipase-immobilizing membrane-shaped catalysts.
PubMed:
Sugar ester synthesis by thermostable lipase from Streptomyces thermocarboxydus ME168.
PubMed:
Enantioselective Transesterification Catalysis by Nanosized Serine Protease Subtilisin Carlsberg Particles in Tetrahydrofuran.
PubMed:
Non-lipolytic and lipolytic sequence-related carboxylesterases: a comparative study of the structure-function relationships of rabbit liver esterase 1 and bovine pancreatic bile-salt-activated lipase.
PubMed:
Enantioselective transesterification of glycidol catalysed by a novel lipase expressed from Bacillus subtilis.
PubMed:
Suppression of water as a nucleophile in Candida antarctica lipase B catalysis.
PubMed:
Two-Step Enzymatic Modification of Solid-Supported Bergenin in Aqueous and Organic Media.
PubMed:
Significant changes in the transesterification activity of free and mesoporous-immobilized Rhizopus oryzae lipase in ionic liquids.
PubMed:
Efficiently enhancing regioselective acylation of 5-azacytidine catalyzed by Candida antarctica lipase B with co-solvent mixtures as the reaction media.
PubMed:
Transesterification activity of a novel lipase from Acinetobacter venetianus RAG-1.
PubMed:
Effect of PEG modification on subtilisin Carlsberg activity, enantioselectivity, and structural dynamics in 1,4-dioxane.
PubMed:
Purification and biochemical characterization of a turkey preduodenal esterase.
PubMed:
Dynamic kinetic resolution of secondary alcohols combining enzyme-catalyzed transesterification and zeolite-catalyzed racemization.
PubMed:
On the relationship between the activity and structure of PEG-alpha-chymotrypsin conjugates in organic solvents.
PubMed:
Use of ionic liquids as media for the biocatalytic preparation of flavonoid derivatives with antioxidant potency.
PubMed:
How gastric lipase, an interfacial enzyme with a Ser-His-Asp catalytic triad, acts optimally at acidic pH.
PubMed:
Substrate specificity and kinetic properties of enzymes belonging to the hormone-sensitive lipase family: comparison with non-lipolytic and lipolytic carboxylesterases.
PubMed:
Enhanced enzyme activity and enantioselectivity of lipases in organic solvents by crown ethers and cyclodextrins.
PubMed:
Understanding structure-stability relationships of Candida antartica lipase B in ionic liquids.
PubMed:
Enhancement of enzyme activity and enantioselectivity by cyclopentyl methyl ether in the transesterification catalyzed by Pseudomonas cepacia lipase co-lyophilized with cyclodextrins.
PubMed:
Effect of immobilization support, water activity, and enzyme ionization state on cutinase activity and enantioselectivity in organic media.
PubMed:
Stereochemistry of a diastereoisomeric amphiphile and the species of the lipase influence enzyme activity in the transesterification catalyzed by a lipase-co-lyophilizate with the amphiphile in organic media.
PubMed:
Ester synthesis from trimethylammonium alcohols in dry organic media catalyzed by immobilized Candida antarctica lipase B.
PubMed:
[Chemical discrimination of compounds possessing an amino group].
PubMed:
Distinction between esterases and lipases: a kinetic study with vinyl esters and TAG.
PubMed:
Nonaqueous biocatalytic synthesis of new cytotoxic doxorubicin derivatives: exploiting unexpected differences in the regioselectivity of salt-activated and solubilized subtilisin.
PubMed:
Lipase-catalysed hydrolysis of short-chain substrates in solution and in emulsion: a kinetic study.
PubMed:
Kinetic properties of Penicillium cyclopium lipases studied with vinyl esters.
PubMed:
Optimization of Pseudomonas cepacia lipase preparations for catalysis in organic solvents.
PubMed:
Activity, stability, and conformation of methoxypoly(ethylene glycol)-subtilisin at different concentrations of water in dioxane.
PubMed:
The influence of the mode of enzyme preparation on enzymatic enantioselectivity in organic solvents and its temperature dependence.
PubMed:
Probing a functional role of Glu87 and Trp89 in the lid of Humicola lanuginosa lipase through transesterification reactions in organic solvent.
PubMed:
Synthesis, absolute configuration, and enantioselectivity of antiretroviral effect of (R)-(-)- and (S)-(+)-cytallene. Lipase-catalyzed enantioselective acylations of (+/-)-N4-acylcytallenes.
PubMed:
Effect of support material and enzyme pretreatment on enantioselectivity of immobilized subtilisin in organic solvents.
PubMed:
Computer-assisted modeling of subtilisin enantioselectivity in organic solvents.
PubMed:
Inactivation and stabilization of stabilisins in neat organic solvents.