107080-45-5

Basic information

• Product Name: (S)-4-vinyl-dihydrofuran-2(3H)-one
• Synonyms: (S)-4-vinyl-dihydrofuran-2(3H)-one;Taniguchi lactone;(4S)-4-Ethenyldihydro-2(3H)-furanone
• CAS NO: 107080-45-5
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.12652
• Mol File: 107080-45-5.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 209.034°C at 760 mmHg
• Flash Point: 76.253°C
• Appearance: /
• Density: 1.155g/cm³
• Vapor Pressure: 0.207mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: (S)-4-vinyl-dihydrofuran-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-vinyl-dihydrofuran-2(3H)-one(107080-45-5)
• EPA Substance Registry System: (S)-4-vinyl-dihydrofuran-2(3H)-one(107080-45-5)

Safety Data

• Hazardous Substances Data: 107080-45-5(Hazardous Substances Data)

Usage

General Description

(S)-4-vinyl-dihydrofuran-2(3H)-one is a chemical compound that is used in the production of various fragrance and flavor compounds. It is a colorless to pale yellow liquid with a sweet, floral odor, and it is commonly used in the synthesis of perfumes, soaps, and other scented products. The compound is also known for its potential use as a food flavoring agent, particularly in the production of baked goods and confectionery products. Additionally, (S)-4-vinyl-dihydrofuran-2(3H)-one has been found to have antimicrobial properties, making it a useful ingredient in the formulation of personal care and household cleaning products. Overall, this chemical compound has a wide range of applications in various industries, particularly in the production of scented and flavored products.

InChI:InChI=1/C6H8O2/c1-2-5-3-6(7)8-4-5/h2,5H,1,3-4H2/t5-/m1/s1

Upstream product

• 6117-80-2 1,4-butenediol 
• 78-39-7 Triethyl orthoacetate 
• 821-11-4 1,4-butenediol 
• 1826-67-1 vinyl magnesium bromide 
• 497-23-4 2-buten-4-olide 
• 82918-73-8 bromoacetaldehyde 4-phenylthiobut-2-enyl butyl acetal 
• 110969-15-8 [(Z)-4-(2-Bromo-1-butoxy-ethoxy)-but-2-enylsulfanyl]-benzene 
• 121666-84-0 (E)-4-hydroxy-2-butenyl phenyl sulfide 
• 7287-39-0 4-(2-vinyloxy-ethoxy)-butan-1-ol 
• 82918-78-3 2-butoxy-4-vinyl-tetrahydrofuran 
• 107022-87-7 (S)-3-(hydroxymethyl)-N-((((S)))-1-phenylethyl)pent-4-enamide 
• 1445-45-0 Trimethyl orthoacetate 
• 1576-98-3 1,4-diacetoxybut-2-ene 
• 25260-60-0 cis-1,4-bis(acetyloxy)but-2-ene 

Downstream Products

• 121959-61-3 (R)-(-)-β-vinyl-γ-butyrolactone 
• 1083302-75-3 (3S,4R)-3-(hydroxy(3,4,5-trimethoxyphenyl)methyl)-4-vinyldihydrofuran-2(3H)-one 
• 5352-72-7 (+)-(R)-5-oxotetrahydro-3-furancarboxylic acid 

Relevant articles and documents

Insulin-like growth factor-1 receptor tyrosine kinase inhibitor and uses thereof

The invention discloses a class of compounds capable of being used as an insulin-like growth factor-1 receptor tyrosine kinase inhibitor, and a preparation method thereof, a pharmaceutical compositioncontaining the compound, and applications of the pharma

Improved Synthesis of Racemate and Enantiomers of Taniguchi Lactone and Conversion of Their C-C Double Bonds into Triple Bonds

cis -2-Butene-1,4-diol was heated with triethyl orthoacetate and p -hydroquinone as catalyst at 170 °C to give racemic Taniguchi lactone. It was converted into diastereomeric amides with (S)-1-phenylethylamine for stereoisomer resolution. The double bonds

First chemo-enzymatic synthesis of the (R)-Taniguchi lactone and substrate profiles of CAMO and OTEMO, two new Baeyer–Villiger monooxygenases

Abstract: This study investigates the substrate profile of cycloalkanone monooxygenase and 2-oxo-Δ3-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase, two recently discovered enzymes of the Baeyer–Villiger monooxygenase family, used as whole-cell biocatalysts. Biooxidations of a diverse set of ketones were performed on analytical scale: desymmetrization of substituted prochiral cyclobutanones and cyclohexanones, regiodivergent oxidation of terpenones and bicyclic ketones, as well as kinetic resolution of racemic cycloketones. We demonstrated the applicability of the title enzymes in the enantioselective synthesis of (R)-(?)-Taniguchi lactone, a building block for the preparation of various natural product analogs such as ent-quinine. Graphical abstract: [Figure not available: see fulltext.]