127127-84-8

Basic information

• Product Name: 5-(oct-2-en-1-yl)dihydrofuran-2(3H)-one
• Synonyms: 2(3H)-furanone, dihydro-5-(2-octen-1-yl)-
• CAS NO: 127127-84-8
• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.286
• Mol File: 127127-84-8.mol

Chemical Properties

• Boiling Point: 311.2°C at 760 mmHg
• Flash Point: 127.5°C
• Density: 0.95g/cm³
• Vapor Pressure: 0.000573mmHg at 25°C
• Refractive Index: 1.467
• CAS DataBase Reference: 5-(oct-2-en-1-yl)dihydrofuran-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(oct-2-en-1-yl)dihydrofuran-2(3H)-one(127127-84-8)
• EPA Substance Registry System: 5-(oct-2-en-1-yl)dihydrofuran-2(3H)-one(127127-84-8)

Safety Data

• Hazardous Substances Data: 127127-84-8(Hazardous Substances Data)

Upstream product

• 4762-26-9 hexyltriphenylphosphonium bromide 
• 134359-16-3 γ-(prop-2-enyl)-γ-butyrolactone 
• 5711-29-5 <9,10-2H2>-oleic acid 
• 73697-60-6 ethyl 3-(oxiran-2-yl)propanoate 
• 1968-40-7 ethyl 4-pentenoate 

Relevant articles and documents

Biosynthesis of (R)-γ-decanolactone in the yeast Sporobolomyces odorus

Addition of [9,10-2H2]oleic acid to cultures of the yeast Sporobolomyces odorus led to the formation of labeled (R)-γ-decanolactone and both enantiomers of (Z)-6-γ-dodecenolactone and γ-dodecanolactone. The labeling patterns of these lactones were estimated by a quantitative gas chromatography/mass spectrometry method, suitable for ring-labeled lactones. For the first time, there is strong evidence of oleic acid being a genuine precursor of the important aroma compound (R)-γ-decanolactone. On the basis of the presented and former results, a new biosynthetic pathway of this compound is proposed. Starting with a strict enantioselective (R)-12-hydroxylation of oleic acid as an initial step, the following β-oxidation led to the lactone. In addition, biosynthetic aspects of the formation of (Z)-6-γ-dodecenolactone and γ-dodecanolactone in S. odorus are discussed.

Identification and Synthesis of New γ-Lactones from Tuberose Absolute (Polianthes tuberosa)

Six unsaturated γ-lactones, (Z)-5-octen-4-olide (1), (Z)-5-decen-4-olide (2), (Z)-6-nonen-4-olide (3), (Z)-6-dodecen-4-olide (4), (Z,Z)-6,9-dodecadien-4-olide (5), and tuberolide (6) have been identified for the first time in tuberose absolute (from Polianthes tuberosa L.).All structures were corroborated by synthesis and all, except 3 and 4, are new.An improved method for the stereoselective synthesis of (+/-)-cis-bicyclo-non-3-en-7-one (23) by an AlCl3-catalyzed Diels-Alder reaction is reported.

Vinyl-copper derivatives-XI1 1 Part X: A. Alexakis, G. Cahiez and J.F. Normant, Synthesis, 826 (1979). Reactivity of Z-alkenyl cuprates towards various electrophiles. Application to the synthesis of some natural products

Z-Alkenylcuprates 1 and 2, prepared in situ by addition of acetylene to alkylcuprates, react with a variety of electrophiles (epoxides, carbon dioxide, aldehydes) and give conjugate addition products with α,β-unsaturated aldehydes, ketones and esters, and with activated cyclopropanes. They also add across the triple bond of some alkynes. The synthesis of natural products (7,9,22) is described.