wine lactone
(3S,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethyl benzofuran-2(3H)-one
Identification
| Name | wine lactone |
| IUPAC | (3R,3aR,7aS)-3,6-dimethyl-3a,4,5,7a-tetrahydro-3H-1-benzofuran-2-one |
| CAS Number | 182699-77-0 |
| FDA UNII | PBI72OD596 |
| Molecular Formula | C10 H14 O2 |
| Molecular Weight | 166.21998000 |
| Nikkaji Number | J2.095.802B |
Regulatory
Physical Properties
| Food Chemicals Codex Listed | No |
| Boiling Point | 285.00 to 286.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.003000 mmHg @ 25.00 °C. (est) |
| Flash Point | 239.00 °F. TCC ( 115.00 °C. ) |
| logP (o/w) | 1.634 (est) |
| Soluble in | water, 1834 mg/L @ 25 °C (est) |
Organoleptic Properties
| Odor Description | at 10.00 % in dipropylene glycol. |
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for wine lactone usage levels up to | 0.5000 % in the fragrance concentrate. |
| baked goods | 1.00000 |
| beverages(nonalcoholic) | 0.50000 |
| beverages(alcoholic) | 2.00000 |
| breakfast cereal | 2.00000 |
| cheese | 0.50000 |
| chewing gum | 1.00000 |
| condiments / relishes | 5.00000 |
| confectionery froastings | 2.00000 |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | 0.50000 |
| fruit ices | - |
| gelatins / puddings | 2.00000 |
| granulated sugar | - |
| gravies | - |
| hard candy | 1.00000 |
| imitation dairy | 1.00000 |
| instant coffee / tea | 1.00000 |
| jams / jellies | - |
| meat products | - |
| milk products | 0.50000 |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | 50.00000 |
| snack foods | - |
| soft candy | 2.00000 |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Potential Uses
Natural Occurrence
Synonyms
(3R,3aR,7aS)-3,6-
dimethyl-3a,4,5,7a-tetrahydro-3H-1-benzofuran-2-one
(3S,3aS,7aR)-3a,4,5,7a-
tetrahydro-3,6-dimethyl benzofuran-2(3H)-one
Google Patents:
Process for producing wine lactone
PubMed:
Improved synthesis of cyclic tertiary allylic alcohols by asymmetric 1,2-addition of AlMe3 to enones.
PubMed:
Enantioselective total synthesis of (-)-laurenditerpenol.
PubMed:
Characteristic volatile components of Kabosu (Citrus sphaerocarpa Hort. ex Tanaka).
PubMed:
The formation of wine lactone from grape-derived secondary metabolites.
PubMed:
Mechanism of wine lactone formation: demonstration of stereoselective cyclization and 1,3-hydride shift.
PubMed:
Optimization and evaluation of a procedure for the gas chromatographic-mass spectrometric analysis of the aromas generated by fast acid hydrolysis of flavor precursors extracted from grapes.
PubMed:
Identification of aroma active compounds in orange essence oil using gas chromatography-olfactometry and gas chromatography-mass spectrometry.
PubMed:
Character impact odorants of the apple cultivars Elstar and Cox Orange.
PubMed:
Evaluation of aroma differences between hand-squeezed juices from Valencia late and Navel oranges by quantitation of key odorants and flavor reconstitution experiments.
PubMed:
Characterization of the most odor-active volatiles in fresh, hand-squeezed juice of grapefruit (Citrus paradisi Macfayden).