| Identification | More | [Name]
gamma-Decalactone | [CAS]
706-14-9 | [Synonyms]
4,5-DIHYDRO-5-HEXYL-2(3H)-FURANONE
4-DECANOLIDE
4-HYDROXYCAPRIC ACID LACTONE
4-HYDROXYDECANOIC ACID GAMMA-LACTONE
4-HYDROXYDECANOIC ACID G-LACTONE
5-Hexyldihydro-2(3H)-furanone
DECALACTONE (GAMMA)
FEMA 2360
FEMA 2361
GAMMA-(+)-DECALACTONE
GAMMA-DECALACTONE
GAMMA-DECANOLACTONE
GAMMA-HEXYL-GAMMA-BUTYROLACTONE
GAMMA-HYDROXYCAPRIC ACID LACTONE
G-DECALACTONE
.gamma.-Decanolide
4-Decalactone
4-Hexyl-4-butanolide
4-Hexyl-gamma-butyrolactone
4-Hydroxydecanoic acid lactone | [EINECS(EC#)]
211-892-8 | [Molecular Formula]
C10H18O2 | [MDL Number]
MFCD00005404 | [Molecular Weight]
170.25 | [MOL File]
706-14-9.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colourless to pale yellow liquid | [Boiling point ]
281 °C
| [density ]
0.953 g/mL at 20 °C(lit.)
| [vapor pressure ]
0.72Pa at 25℃ | [FEMA ]
2360 | [refractive index ]
n20/D 1.449
| [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [color ]
Colourless | [Specific Gravity]
0.950.948 | [Odor]
at 100.00 %. fresh oily waxy peach coconut buttery sweet | [biological source]
synthetic | [Odor Type]
fruity | [Optical Rotation]
[α]24/D +34°, neat | [Water Solubility ]
1.26g/L at 20℃ | [JECFA Number]
231 | [BRN ]
117547 | [Henry's Law Constant]
5.3×101 mol/(m3Pa) at 25℃, Abney (2021) | [Major Application]
flavors and fragrances | [Cosmetics Ingredients Functions]
PERFUMING | [InChI]
1S/C10H18O2/c1-2-3-4-5-6-9-7-8-10(11)12-9/h9H,2-8H2,1H3 | [InChIKey]
IFYYFLINQYPWGJ-UHFFFAOYSA-N | [SMILES]
CCCCCCC1CCC(=O)O1 | [LogP]
3 at 25℃ | [CAS DataBase Reference]
706-14-9(CAS DataBase Reference) | [NIST Chemistry Reference]
2(3H)-Furanone, 5-hexyldihydro-(706-14-9) | [EPA Substance Registry System]
706-14-9(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
clear colourless to pale yellow liquid | [Chemical Properties]
gamma-Decalactone is present in a wide
variety of foods and is an almost colorless liquid with an intensely fruity odor,reminiscent of peaches. It is used in perfumery for heavy, fruity flower odors and
in aroma compositions, particularly peach flavors. | [Chemical Properties]
γ-Decalactone has a pleasant, fruity, peach-like odor. | [Occurrence]
Reported found in peach, apricot and strawberry aroma. Also reported in butter, milk, beer, rum, red and white
wine, mango, bilberry, plums, prunes, guava, peach, strawberry fruit and cheeses. | [Uses]
γ-Decalactone may be used as an analytical reference standard for the quantification of the analyte in fruit beverages using different chromatography techniques. | [Definition]
ChEBI: Gamma-decalactone is a gamma-lactone that is oxolan-2-one substituted by a hexyl group at position 5. It has a role as a flavouring agent, a food additive and an anticonvulsant. It is a gamma-lactone and a tetrahydrofuranone. | [Preparation]
Naturalγ-decalactone is produced biotechnologically starting from ricinoleic
acid, which is degraded by β-oxidation to 4-hydroxydecanoic acid, which
lactonizes at lower pH to yield γ-decalactone | [Aroma threshold values]
Detection: 1 to 11 ppb | [Taste threshold values]
Taste characteristics at 10 ppm: creamy, fatty, oily, buttery sweet, coconut, fruity and peach-like. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 55, p. 462, 1990 DOI: 10.1021/jo00289a016
Synthetic Communications, 18, p. 2241, 1988 DOI: 10.1080/00397918808082366 | [General Description]
γ-Decalactone is a flavor and fragrance compound, which finds applications in food and beverage industry. | [Flammability and Explosibility]
Notclassified | [Synthesis]
By heating γ-bromocapric acid in a sodium carbonate solution; by prolonged heating of 9-decen-1-oic acid with 80%
H2SO2 at 90°C |
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