gamma-Decalactone Property

Boiling point:

281 °C

Density 

0.948 g/mL at 25 °C (lit.)

vapor pressure 

0.72Pa at 25℃

FEMA 

2360 | GAMMA-DECALACTONE

refractive index 

n20/D 1.449

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

color 

Colourless

Specific Gravity

0.950.948

Odor

at 100.00 %. fresh oily waxy peach coconut buttery sweet

Odor Type

fruity

optical activity

[α]24/D +34°, neat

Water Solubility 

1.26g/L at 20℃

JECFA Number

231

BRN 

117547

InChIKey

IFYYFLINQYPWGJ-UHFFFAOYSA-N

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

.gamma.-Decalactone (706-14-9)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

3

RTECS 

LU4600000

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29322090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H402Harmful to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

P501Dispose of contents/container to..…

gamma-Decalactone Chemical Properties,Usage,Production

Chemical Properties

γ-Decalactone has a pleasant, fruity, peach-like odor.

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.

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

Not classified

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