(R)-(+)-Gamma-Dodecalactone natural

Product Name:

(R)-(+)-Gamma-Dodecalactone natural

Synonyms:

gamma-Decalactone~4-Decanolide~4-Hydroxydecanoic acid gamma lactone;Decanoic acid, gamma-lactone;Decanolactone;Decanolide-1,4;gamma-Hexylbutyrolactone;gamma-n-Decalactone;gamma-n-Hexyl-gamma-butyrolactone;-Hexylbutyrolactone

CAS:

706-14-9

MF:

C10H18O2

MW:

170.25

EINECS:

211-892-8

Product Categories:

Cosmetics;Food Additive;lactone flavors

Mol File:

706-14-9.mol

Boiling point 

281 °C

density 

0.953 g/mL at 20 °C(lit.)

FEMA 

2360 | GAMMA-DECALACTONE

refractive index 

n20/D 1.449

Fp 

>230 °F

form 

neat

Specific Gravity

0.950.948

optical activity

[α]24/D +34°, neat

JECFA Number

231

BRN 

117547

InChIKey

IFYYFLINQYPWGJ-UHFFFAOYSA-N

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)

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

Provider

Language

5-Hexyldihydro-2(3H)-furanone

English

SigmaAldrich

English

ACROS

English

ALFA

English

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.

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)

Chemistry Letters, 10, p. 415, 1981
The Journal of Organic Chemistry, 55, p. 462, 1990 DOI: 10.1021/jo00289a016
Synthetic Communications, 18, p. 2241, 1988

Chemical 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