Gamma Nonalactone

Product Name:

gamma-Nonanolactone

Synonyms:

γ-Hexalactone >=99.0%;Aldehyde C-18 γ-Nonanolactone;γ-Pelargonolactone;γ-Nonalactone,γ-Nonanoic lactone, Aldehyde C-18;GaMMa Nonalactone Natural;1,4-non;δ-n-Amylbutyrolactone;gamma-Nonalactone gamma-Pelargonolactone

CAS:

104-61-0

MF:

C9H16O2

MW:

156.22

EINECS:

203-219-1

Product Categories:

Cosmetics;Food Additive;Carbonyl Compounds;Lactones;Organic Building Blocks;lactone flavors;-

Mol File:

104-61-0.mol

gamma-Nonanolactone Chemical Properties

Boiling point 

121-122 °C6 mm Hg(lit.)

density 

0.976 g/mL at 25 °C(lit.)

FEMA 

2781 | GAMMA-NONALACTONE

refractive index 

n20/D 1.447(lit.)

Fp 

>230 °F

storage temp. 

Store below +30°C.

form 

neat

JECFA Number

229

CAS DataBase Reference

104-61-0(CAS DataBase Reference)

NIST Chemistry Reference

2(3H)-Furanone, dihydro-5-pentyl-(104-61-0)

EPA Substance Registry System

Dihydro-5-pentyl-2(3H)-furanone (104-61-0)

Safety Statements 

24/25-22

WGK Germany 

1

RTECS 

LU3675000

HS Code 

29322090

Hazardous Substances Data

104-61-0(Hazardous Substances Data)

gamma-Nonanolactone Usage And Synthesis

Description

Gamma-Nonalactone (5-Pentyloxolan-2-one) is a colorless to pale yellow clear oily liquid. It is found in bourbon whiskey, black currant berries, melon, papaya, pineapple, fresh blackberry, etc.1,2 It has a creamy and coconut-like odor.3 It is used as a flavoring agent in food to give coconut flavor. It is also a potential multi-species attractant lure for grain beetle pests.4

Description

γ-Nonalactone has a strong odor reminiscent of coconut and a fatty, peculiar taste. May be synthesized by reacting methylacry- late and hexanol in the presence of ditertiarybutyl peroxide; by condensation of undecylenic acid and malonic acid; by lactonizα- tion of nonenoic acid.

Chemical Properties

γ-Nonalactone has a strong odor reminiscent of coconut and a fatty, peculiar taste.

Chemical Properties

gamma-Nonanolactone occurs in many foods and is a pale yellow liquidwith a coconut-like aroma. It has numerous applications, similarly to those of ??-octalactone, in aroma compositions and perfumery.

Uses

(Gamma)-Nonalactone is a synthetic flavoring agent that is a colorless to yellow liquid of strong, coconut-like odor. It is soluble in most fixed oils, mineral oil, and propylene glycol. It is stable in acids and unstable in alkali and should be stored in glass, tin, or aluminum containers. It is used in coconut flavors and has application in gelatins, puddings, baked goods, candy, and ice cream at 11–55 ppm. It is also termed aldehyde c-18.

Preparation

By reacting methylacrylate and hexanol in the presence of ditertiarybutyl peroxide; by condensation of undecylenic acid and malonic acid by lactonization of nonenoic acid

Aroma threshold values

Detection: 7 ppb

Taste threshold values

Taste characteristics at 10 ppm: coconut, creamy, waxy with fatty milky notes

Safety Profile

Moderately toxic by ingestion. A skin irritant. Mutation data reported. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

Raw materials

Triethylamine-->Methyl acrylate-->Malonic acid-->Heptaldehyde-->Hexyl alcohol-->Manganese triacetate dihydrate-->Y type molecular sieve-->1-HEPTENE-->nonenoic acid