gamma-Nonanolactone Chemical Properties

Boiling point:

121-122 °C6 mm Hg(lit.)

Density 

0.976 g/mL at 25 °C(lit.)

vapor pressure 

1.9Pa at 25℃

FEMA 

2781 | GAMMA-NONALACTONE

refractive index 

n20/D 1.447(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Sparingly), Hexanes (Slightly)

color 

Colourless

Odor

at 100.00 %. coconut creamy waxy sweet buttery oily

Odor Type

coconut

Water Solubility 

9.22g/L(25 ºC)

JECFA Number

229

Stability:

Hygroscopic

LogP

2.5 at 25℃

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 Information

Safety Statements 

24/25-22

WGK Germany 

1

RTECS 

LU3675000

HS Code 

29322090

Hazardous Substances Data

104-61-0(Hazardous Substances Data)

MSDS

• Language:English Provider:SigmaAldrich

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

Reference

1. https://en.wikipedia.org/wiki/Gamma-Nonalactone
2. George A. Burdock, Encyclopedia of Food and Color Additives, Band 1, 1996, ISBN 0-8493-9416-3
3. http://www.thegoodscentscompany.com
4. https://www.sigmaaldrich.com

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.

Occurrence

Reported found in peaches, apricots, roasted barely, rum, tomato, currants, guava, raisin, papaya, peach, pineapple, blackberry, strawberry jam, asparagus, wheat and crispbread, Camembert cheese, butter, milk, chicken, beef, lamb and pork fat, cooked beef and pork, beer, cognac, whiskies, sherry, grape wines, cocoa, green tea, pecan, oats, soybean, avocado, passion fruit, plum, plumcot, beans, mushroom, starfruit, fenugreek, mango, tamarind, rice, prickly pear, buckwheat, licorice, malt, wort, cherimoya, Bourbon vanilla, shrimp, nectarine, maté and sweet grass oil.

Uses

(γ-Nonalactone is one of the prominent, odour active compounds present in freshly cooked rice, and also has a coconut-like scent. γ-Nonalactone is also present in aging beers and other fermenting products.

Uses

In flavor applications, this compound contributes to caramel notes. In fragrance applications, this compound contributes is used in amber, balsam, floral, juniper berry, nutmeg, pine, coconut, maple and oriental notes.

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

General Description

γ-Nonanoic lactone is an oak lactone commonly found in wines aged in oak barrels. It is the main flavor component of coconut. γ-Nonanoic lactone is also a potential multi-species attractant lure for grain beetle pests.

Flammability and Explosibility

Non flammable

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.

gamma-Nonanolactone (104-61-0)Related Product Information

• Undecanolactone
• Spironolactone
• delta-Dodecalactone
• CYCLOPENTYLMAGNESIUM CHLORIDE
• 2-Oxetanone
• TERT-AMYL METHYL ETHER
• BETA-BUTYROLACTONE
• gamma-Decalactone
• Cyclopentanecarbaldehyde
• 4-Hexanolide
• 4-Aminobutyric acid
• gamma-Octanoic lactone
• TRIOXSALEN
• TETRAPENTYLAMMONIUM BROMIDE
• Coconut oil fatty acid
• Coconut oil
• Alantolactone
• Gamma Butyrolactone