Undecan-4-olide Chemical Properties

Melting point:

164～166℃

Boiling point:

164-166 °C/13 mmHg (lit.)

Density 

0.949 g/mL at 25 °C (lit.)

vapor pressure 

0.274Pa at 25℃

FEMA 

3091 | GAMMA-UNDECALACTONE

refractive index 

n20/D 1.451

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Insoluble in water

form 

Liquid

Specific Gravity

0.944 (20/4℃)

color 

Clear colorless

Odor

at 100.00 %. fruity peach creamy fatty lactonic apricot ketonic coconut

Odor Type

fruity

Water Solubility 

158mg/L at 20℃

JECFA Number

233

BRN 

81943

LogP

3.6 at 25℃

CAS DataBase Reference

104-67-6(CAS DataBase Reference)

NIST Chemistry Reference

2(3H)-Furanone, 5-heptyldihydro-(104-67-6)

EPA Substance Registry System

5-Heptyldihydro-2(3H)-furanone (104-67-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-52/53

Safety Statements 

26-36-37/39-36/37-24/25

WGK Germany 

3

RTECS 

YQ2485000

TSCA 

Yes

HS Code 

29322090

Toxicity

The acute oral LD₅₀ in rats was reported as 18.5 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964). Fatty infiltration of liver parenchymal cells occurred in rats fed 13-115 mg y-undecalactone for 5-9 days (Shillinger, 1950).

MSDS

• Language:English Provider:gamma-Undecanolactone
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Undecan-4-olide Usage And Synthesis

Description

GAMMA-UNDECALACTONE  is a flavoring ingredient. It is industrially important flavor compounds that are widely distributed in foods, fruits, and beverages and are used in many fruity aromatic foods and cosmetics. It is often used in peach, apricot, pear, maple, coconut, tropical, butterscotch, grenadine and date flavors. It is also a volatile flavor constituent found in low-fat ice cream.

References

1. https://www.sigmaaldrich.com/catalog/product/aldrich/w309109?lang=en&region=US
2. https://pubchem.ncbi.nlm.nih.gov/compound/Gamma-undecalactone#section=Top
3. http://www.thegoodscentscompany.com/data/rw1000822.html
4. An, J. U., Y. C. Joo, and D. K. Oh. "New biotransformation process for production of the fragrant compound γ-dodecalactone from 10-hydroxystearate by permeabilized Waltomyces lipofer cells. " Applied & Environmental Microbiology 79.8(2013): 2636-2641.

Chemical Properties

GAMMA-UNDECALACTONE is clear colourless liquid

Chemical Properties

gamma-Undecalactone has a strong, fruity odor suggestive of peach (particularly on dilution). It has a pungent and sweet flavor also similar to peach.

Occurrence

Reported found in hydrolyzed soy protein, butter, peach, apricot and passion fruit. Also reported found in fresh apple, guava fruit, fresh blackberry, heated butter, heated beef fat, ghee, pork fat, yellow passion fruit juice, cooked scented rice, origanum (Spanish) (Coridothymus cap. (L.) Rchb.), mountain papaya, starfruit, plumcot and chicken fat.

Uses

Traditionally, the bark and leaves of the peach tree have been used as an anthelmintic, an expectorant, an astringent, and a diuretic, as well as to treat insomnia, cough, and constipation. In the 1970s, peach pits (Laetrile) were a popular but unproved treatment for cancer in other countries. Topically, peach is used to treat minor skin disorders such as burns, abrasions, blisters, scratches, eczema, psoriasis, and warts.

Uses

4-Undecanolide is used in the study of primary mutagenicity screening of food additives used in Japan.

Definition

ChEBI: Xi-gamma-Undecalactone is a lactone.

Preparation

By the action of sulfuric acid on undecylenic acid; also prepared starting form castor oil; from octanol-1 plus methylacrylate with di-ter-butylperoxide; from heptylethylene oxide and sodiomalonic ester.

Aroma threshold values

Detection: 60 ppb

Taste threshold values

Taste characteristics at 30 ppm: fatty, coconut, creamy, vanilla, nutty, macadamia and peach.

General Description

γ-Undecalactone is a volatile flavor constituent found in low-fat ice cream.

Flammability and Explosibility

Not classified

Undecan-4-olide(104-67-6)Related Product Information

• 1-Nonanal
• BETA-BUTYROLACTONE
• 2(5H)-Furanone
• Paraldehyde
• Tetraheptylammonium bromide
• ALPHA-HYDROXY-GAMMA-BUTYROLACTONE
• cyclamen aldehyde
• TRIOXSALEN
• 4-Aminobutyric acid
• Undecan-5-olide
• Undecanedioic acid
• Gambier
• Gamma Butyrolactone
• Gibberellin A4
• 4-Dodecanolide
• Gibberellic acid
• GIBBERELLIC ACID POTASSIUM SALT
• Canrenone