Undecanolactone Chemical Properties

Boiling point:

152-155 °C10.5 mm Hg(lit.)

alpha 

0°(25℃, neat)

Density 

0.969 g/mL at 25 °C(lit.)

vapor pressure 

0.059-0.11Pa at 20-25℃

FEMA 

3294 | 5-HYDROXYUNDECANOIC ACID LACTONE

refractive index 

n20/D 1.459(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

Water Solubility 

Insoluble in water

form 

Liquid

color 

Colorless to Almost colorless

Specific Gravity

0.9620.969

Odor

at 100.00 %. creamy fatty coconut fruity peach waxy

Odor Type

coconut

JECFA Number

234

LogP

2.9-3 at 20℃ and pH7

CAS DataBase Reference

710-04-3(CAS DataBase Reference)

NIST Chemistry Reference

Undecanolactone(710-04-3)

EPA Substance Registry System

2H-Pyran-2-one, 6-hexyltetrahydro- (710-04-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

2

RTECS 

UQ1320000

HS Code 

2932.20.5050

MSDS

• Language:English Provider:SigmaAldrich

Undecanolactone Usage And Synthesis

Synthesis

In a 500ml three-necked flask equipped with a stirrer, dropping funnel and thermometer, add 140ml formic acid and 56g urea-peroxide adduct, stir and dissolve. 28 g (0.17 mol) of 2-hexylcyclopentanone was added dropwise at room temperature, and the dropwise addition was completed in about 1 hour. 168 ml of water was added, and the layers were stirred and separated. The aqueous layer was extracted three times with 28 ml of toluene, and the organic Chemicalbook layers were combined. The toluene in the organic layer was distilled off under reduced pressure, and the temperature was controlled not to exceed 70° C. The residue was the crude product of butyl-undecalactone with a purity of 85% and a yield of 96%. The crude product was distilled with a vacuum thin film distillation device, at 128° C/1.4 kPa, and the distilled product was butyl-undecalactone,  purity 98% ,yield 84%.

Description

Undecanolactone has a sweet, fruity, milky, creamy, buttery, estery, waxy, coconut aroma and taste. It is the key ingredient for the special flavor of natural cream and can be used for flavoring soft drinks, candy, margarine, ice cream, cold and baked goods, etc.

Chemical Properties

Colorless to light-yellow liquid; peachlike odor. Soluble in 4–5 volumes of 60% alcohol; soluble in benzyl alcohol, benzyl benzoate, and most fixed oils. Combustible.

Chemical Properties

Δ-Undecalactone has a creamy, peach-like aroma.

Occurrence

Reported found in coconut flavor, melon, blackberry, blueberry, heated butter, milk, milk powder, cream, coconut meat and starfruit.

Uses

Undecanoic δ-lactone has been used as substrate to investigate the activities of stimulated and nonstimulated human serum paraoxonase (PON1) samples.

Uses

Perfumery, flavoring agent.

Preparation

By intramolecular Cannizzaro-type rearrangement of 2-hexylglutaraldehyde.

Definition

ChEBI: 6-Hexyltetrahydro-2H-pyran-2-one is a delta-lactone.

Aroma threshold values

Detection: 150 ppb

Taste threshold values

Taste characteristics at 10 ppm: creamy, coconut, milky, creamy, lactonic and butter fat with a waxy, fruity nuance.

General Description

Undecanoic δ-lactone has been found to be best substarte for good substrates for lactonase from Sulfolobus islandicus (SisLac).

Biochem/physiol Actions

Taste at 10 ppm

Undecanolactone(710-04-3)Related Product Information

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