Synthesis
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Undecanolactone

Synthesis
Product Name
Undecanolactone
CAS No.
710-04-3
Chemical Name
Undecanolactone
Synonyms
DELTA-UNDECALACTONE;δ-Undecalactone;DELTA-UNDECANOICLACTONE;2H-Pyran-2-one, 6-hexyltetrahydro-;Undecan-5-olide;FEMA 3294;Undecanoic;5-Undecanolide;N-undecanolide;Undecanolactone
CBNumber
CB9676141
Molecular Formula
C11H20O2
Formula Weight
184.28
MOL File
710-04-3.mol
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Undecanolactone Property

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
biological source
synthetic
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
2
RTECS 
UQ1320000
HS Code 
2932.20.5050
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W329415
Product name
δ-Undecalactone, mixture of isomers
Purity
natural, 98%, FG
Packaging
100g
Price
$242
Updated
2024/03/01
Sigma-Aldrich
Product number
W329415
Product name
δ-Undecalactone, mixture of isomers
Purity
natural, 98%, FG
Packaging
500g
Price
$887
Updated
2024/03/01
Sigma-Aldrich
Product number
W329415
Product name
δ-Undecalactone, mixture of isomers
Purity
natural, 98%, FG
Packaging
1kg
Price
$1360
Updated
2024/03/01
Sigma-Aldrich
Product number
W329401
Product name
δ-Undecalactone
Purity
>97%, FG
Packaging
sample-k
Price
$54.6
Updated
2024/03/01
Sigma-Aldrich
Product number
W329401
Product name
δ-Undecalactone
Purity
>97%, FG
Packaging
100G
Price
$85.3
Updated
2024/03/01
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Undecanolactone Chemical Properties,Usage,Production

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Undecanolactone manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
Undecanolactone 710-04-3
Price
US $60.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2024-11-18
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Undecanolactone 710-04-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
5000kg/month
Release date
2021-10-13
Hebei Weibang Biotechnology Co., Ltd
Product
Undecanolactone 710-04-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-06

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