Ethyl laurate Chemical Properties

Melting point:

-10 °C

Boiling point:

269 °C(lit.)

Density 

0.863

vapor pressure 

0.1 hPa (60 °C)

FEMA 

2441 | ETHYL LAURATE

refractive index 

n20/D 1.432

Flash point:

>230 °F

storage temp. 

Store below +30°C.

solubility 

Chloroform, Ethyl Acetate

form 

Oil

color 

Clear Colourless

Odor

at 100.00 %. sweet waxy floral soapy clean

Odor Type

waxy

Water Solubility 

insoluble

JECFA Number

37

Merck 

14,3818

BRN 

1769671

Dielectric constant

2.7（142℃）

LogP

6.02

CAS DataBase Reference

106-33-2(CAS DataBase Reference)

NIST Chemistry Reference

Dodecanoic acid, ethyl ester(106-33-2)

EPA Substance Registry System

Dodecanoic acid, ethyl ester (106-33-2)

Safety Information

Safety Statements 

23-24/25

WGK Germany 

2

Autoignition Temperature

>300 °C

TSCA 

Yes

HS Code 

29159080

HS Code 

29341000

Toxicity

LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg

MSDS

• Language:English Provider:Ethyl dodecanoate
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Ethyl laurate Usage And Synthesis

Description

Ethyl laurate (also known as ethyl dodecanoate) is a kind of laurate ester formed by the esterification between ethanol and laurate. It can be used as a fruity flavoring agent. It can be found in alcoholic beverages such as wine during fermentation process. It is presented in many kinds of fruits such as apple, apricot, guava, melon, etc as well as in wheatbread, crispbread, ginger, whisky, fruit brandies and wine.

References

[1]Yuan, Jinliang. "Synthesis of Ethyl Laurate under Microwave Irradiation." Flavour Fragrance Cosmetics (2006).
[2]Wang, Yuning, et al. "Changes in aroma composition of blackberry wine during fermentation process." (2012).

Description

Lauric acid is a common 12-carbon saturated fatty acid plentiful in coconut and other nut oils. Saturated fatty acids induce the expression of cyclooxygenase-2, an effect that is significant at 25 μM in RAW 264.7 cells, with lauric acid being the most potent of the C:8-18 fatty acids. Ethyl laurate is a more lipophilic and less toxic form of the free acid. It is one of the medium-chain fatty acid ethyl esters that is released during the anaerobic fermentation of Saccharomyces cerevisiae along with the free acid.

Chemical Properties

clear colorless to slightly yellowish liquid

Chemical Properties

Ethyl laurate has a floral, fruity odor.

Occurrence

Reported found in bourbon, Irish whiskey, white wine, apple, apple juice, melon, pineapple, crispbread, blue cheese, cheddar cheese, Swiss and other cheeses, butter, milk, pork liver, beer, cognac, rum, whiskey, cider, sherry, grape wines, cocoa, coconut meat, passion fruit juice, mango, fruit brandies, loquat and pawpaw.

Uses

Ethyl Dodecanoate is a natural food flavor ingredient, and a component of essential fatty acids.

Preparation

Ethyl laurate is prepared from lauroyl chloride and ethyl alcohol in the presence of Mg in ether solution, or by transesterification of coconut oil with ethyl alcohol in the presence of HCl.

Definition

ChEBI: Ethyl laurate is a fatty acid ethyl ester of lauric acid. It has a role as a metabolite.

Taste threshold values

Taste characteristics at 50 ppm: waxy, soapy and floral with a creamy, dairy and fruity nuance

General Description

Ethyl laurate can be used as a flavoring and fragrance ingredient It has been identified as one of the main volatile compounds in Chinese liquors.

Safety Profile

Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Metabolism

Ethyl laurate is probably hydrolysed to ethyl alcohol and lauric acid, which then undergo normal metabolism (Fassett, 1963).

Solubility in organics

Soluble in alcohol, miscible with oils.

Ethyl laurate (106-33-2)Related Product Information

• Ethanol
• Ethylparaben
• Diethyl maleate
• Ethyl isovalerate
• Dimethyl succinate
• Ethyl glyoxalate
• Dodecyl aldehyde
• Trinexapac-ethyl
• Dibutyltin dilaurate
• Ethyl formate
• Lauric acid
• Ethyl heptanoate
• Triethyl citrate
• Ethyl propionate
• Diethyl pimelate
• 2-Ethoxyethanol
• Ethyl nonanoate
• Diethyl malonate
• Ethyl Dodecanoate