Ethyl laurate

Ethyl laurate Basic information
Description References
Product Name:Ethyl laurate
Synonyms:Ethyl laurinate;Ethyl n-dodecanoate;ethyl n-dodecanote;RARECHEM AL BI 0157;ETHYL LAURATE;ETHYL DODECANOATE;Ethyl dodeconoate;ETHYL DODECYLATE
CAS:106-33-2
MF:C14H28O2
MW:228.37
EINECS:203-386-0
Product Categories:
Mol File:106-33-2.mol
Ethyl laurate Structure
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
Fp >230 °F
storage temp. Store below +30°C.
solubility Chloroform, Ethyl Acetate
form Oil
color Clear Colourless
Odorat 100.00 %. sweet waxy floral soapy clean
Odor Typewaxy
Water Solubility insoluble
Merck 14,3818
JECFA Number37
BRN 1769671
LogP6.02
CAS DataBase Reference106-33-2(CAS DataBase Reference)
NIST Chemistry ReferenceDodecanoic acid, ethyl ester(106-33-2)
EPA Substance Registry SystemDodecanoic 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
ToxicityLD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
MSDS Information
ProviderLanguage
Ethyl dodecanoate English
SigmaAldrich English
ACROS English
ALFA English
Ethyl laurate Usage And Synthesis
DescriptionEthyl 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).
DescriptionLauric 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 Propertiesclear colorless to slightly yellowish liquid
Chemical PropertiesEthyl laurate has a floral, fruity odor.
OccurrenceReported 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.
UsesEthyl Dodecanoate is a natural food flavor ingredient, and a component of essential fatty acids.
PreparationEthyl 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.
DefinitionChEBI: Ethyl laurate is a fatty acid ethyl ester of lauric acid. It has a role as a metabolite.
Taste threshold valuesTaste characteristics at 50 ppm: waxy, soapy and floral with a creamy, dairy and fruity nuance
General DescriptionEthyl 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 ProfileCombustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
MetabolismEthyl laurate is probably hydrolysed to ethyl alcohol and lauric acid, which then undergo normal metabolism (Fassett, 1963).
Ethyl laurate Preparation Products And Raw materials
Raw materialsEthanol-->Lauric acid-->Lauroyl chloride-->TRILAURIN-->ETHYL 4-IODOBUTYRATE-->VINYL LAURATE
Preparation Products1-Dodecanol-->METHYL LAURATE-->Dodecanamide
Lauric acid Dodecyl aldehyde Trinexapac-ethyl Ethyl heptanoate Ethanol Ethyl nonanoate Ethyl propionate Ethyl glyoxalate Ethylparaben Diethyl maleate Triethyl citrate 2-Ethoxyethanol Diethyl ether Dibutyltin dilaurate Diethyl pimelate Diethyl malonate Dimethyl succinate Ethyl isovalerate Ethyl Dodecanoate

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