Ethyl Dodecanoate

HCID 7800

Basic information

CAS
106-33-2
Standard SMILES
CCCCCCCCCCCC(=O)OCC
InChIKey
MMXKVMNBHPAILY-UHFFFAOYSA-N
Molecular formula
C14H28O2
Average molar mass
228.37 g/mol
Monoisotopic mass
228.20893014

Overview

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

Names & identifiers

Preferred name
Ethyl Dodecanoate
IUPAC
ethyl dodecanoate
English name
Ethyl laurate
Molecular formula
C14H28O2
Molecular weight
228.37

Names & synonyms

ETHYL LAURATEEthyl dodecanoate106-33-2Dodecanoic acid, ethyl esterEthyl laurinateLauric acid, ethyl esterdodecanoic acid ethyl esterFEMA No. 2441DTXSID4047044F389D4MD5KNSC-8912NSC-83467
Show more names
FEMA 2441Dodecanoic acid ethylEthyllaurathyl laurateTwelve ethyl
DTXCID2027044CHEBI:87427RefChem:138924203-386-0Lauric acid ethyl esterEthyl dodecylateEthyl n-dodecanoateEthyllaurate

Database identifiers

CAS
106-33-2
PubChem CID
7800
DTXSID
DTXSID4047044
ChEMBL
CHEMBL3187842
ChEBI
CHEBI:87427
UNII
F389D4MD5K
EC Number
203-386-0
Nikkaji
J10.113C

Properties

Computed structural properties

XLogP
5.6
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
12
Heavy atoms
16

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
CosmeticsEmollient
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Ethyl laurate) -> IFRA transparency List
LogP5.71
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Physicochemical properties

Melting point
-10 °C · -10 °C
Boiling point
269 °C · 269 °C(lit.)
Density
0.863 · 0.863
vapor pressure
0.1 hPa · 0.1 hPa (60 °C)
FEMA
2441 · 2441 | ETHYL LAURATE
refractive index
20 · n20/D 1.432

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 97.6% (1620 of 1659) of all reports.

Not Classified

Aggregated GHS information provided per 1659 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

Chemical: Dodecanoic acid, ethyl ester

Status: Active Update: 22-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26612

Dodecanoic acid, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Dodecanoic acid, ethyl ester: Human health tier I assessment
Hazard Classes and CategoriesNot Classified

Safety data

PPE
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk
2
tsca
TSCA listed
hs_code
29341000
Toxicity
LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
Signal word
Danger

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

Household ProductsInformation on 3 consumer products that contain Ethyl Laurate in the following categories is provided:
Use Classification · 6 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationDodecanoic acid, ethyl ester: ACTIVE
Applications · 5 items

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.

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.

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.

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.

Preparation methods

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.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

Additional notes

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

Related reactions

14 records

Compound notes

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