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
Show more names
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
- Formal charge
- 0
- Complexity
- 155
Experimental & physicochemical properties
Solubility
Soluble in ether, insoluble in water
1ml in 9ml 80% ethanol (in ethanol)
Boiling Point
269.00 to 271.00 °C. @ 760.00 mm Hg
269 °C
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
- FLAVIS Number
- 9.099 · 09.099 | Ethyl dodecanoate
- Flash point
- 230 °F · >230 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Chloroform, Ethyl Acetate
- form
- Oil
- color
- Clear Colourless
- Odor
- 100 % · at 100.00 %. sweet waxy floral soapy clean
- Odor Type
- waxy
- biological source
- synthetic
- Water Solubility
- insoluble
- JECFA Number
- 37 · 37
- Merck
- 14 · 14,3818
- BRN
- 1769671 · 1769671
- Henry's Law Constant
- 7.7 · 7.7×10-3 mol/(m3Pa) at 25℃, Krop and Velzen (1997)
- Dielectric constant
- 2.7 · 2.7(142℃)
- Major Application
- flavors and fragrances
- Cosmetics Ingredients Functions
- PERFUMINGSKIN CONDITIONING - EMOLLIENT
- InChI
- 1S/C14H28O2/c1-3-5-6-7-8-9-10-11-12-13-14(15)16-4-2/h3-13H2,1-2H3
- InChIKey
- MMXKVMNBHPAILY-UHFFFAOYSA-N
- SMILES
- CCCCCCCCCCCC(=O)OCC
- LogP
- 6.02 · 6.02
- CAS DataBase Reference
- 106 · 106-33-2(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- ETHYL LAURATE
- FDA 21 CFR
- 172.515 · 172.515
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 389 D4MD5K · F389D4MD5K
- NIST Chemistry Reference
- Dodecanoic acid, ethyl ester(106-33-2)
- EPA Substance Registry System
- Dodecanoic acid, ethyl ester (106-33-2)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Danger
- Hazard statements
- 225 · H225-H319
- Precautionary statements
- 210 · P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- Safety Statements
- 23 · 23-24/25
- WGK Germany
- 2 · 2
- Autoignition Temperature
- 300 °C · >300 °C
- TSCA
- TSCA listed
- HS Code
- 29159080 · 29159080
- Storage Class
- 10 · 10 - Combustible liquids
- Toxicity
- 50 orally · LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
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
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
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
- Symbol(GHS)
- GHS02,GHS07
- safety_code
- 23-24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H225-H319
- REACH Registrations
- Active
- Autoignition Temperature
- >300 °C
- Precautionary statements
- P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
Chemistry & industry
Pharmacology
Uses & manufacturing
Use Classification
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
Applications
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: Ethyl laurate is a fatty acid ethyl ester of lauric acid. It has a role as a metabolite.
Related reactions
Compound notes
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