Basic information
- CAS
687-47-8- Standard SMILES
CCOC(=O)[C@H](C)O- InChIKey
LZCLXQDLBQLTDK-BYPYZUCNSA-N- Molecular formula
- C5H10O3
- Average molar mass
- 118.13 g/mol
- Monoisotopic mass
- 118.06299418
Overview
Ethyl (2S)-lactate is the (2S)-enantiomer of ethyl lactate. It has a role as a Saccharomyces cerevisiae metabolite. It is an enantiomer of an ethyl (2R)-lactate.
Names & identifiers
- Preferred name
- (L)-ethyl lactate
- IUPAC
- ethyl (2S)-2-hydroxypropanoate
- English name
- Ethyl L(-)-lactate
- Molecular formula
- C5H10O3
- Molecular weight
- 118.13
Names & synonyms
Ethyl L-lactate(-)-ETHYL L-LACTATE(L)-ethyl lactate(L)-(-)-ethyl lactateEthyl (S)-2-hydroxypropionatePropanoic acid, 2-hydroxy-, ethyl ester, (2S)-(-)-ethyl lactateDTXSID9042336GA1IKU79WZ(S)-(-)-ethyl lactateEINECS 211-694-1ETHYL LACTATE, S-
Show more names
ETHYL (S)-(-)-LACTATEEthyl (S)-2-hydroxypropanoateL-Ethyl Lactate(S)-Ethyl 2-hydroxypropanoate(-)-ETHYL (S)-2-HYDROXYPROPIONATEETHYL-(S)-LACTATEethyl (2S)-lactateEthyl L-lactate 99%
ETHYL LACTATE NATURALDTXCID7022336Lactic acid, ethyl ester, (S)EC 211-694-1Propanoic acid, 2-hydroxy-, ethyl ester, (S)-FEMA NO. 2440, L-(-)-ETHYL 2-HYDROXYPROPIONATELACTIC ACID, ETHYL ESTER, (-)-
Database identifiers
- CAS
687-47-8- PubChem CID
- 92831
- DTXSID
DTXSID9042336
Properties
Computed structural properties
- XLogP
- 0.2
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 79.7
Experimental & physicochemical properties
SolventsSolvents -> Esters (<C12)
FragrancesFragrance Ingredient (Ethyl (L)-lactate) -> IFRA transparency List
Vapor Pressure1.6 [mmHg]
Physical Description
Liquid
Clear colorless liquid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 26 °C · −26 °C(lit.)
- alpha
- -10 · -10 º (neat)
- Boiling point
- 154 °C · 154 °C(lit.)
- Density
- 1.034 g/mL · 1.034 g/mL at 20 °C(lit.)
- vapor density
- 4.1 · 4.1 (vs air)
- vapor pressure
- 2 mm · 2 mm Hg ( 20 °C)
- refractive index
- 20 · n20/D 1.4130(lit.)
- FEMA
- 2440 · 2440 | ETHYL LACTATE
Safety & regulation
GHS classification
GHS Classification
Danger
H226: Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P354+P338, P317, P319, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P354+P338, P317, P319, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Propanoic acid, 2-hydroxy-, ethyl ester, (2S)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 2-hydroxy-, ethyl ester, (2S)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Status: Active Update: 02-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13866
(S)-(-)-Ethyl lactate: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryNot a skin irritant in rabbits; No skin sensitization observed in in vivo assay of mice; No developmental toxicity observed in chronic dermal studies of rats; May cause serious eye injury; [Sigma-Aldrich MSDS] See Ethyl lactate.
Hazard Classes and Categories
Flam. Liq. 3 (100%)
Flammable liquid - category 3
Flam. Liq. 3
Toxicology
Adverse EffectsNeurotoxin - Acute solvent syndrome
Chemistry & industry
Uses & manufacturing
Uses
Used to formulate plant protection products, biocidal products, washing-cleaning products, polishes-waxes, air care products, laboratory chemicals, functional fluids (lubricants, greases, heat transfer fluids, and metal working fluids), paints-coatings-printing inks, textile and leather finishing products, antifreeze and de-icing products, fillers-putties-plasters, adhesives-sealants, paper-board processing products (dyes, finishing, impregnation), fuels, adsorbents, processing aids (i.e. pH regulators, flocculants, and precipitants), pharmaceuticals, polymers, water softeners and treatment chemicals, surface treatment products for the electronics industry, metal surface treatment products (including those for galvanizing and electroplating), non-metal surface treatment products, perfumes-fragrances, and cosmetics-personal care products; [ExPub: ECHA REACH Registrations] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]
Metal Machining [Category: Heat or Machine]
U.S. Production2023: 700,000 - <850,000 lb
Consumer UsesSolvent
Industry UsesSemiconductor and photovoltaic agent
Use ClassificationFragrance Ingredients
General Manufacturing Information
Computer and Electronic Product Manufacturing
Propanoic acid, 2-hydroxy-, ethyl ester, (2S)-: ACTIVE
Applications
Uses(-)-Ethyl L-Lactate is a naturally occuring chemical compound that is often used as an industrial solvent in chemical reactions.
UsesEthyl L-lactate is used in the preparation of food additives, aryl aldimines, fragrances and in pharmaceutical preparations. It can be considered as a green solvent in chemical industries due to its biodegradable nature. As a solvent, it used in the production of nitrocellulose, cellulose acetate and cellulose ethers.
Related reactions
87 records
Compound notes
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