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Home > Encyclopedia > Ethyl L-lactate

Ethyl L-lactate

pharmaceutical raw materials
Ethyl L-lactate structure

Ethyl L-lactate 

structure
  • CAS No:

    687-47-8

  • Formula:

    C5H10O3

  • Chemical Name:

    Ethyl L-lactate

  • Synonyms:

    Propanoic acid,2-hydroxy-,ethyl ester,(2S)-;Propanoic acid,2-hydroxy-,ethyl ester,(S)-;Lactic acid,ethyl ester,(-)-;(-)-Ethyl lactate;Ethyl L-lactate;(S)-(-)-Ethyl lactate;(S)-(-)-Lactic acid ethyl ester;Ethyl (S)-lactate;(S)-Lactic acid ethyl ester;Ethyl (-)-(S)-lactate;(-)-Ethyl 2-hydroxypropionate;L-Ethyl lactate;Ethyl (S)-2-hydroxypropionate;(-)-Ethyl 2-hydroxypropanoate;(L)-(-)-Ethyl lactate;Ethyl (S)-2-hydroxypropanoate;Ethyl (S)-(-)-2-hydroxypropionate;(2S)-2-Hydroxypropionic acid ethyl ester;Ethyl L-(-)-lactate;Ethyl (2S)-(-)-2-hydroxypropanoate;(2S)-2-Hydroxypropanoic acid ethyl ester;(S)-2-Hydroxypropanoic acid ethyl ester;Ethyl (2S)-2-hydroxypropanoate;Ethyl (2S)-hydroxypropanoate;Ethyl L-lactate;(-)-Ethyl L-lactate;(2S)-Ethyl 2-hydroxypropanoate;13171-69-2

  • Categories:

    Flavors and Fragrances  >  Synthetic Fragrances

Description

clear liquid


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.

Ethyl L-lactate Basic Attributes

118.13

118.13

1720839

211-694-1

GA1IKU79WZ

DTXSID9042336

29181100

Characteristics

46.5

0.2

Clear colorless to pale yellow Liquid

1.025 g/cm3 @ Temp: 31 °C

−26 °C(lit.)

154 °C

120 °F

1.42-1.414

H2O: soluble

2-8°C

2 mm Hg ( 20 °C)

4.1 (vs air)

LD50 orally in Rabbit: > 2000 mg/kg

-10 º (neat)

1.5-16.4%(V)

Safety Information

III

3

UN 1192 3/PG 3

1

10-37-41

24-26-39

OD5075000

Xi,F

Irritant/Flammable

Stable under normal temperatures and pressures.

P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P370+P378, P403+P233, P403+P235, P405, P501

H226

|Danger|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 817 companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H226: Flammable liquid and vapor [Warning Flammable liquids]

Ethyl L-lactate Use and Manufacturing

Methods of Manufacturing

The metal halide catalytic method uses metal halides instead of concentrated sulfuric acid to catalyze the synthesis of ethyl lactate, with a yield of 65% to 71%. Rare earth compound catalytic method: ethanol 0.22~0.33mol, lactic acid 0.1lmol, water-carrying agent 25mL and rare earth compound (molar ratio with acid 1:100) were added to the flask, and the reaction was refluxed for 2.5~3h. The reaction solution was distilled off excess ethanol, water-carrying agent and unreacted lactic acid, and then distilled under reduced pressure to collect the product, with a yield of 74% to 79%. Sulfuric acid catalyzed by sulfuric acid catalyzed esterification of lactic acid and excess ethanol to obtain ethyl lactate; it can also be heated and refluxed in carbon tetrachloride for 24 hours, atmospheric pressure distillation to recover excess ethanol, and then vacuum distillation of the finished product. CH3CH(OH)COOH+C2H5OH[H2SO4]→CH3CH(OH)COOC2H5+H2O solid acid catalyzed NaY molecular sieve washed with water, dried, burned at high temperature, and then heated and impregnated with a certain concentration of NH4C1 solution for ion exchange to filter NH4Y , Washing, drying, high temperature activation at 550 ℃, that is, solid acid HY. Then add lactic acid, ethanol, benzene, HY to the reaction flask, HY/lactic acid=25/100 (mass), lactic acid/ethanol (mole)=1/3. At 100 ~ 160 ℃ reflux water separation reaction for 8 ~ 10h, the esterification rate is more than 60%. Distillation esterification method will 225g80% lactic acid, 475mI. (380 g) 95% ethanol, 100 mL benzene, 2 mL concentrated sulfuric acid, and a little zeolite were added to the flask (1000 mL) of the water separation distillation apparatus. The reaction liquid is heated to boiling, steam (ethanol, benzene and water) passes through the distillation column and enters the condenser, the water layer is separated and refluxed to the distillation column, and the top temperature of the column is stable at 64.9°C. When 240g of the water layer (including 119g of ethanol, 99g of water, and 22g of benzene) was separated, there was substantially no water, and the temperature at the top of the column rose to 68°C, and the esterification was ended. After the reaction solution was cooled, 6 g of anhydrous sodium acetate was added to neutralize sulfuric acid, and distillation under reduced pressure was performed. First, reflux for 1h, then under a vacuum of 2.45kPa, control the reflux ratio to be not less than 5, the column top temperature is 58℃, and 226g of colorless and clear ethyl lactate is distilled, with a yield of 96%.

Uses

(-)-Ethyl L-Lactate is a naturally occuring chemical compound that is often used as an industrial solvent in chemical reactions.


Solvents (for cleaning and degreasing)


Electrical and electronic products

All other chemical product and preparation manufacturing|Propanoic acid, 2-hydroxy-, ethyl ester, (2S)-: ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Computed Properties

Molecular Weight:118.13
XLogP3:0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:118.062994177
Monoisotopic Mass:118.062994177
Topological Polar Surface Area:46.5
Heavy Atom Count:8
Complexity:79.7
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

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