ChemicalBook--->CAS DataBase List--->17392-83-5

17392-83-5

17392-83-5 Structure

17392-83-5 Structure
IdentificationMore
[Name]

Methyl (R)-(+)-lactate
[CAS]

17392-83-5
[Synonyms]

D-(+)-LACTIC ACID METHYL ESTER
D-LACTIC ACID METHYL ESTER
DLAM
METHYL D-(+)-LACTATE
METHYL D-LACTATE
METHYL (R)-(+)-LACTATE
METHYL-(R)-LACTATE
(R)-(+)-METHYL LACTATE
(+)-Methyl D-lactate, 98%, (96% ee/GLC)
D-(+)-LACTIC ACID METHYL ESTER 98+%
Methyl-(R)-lactat
(R)-2-hydroxy-propanoic acid methyl ester
D-Lactic acid methyl ester, Methyl (R)-(+)-lactate
Propanoic acid, 2-hydroxy-, methyl ester, (2R)-
(2R)-2-Hydroxypropionic acid methyl ester
[R,(+)]-2-Hydroxypropionic acid methyl ester
D-Methyl Lactate
[EINECS(EC#)]

241-420-6
[Molecular Formula]

C4H8O3
[MDL Number]

MFCD00004517
[Molecular Weight]

104.1
[MOL File]

17392-83-5.mol
Chemical PropertiesBack Directory
[Appearance]

Colorless to light yellow liqui
[alpha ]

8.5 º (c=neat)
[Boiling point ]

144-145 °C(lit.)
[density ]

1.09 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.413(lit.)
[Fp ]

121 °F
[storage temp. ]

2-8°C
[solubility ]

Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly)
[form ]

Liquid
[pka]

13.07±0.20(Predicted)
[color ]

Clear colorless
[Optical Rotation]

[α]21/D +8.4°, neat
[Water Solubility ]

miscible, hydrolyses
[Merck ]

6094
[InChI]

1S/C4H8O3/c1-3(5)4(6)7-2/h3,5H,1-2H3/t3-/m1/s1
[InChIKey]

LPEKGGXMPWTOCB-GSVOUGTGSA-N
[SMILES]

COC(=O)[C@@H](C)O
[LogP]

-0.719 (est)
[CAS DataBase Reference]

17392-83-5(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Warning
[Hazard statements ]

H226-H319-H335
[Precautionary statements ]

P210-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R10:Flammable.
R36/37:Irritating to eyes and respiratory system .
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S24:Avoid contact with skin .
[RIDADR ]

UN 3272 3/PG 3
[WGK Germany ]

1
[REACH Registrations]

Active
[HazardClass ]

3
[PackingGroup ]

III
[HS Code ]

29181100
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Eye Irrit. 2
Flam. Liq. 3
STOT SE 3
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Methyl (R)-(+)-lactate(17392-83-5).msds
Hazard InformationBack Directory
[Chemical Properties]

Colorless to light yellow liqui
[Uses]

(+)-Methyl D-lactate can be used as a starting material in the asymmetric preparation of:
  • Neomethymycin, a macrolide which contains 12-membered macrolactone that is used as a potent biological agent.
  • PM-toxin A.

It can also be used as a chiral pool along with D-(-)-tartaric acid in the stereoselective total synthesis of separacenes A and B via Trost-Rychnovsky alkyne rearrangement, Horner-Wadsworth-Emmons olefination as well as Corey-Bakshi-Shibata reaction.
[Definition]

ChEBI: A methyl lactate that has R configuration.
[General Description]

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry.This compound has benign qualities and is biodegradable, water miscible, and functions as a versatile solvent for CA membrane preparation. This is also used as an intermediate for the production of other chemicals, polymers, and derivatives. Thus this product has been enhanced for Safer solvents and auxiliaries. Click here for more information.
[Synthesis]

Methyl lactate

547-64-8

L(+)-Lactic acid

79-33-4

Methyl (R)-(+)-lactate

17392-83-5

The general procedure for the synthesis of L-lactic acid and D-lactic acid methyl ester from methyl lactate was as follows: in a standard 500-μL hydrolysis reaction system, 140 μg of purified esterase PHE14, 50 mmol/L of racemic methyl lactate as substrate, and 50 mmol/L of phosphate buffer (pH 7.5) were added. The reaction system was incubated at 37°C for 1 hour. Upon completion of the reaction, the reaction samples were extracted using an equal volume of ethyl acetate, and the organic phase was subsequently analyzed to assess the enzymatic disassembly of (±)-lactic acid methyl ester.

[References]

[1] Chinese Journal of Catalysis, 2016, vol. 37, # 8, p. 1396 - 1402
[2] Green Chemistry, 2013, vol. 15, # 10, p. 2817 - 2824
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl (R)-(+)-lactate(17392-83-5)1HNMR
Methyl (R)-(+)-lactate(17392-83-5)Raman
Methyl (R)-(+)-lactate(17392-83-5)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Methyl (R)-(+)-lactate, 98%(17392-83-5)
[Sigma Aldrich]

17392-83-5(sigmaaldrich)
[TCI AMERICA]

Methyl D-(+)-Lactate,>98.0%(GC)(17392-83-5)
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