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Methyl (R)-(+)-lactate

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Methyl (R)-(+)-lactate Basic information

Product Name:
Methyl (R)-(+)-lactate
Synonyms:
  • Methyl-D-lactate >=99.0%,Chiral grade
  • Methyl D-lactate,D-Lactic acid methyl ester
  • D- 
  • Methyl (R)-(+)-lactate, 98% 1GR
  • Methyl (R)-(+)-lactate, 98% 5GR
  • (2R)-2-Hydroxypropanoic Acid Methyl Ester
  • Methyl (2R)-2-Hydroxypropanoate
  • Methyl (R)-2-Hydroxypropanoate
CAS:
17392-83-5
MF:
C4H8O3
MW:
104.1
EINECS:
241-420-6
Product Categories:
  • chiral
  • Building Blocks for Liquid Crystals
  • Chiral Compounds (Building Blocks for Liquid Crystals)
  • Functional Materials
  • bc0001
Mol File:
17392-83-5.mol
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Methyl (R)-(+)-lactate Chemical Properties

Boiling point:
144-145 °C(lit.)
alpha 
8.5 º (c=neat)
Density 
1.09 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.413(lit.)
Flash point:
121 °F
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly)
pka
13.07±0.20(Predicted)
form 
Liquid
color 
Clear colorless
optical activity
[α]21/D +8.4°, neat
Water Solubility 
miscible, hydrolyses
Merck 
14,6094
InChIKey
LPEKGGXMPWTOCB-GSVOUGTGSA-N
LogP
-0.719 (est)
CAS DataBase Reference
17392-83-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
10-36/37
Safety Statements 
16-24-24/25
RIDADR 
UN 3272 3/PG 3
WGK Germany 
1
HazardClass 
3
PackingGroup 
III
HS Code 
29181100

MSDS

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Methyl (R)-(+)-lactate Usage And Synthesis

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

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.

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