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Sigma-Aldrich

(−)-Methyl L-lactate

greener alternative

98%, optical purity ee: 97% (GLC)

Synonyma:

Methyl (S)-(−)-lactate

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About This Item

Lineární vzorec:
CH3CH(OH)CO2CH3
Číslo CAS:
Molekulová hmotnost:
104.10
Beilstein/REAXYS Number:
1720587
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

liquid

optical activity

[α]18/D −8.1°, neat

optical purity

ee: 97% (GLC)

greener alternative product characteristics

Safer Solvents and Auxiliaries
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.413 (lit.)

bp

144-145 °C (lit.)

density

1.09 g/mL at 25 °C (lit.)

greener alternative category

SMILES string

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

InChI

1S/C4H8O3/c1-3(5)4(6)7-2/h3,5H,1-2H3/t3-/m0/s1

InChI key

LPEKGGXMPWTOCB-VKHMYHEASA-N

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General description

(-)-Methyl L-lactate can be used as a chiral auxiliary during the synthesis of Bao Gong Teng A, an antiglaucoma compound.
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.

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Osvědčení o analýze (COA)

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Zákazníci si také prohlíželi

Methyl (S)-lactate as a chiral auxiliary in the asymmetric synthesis of Bao Gong Teng A.
Pham VC and Charlton JL.
The Journal of Organic Chemistry, 60(24), 8051-8055 (1995)
Opposite signs of capacitive microsensor signals upon exposure to the enantiomers of methyl propionate compounds.
Petra Kurzawski et al.
Angewandte Chemie (International ed. in English), 47(5), 913-916 (2007-12-22)
Katia Le Barbu-Debus et al.
Physical chemistry chemical physics : PCCP, 8(8), 1001-1006 (2006-02-17)
Two low energy conformers of the chiral (R)-1-aminoindan molecule are identified in supersonic jet and their ground and excited states vibrational spectroscopy has been investigated by laser-induced fluorescence (LIF) excitation and single vibronic level (SVL) emission spectroscopy. Ab initio calculations
K Le Barbu-Debus et al.
Physical chemistry chemical physics : PCCP, 11(35), 7589-7598 (2009-12-03)
Complexation between (1R,2S)-(+)-cis-1-amino-2-indanol (AI) and the two enantiomers of methyl lactate has been studied by means of laser-induced fluorescence, resonance-enhanced two-photon ionisation, and IR-UV double resonance spectroscopy, in the region of 3 microm. Two isomeric complexes have been spectroscopically characterised
Nicole Borho et al.
Organic & biomolecular chemistry, 1(23), 4351-4358 (2003-12-20)
Chiral recognition and subsequent selective self-organisation into hydrogen-bonded n-mers is observed in supersonic methyl lactate expansions. The nu(OH) and nu(C=O)-vibrations are investigated by ragout-jet FTIR-spectroscopy and lead to the assignment of homo- and heterochiral clusters of at least three different

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