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230340

Sigma-Aldrich

(−)-Methyl L-lactate

greener alternative

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

Sinonimo/i:

Methyl (S)-(−)-lactate

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About This Item

Formula condensata:
CH3CH(OH)CO2CH3
Numero CAS:
27871-49-4
Peso molecolare:
104.10
Beilstein:
1720587
Numero CE:
248-704-9
Numero MDL:
MFCD00064265
Codice UNSPSC:
12352108
ID PubChem:
24853796
NACRES:
NA.22

Livello qualitativo

100

Saggio

98%

Forma fisica

liquid

Attività ottica

[α]18/D −8.1°, neat

Purezza ottica

ee: 97% (GLC)

Caratteristiche più verdi

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

sustainability

Greener Alternative Product

Indice di rifrazione

n20/D 1.413 (lit.)

P. eboll.

144-145 °C (lit.)

Densità

1.09 g/mL at 25 °C (lit.)

Categoria alternativa più verde

Aligned,

Stringa SMILE

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

InChI

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

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Categorie correlate

Descrizione generale

(-)-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.

Pittogrammi

FlameExclamation mark
GHS02,GHS07

Avvertenze

Warning

Indicazioni di pericolo

H226,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

120.2 °F - closed cup

Punto d’infiammabilità (°C)

49 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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Supelco

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Sigma-Aldrich

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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)
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
Huoming Li et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(38), 11530-11534 (2010-08-31)
RCM + AD = T2: In the presence of the C16-methylene group, regioselective ring-closing metathesis (RCM) formed the (12E)-endocyclic double bond, which underwent Os-catalyzed asymmetric dihydroxylation (AD) to give the desired 12,13-diol intermediate required for the total synthesis of amphidinolide
K Bodenhöfer et al.
Nature, 387(6633), 577-580 (1997-06-05)
Odour perception in humans can sometimes discriminate different enantiomers of a chiral compound, such as limonene. Chiral discrimination represents one of the greatest challenges in attempts to devise selective and sensitive gas sensors. The importance of such discrimination for pharmacology
Nicole Borho et al.
Physical chemistry chemical physics : PCCP, 8(38), 4449-4460 (2006-09-27)
Intermolecular hydrogen bonding competes with an intramolecular hydrogen bond when methanol binds to an alpha-hydroxyester. Disruption of the intramolecular OH...O=C contact in favour of a cooperative OH...OH...O=C sequence is evidenced by FTIR spectroscopy for the addition of methanol to the
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