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Merck

277762

Sigma-Aldrich

(+)-Methyl-D-lactat

greener alternative

98%, optical purity ee: 96% (GLC)

Synonym(e):

D-Methyl lactat, Methyl-(R)-(+)-lactat

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About This Item

Lineare Formel:
CH3CH(OH)CO2CH3
CAS-Nummer:
Molekulargewicht:
104.10
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352108
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

98%

Form

liquid

Optische Aktivität

[α]21/D +8.4°, neat

Optische Reinheit

ee: 96% (GLC)

Grünere Alternativprodukt-Eigenschaften

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

sustainability

Greener Alternative Product

Brechungsindex

n20/D 1.413 (lit.)

bp

144-145 °C (lit.)

Dichte

1.09 g/mL at 25 °C (lit.)

Grünere Alternativprodukt-Kategorie

SMILES String

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

InChI

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

InChIKey

LPEKGGXMPWTOCB-GSVOUGTGSA-N

Allgemeine Beschreibung

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.

Anwendung

(+)-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.

Piktogramme

FlameExclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

120.2 °F - closed cup

Flammpunkt (°C)

49 °C - closed cup

Persönliche Schutzausrüstung

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


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Kunden haben sich ebenfalls angesehen

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Total synthesis of marine natural products separacenes A and B
D Subhendu and G Rajib Kumar
Organic & Biomolecular Chemistry, 15(22), 4842-4850 (2017)
Asymmetric total synthesis of PM-toxin A, a corn host-specificpathotoxin
Hayakawa H, et al.
Chemical Communications (Cambridge, England), 66(13), 1219-1220 (1997)
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
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

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