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Sigma-Aldrich

(+)-Methyl D-lactate

greener alternative

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

Sinonimo/i:

D-Lactic acid methyl ester, Methyl (R)-(+)-lactate

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About This Item

Formula condensata:
CH3CH(OH)CO2CH3
Numero CAS:
Peso molecolare:
104.10
Numero CE:
Numero MDL:
Codice UNSPSC:
12352108
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

98%

Stato

liquid

Attività ottica

[α]21/D +8.4°, neat

Purezza ottica

ee: 96% (GLC)

Caratteristiche più verdi

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

sustainability

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Indice di rifrazione

n20/D 1.413 (lit.)

P. ebollizione

144-145 °C (lit.)

Densità

1.09 g/mL at 25 °C (lit.)

Gruppo funzionale

ester
hydroxyl

Categoria alternativa più verde

Stringa SMILE

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

InChI

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

Descrizione generale

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.

Applicazioni

(+)-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.

Pittogrammi

FlameExclamation mark

Avvertenze

Warning

Indicazioni di pericolo

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


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Asymmetric total synthesis of PM-toxin A, a corn host-specificpathotoxin
Hayakawa H, et al.
Chemical Communications (Cambridge, England), 66(13), 1219-1220 (1997)
Total synthesis of neomethymycin and novamethymycin
O Hong-Se and K Han-Young
Tetrahedron, 66(24), 4307-4317 (2010)
A Knüttel et al.
Magnetic resonance in medicine, 9(2), 254-260 (1989-02-01)
An RF and field gradient pulse sequence is presented permitting the single-scan volume-selective spectral editing of the signals of coupled spins. The attribute "single scan" means that the editing of resonance lines is performed in each accumulation or phase cycling
Changhua Xu et al.
Langmuir : the ACS journal of surfaces and colloids, 24(16), 9118-9124 (2008-07-12)
This study reports the development of novel chiral sensors based on the self-assembly of perfunctionalized beta-cyclodextrins (beta-CD) on a quartz crystal microbalance transducer for real time chiral recognition. Ten chiral sensors immobilized with mercaptyl perfunctionalized beta-cyclodextrins were found to exhibit
Philipp Zielke et al.
Physical chemistry chemical physics : PCCP, 8(24), 2826-2830 (2006-06-16)
Raman active symmetric O-H stretching modes are detected and assigned for the first time in isolated methanol, ethanol and methyl lactate trimers, providing insights into cluster structure, vibrational assignments and hydrogen-bond mediated couplings.

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