(R)-(+)-Lactamide Chemical Properties

Melting point:

50-53 °C(lit.)

alpha 

21 º (C=10 IN H2O)

Boiling point:

281.9±23.0 °C(Predicted)

Density 

1.161±0.06 g/cm3(Predicted)

refractive index 

20.5 ° (C=10, H2O)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder to crystal

pka

13.34±0.20(Predicted)

color 

White to Light yellow to Light orange

optical activity

[α]20/D +21.0°, c = 10 in H2O

InChI

InChI=1S/C3H7NO2/c1-2(5)3(4)6/h2,5H,1H3,(H2,4,6)/t2-/m1/s1

InChIKey

SXQFCVDSOLSHOQ-UWTATZPHSA-N

SMILES

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

Safety Information

Hazard Codes 

T

Risk Statements 

23/24/25-36/37/38

Safety Statements 

24/25-45-36/37/39-26

WGK Germany 

3

HS Code 

29241990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

(R)-(+)-Lactamide Usage And Synthesis

Definition

ChEBI: (R)-(+)-Lactamide is a carboxamide.

Synthesis

GENERAL METHOD: α-Hydroxymethyl ester (10 mmol, 1.0 eq.) was placed in a 100 mL round-bottom flask (RBF) and saturated ammonia solution (20 mL, 38 eq.) was slowly added under ice-water bath conditions, followed by stirring the reaction mixture overnight. Upon completion of the reaction, the solvent is removed by concentration under reduced pressure, and in most cases, high purity (R)-2-hydroxypropionamide can be obtained directly in high yield. If the product is not of sufficient purity, it can be purified by fast column chromatography (silica gel 200-300 mesh, eluent ratio dichloromethane: methanol = 15:1).

References

[1] Chemistry Letters, 2017, vol. 46, # 2, p. 249 - 252

(R)-(+)-Lactamide(598-81-2)Related Product Information

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