(R)-2-Hydroxypropanamide (R-Lactamide)

Basic Information

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CAS Number

598-81-2

Molecular Formula

C3H7NO2

Molecular Weight

89.09 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

50-53 °C

Boiling Point

281.9°C at 760 mmHg

Density

1.2±0.1 g/cm3

Flash Point

124.3±22.6 °C

Refractive Index

20.5 ° (C=10, H2O)

Vapor Pressure

0.0±1.3 mmHg at 25°C

Specific Rotation

21 º (c=10 in H2O)

SMILES

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CC(C(=O)N)O

InChI

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

InChIKey

SXQFCVDSOLSHOQ-UWTATZPHSA-N

LogP

-1.1475000000000002

Topological Polar Surface Area

63.31999999999999 Å²

Hydrogen Bond Donor/Acceptor

3 / 3

Complexity

61.8

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

SXQFCVDSOLSHOQ-UWTATZPHSA-N
AKOS015840294
598-81-2
(R)-(+)-Lactamide, 97%
SXQFCVDSOLSHOQ-UWTATZPHSA-
(2R)-2-hydroxypropanamide
(2R)-2-oxidanylpropanamide
CS-W016674
A814549
(R)-Lactamide
L0167
R-(+)-Lactamide 97+% cp 98+% ee
MFCD00210310
EN300-212052
AKOS006337752
AC1144
(R)-2-hydroxy-propionamide
DTXSID10364145
(R)-(+)-2-Hydroxypropionamide
(r)-2-hydroxypropanamide
(R)-(+)-Lactamide
Propanamide, 2-hydroxy-, (2R)-
CHEBI:182630
InChI=1/C3H7NO2/c1-2(5)3(4)6/h2,5H,1H3,(H2,4,6)/t2-/m1/s1
D-lactamide
(R)-2-Hydroxypropanamide
(R)-()-Lactamide
2-hydroxypropanamide
2-hydroxypropionamide
436801_ALDRICH
AC1LTCRZ

MDL Number

MFCD00210310

FAQ

What are the physical and chemical properties of (R)-2-Hydroxypropanamide (CAS: 598-81-2)?

(R)-2-Hydroxypropanamide, also known as (R)-lactamide, is a white crystalline solid with a molecular weight of approximately 102.12 g/mol. It is sparingly soluble in water but highly soluble in organic solvents like ethanol and acetone. This compound is amphoteric in nature and exhibits moderate reactivity, particularly in nucleophilic substitution reactions. It has a pKa of around 8.5, indicating basic properties in aqueous solutions.

How is (R)-2-Hydroxypropanamide (CAS: 598-81-2) typically synthesized?

(R)-2-Hydroxypropanamide can be synthesized via the hydrolysis of the corresponding (R)-2-aminopropanoyl chloride. The reaction typically involves treating the chloride with a strong base like sodium hydroxide in a polar aprotic solvent like dimethylformamide (DMF) at room temperature. The yield is generally around 75-85%, with good stereochemical control and high enantiomeric purity.

What industries use (R)-2-Hydroxypropanamide (CAS: 598-81-2)?

(R)-2-Hydroxypropanamide is widely used in the pharmaceutical industry as an intermediate in the synthesis of various drugs. It also finds applications in the polymer industry, where it serves as a crosslinking agent, and in the development of sensors and semiconductors due to its amphoteric properties and reactivity.

What precautions should be taken when handling (R)-2-Hydroxypropanamide (CAS: 598-81-2)?

When handling (R)-2-Hydroxypropanamide, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. In case of spillage, it should be carefully and thoroughly cleaned up with appropriate absorbent materials. Exposure to this compound should be avoided, and an SDS (Safety Data Sheet) should be consulted for detailed safety guidelines and emergency procedures.