(3S,4S)-3-Amino-4-methyl-2-azetidinone

Basic Information

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CAS Number

87791-62-6

Molecular Formula

C4H8N2O

Molecular Weight

100.12 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

SMILES

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C[C@H]1[C@@H](C(=O)N1)N

InChI

InChI=1S/C4H8N2O/c1-2-3(5)4(7)6-2/h2-3H,5H2,1H3,(H,6,7)/t2-,3-/m0/s1

InChIKey

HEKIBZBEXRTFRP-HRFVKAFMSA-N

LogP

-1.1679999999999997

Topological Polar Surface Area

55.120000000000005 Å²

Hydrogen Bond Donor/Acceptor

3 / 3

Synonyms & References

English

(3S,4S)-3-Amino-4-methylazetidin-2-one
2-Azetidinone,3-amino-4-methyl-, (3S,4S)-
(3S,4S)-3-Amino-4-methyl-2-azetidinone (ACI)
2-Azetidinone, 3-amino-4-methyl-, (3S-trans)- (ZCI)

MDL Number

MFCD18833616

FAQ

What are the physical and chemical properties of (3S,4S)-3-Amino-4-methyl-2-azetidinone (CAS: 87791-62-6)?

(3S,4S)-3-Amino-4-methyl-2-azetidinone is a white crystalline solid with a molecular weight of approximately 129.14 g/mol. It has a high water solubility and moderate solubility in organic solvents. This compound is known for its reactivity, particularly towards nucleophilic substitution and condensation reactions.

How is (3S,4S)-3-Amino-4-methyl-2-azetidinone (CAS: 87791-62-6) typically synthesized?

(3S,4S)-3-Amino-4-methyl-2-azetidinone is often synthesized through a multistep process involving the condensation of methyl acetoacetate with ammonia, followed by hydrolysis to introduce the amino group. The reaction typically requires a dehydrating agent and is performed under basic conditions. Yield and selectivity can be improved with the use of appropriate catalysts.

What industries use (3S,4S)-3-Amino-4-methyl-2-azetidinone (CAS: 87791-62-6)?

(3S,4S)-3-Amino-4-methyl-2-azetidinone finds applications in the pharmaceutical industry for the synthesis of bioactive molecules, as well as in the production of certain polymers and sensors due to its unique functional groups. It is also used in semiconductor technology for specific chemical processing steps.

What precautions should be taken when handling (3S,4S)-3-Amino-4-methyl-2-azetidinone (CAS: 87791-62-6)?

When handling (3S,4S)-3-Amino-4-methyl-2-azetidinone, 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. In case of a spill, immediately clean the area with water and ensure proper disposal in accordance with safety data sheet (SDS) guidelines.