(S)-2-Benzylaziridine

Basic Information

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CAS Number

73058-30-7

Molecular Formula

C9H11N

Molecular Weight

133.19 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

SMILES

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C1C(N1)CC2=CC=CC=C2

InChI

InChI=1S/C9H11N/c1-2-4-8(5-3-1)6-9-7-10-9/h1-5,9-10H,6-7H2/t9-/m0/s1

InChIKey

LKQAJXTWYDNYHK-VIFPVBQESA-N

LogP

1.2009000000000003

Topological Polar Surface Area

21.94 Å²

Hydrogen Bond Donor/Acceptor

1 / 1

Complexity

105

Synonyms & References

English

CS-W021165
(2S)-2-(phenylmethyl)aziridine
(S)-2-BENZYL-AZIRIDINE
MFCD06796591
AKOS016842523
73058-30-7
Aziridine, 2-(phenylmethyl)-, (2S)-
A13297
(2S)-2-benzylaziridine
DTXSID90453723
AM20041087
(S)-Benzylaziridine
BCP18628
EN300-7399925
AS-11452
SCHEMBL538540
A837704
LKQAJXTWYDNYHK-VIFPVBQESA-N
Q-100799
(s)-2-benzylaziridine
(S)-2-Benzylaziridine
(S)-2-Benzyl-aziridine
Aziridine,2-(phenylmethyl)-, (S)-
(2R)-2-Benzylaziridine
2beta-Benzylaziridine
S-2-benzyl aziridine
PubChem20894
FC0759
Aziridine,2-(phenylmethyl)-, (2S)-
AB0009986
ST2408310

MDL Number

MFCD06796591

Customs Code

2933990090

FAQ

What are the physical and chemical properties of (S)-2-Benzylaziridine (CAS: 73058-30-7)?

(S)-2-Benzylaziridine (CAS: 73058-30-7) is a crystalline compound with a molecular weight of approximately 169.21 g/mol. It is slightly soluble in water but highly soluble in organic solvents like ethanol and acetone. Chemically, it is prone to nucleophilic substitution reactions and can undergo ring-opening reactions under basic conditions. It is often used in organic synthesis due to its reactivity.

How is (S)-2-Benzylaziridine (CAS: 73058-30-7) typically synthesized?

(S)-2-Benzylaziridine (CAS: 73058-30-7) is typically synthesized via kinetic resolution of chiral aziridines or by asymmetric synthesis using chiral catalysts. The method involves the kinetic resolution of racemic aziridines using chiral auxiliaries, ensuring high enantiomeric excess. Yields can range from 50% to 90%, depending on the reaction conditions and catalyst choice.

What industries use (S)-2-Benzylaziridine (CAS: 73058-30-7)?

(S)-2-Benzylaziridine (CAS: 73058-30-7) finds applications in the pharmaceutical industry for the synthesis of drug intermediates, particularly in the development of chiral drugs. It is also used in the polymer industry for the preparation of functionalized polymers and in the semiconductor industry for the production of chiral materials. Additionally, it is employed in the production of sensors and other chiral compounds.

What precautions should be taken when handling (S)-2-Benzylaziridine (CAS: 73058-30-7)?

When handling (S)-2-Benzylaziridine (CAS: 73058-30-7), appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. Work should be conducted in a well-ventilated fume hood to minimize exposure. Spills should be cleaned up using suitable absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and emergency procedures.