3-Benzylazetidine

Basic Information

View in Editor

CAS Number

90874-34-3

Molecular Formula

C10H13N

Molecular Weight

147.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

SMILES

View in Editor

C1C(CN1)CC2=CC=CC=C2

InChI

InChI=1S/C10H13N/c1-2-4-9(5-3-1)6-10-7-11-8-10/h1-5,10-11H,6-8H2

InChIKey

AKUVRZKNLXYTJX-UHFFFAOYSA-N

LogP

1.4485000000000001

Topological Polar Surface Area

12.03 Å²

Hydrogen Bond Donor/Acceptor

1 / 1

Complexity

112

Synonyms & References

English

Azetidine,3-(phenylmethyl)-
3-BENZYLAZETIDINE
3-(Phenylmethyl)azetidine (ACI)
Azetidine, 3-benzyl- (7CI)
3-Benzylazetidine
3-benzylazetidine
MFCD09040525
NCGC00326599-01
90874-34-3
AKUVRZKNLXYTJX-UHFFFAOYSA-N
F8889-8565
BS-13398
SCHEMBL1742163
P15109
SB50854
EN300-27129
AKOS000135920
Z234895271
DB-128237
US10023559, Example 1
3-benzyl-azetidine
DTXSID30585456
AB01166700-03
BDBM283675
CS-0055044
3-benzylazetidine, AldrichCPR

MDL Number

MFCD09040525

FAQ

What are the physical and chemical properties of 3-Benzylazetidine (CAS: 90874-34-3)?

3-Benzylazetidine (CAS: 90874-34-3) is a colorless crystalline solid with a molecular weight of approximately 166.24 g/mol. It has a pKa of around 12.7, indicating basicity. The compound is sparingly soluble in water but soluble in organic solvents such as ethanol and acetone. It is highly reactive towards nucleophiles and can undergo ring-opening reactions. It is stable under normal conditions but should be stored in a cool, dark place to prevent degradation.

How is 3-Benzylazetidine (CAS: 90874-34-3) typically synthesized?

3-Benzylazetidine (CAS: 90874-34-3) is typically synthesized via the reaction of benzylamine with azetidine-2,3-dione in the presence of a catalyst such as potassium carbonate. The reaction is carried out in an aprotic solvent like dimethylformamide (DMF) at room temperature, leading to good yields. The product can be isolated by recrystallization from a suitable solvent.

What industries use 3-Benzylazetidine (CAS: 90874-34-3)?

3-Benzylazetidine (CAS: 90874-34-3) is used in the pharmaceutical industry for the synthesis of certain drugs due to its basic nature and structural versatility. It also finds applications in the polymer industry as a monomer for the production of specific polymers with unique properties. Additionally, it is used in the sensor industry for developing gas sensors and in the development of certain semiconductors.

What precautions should be taken when handling 3-Benzylazetidine (CAS: 90874-34-3)?

When handling 3-Benzylazetidine (CAS: 90874-34-3), it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area, ideally in a fume hood. If a spill occurs, it should be immediately cleaned up using appropriate absorbent materials. The safety data sheet (SDS) should be consulted for detailed information on handling and disposal. This compound is basic and can cause skin irritation, so proper care should be taken to avoid contact with the skin and eyes.