Azetidine Chemical Properties

Melting point:

-70°C

Boiling point:

61-62 °C(lit.)

Density 

0.847 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.432(lit.)

Flash point:

−5 °F

storage temp. 

Store below +30°C.

pka

11.29(at 25℃)

form 

Liquid

color 

Clear colorless

Water Solubility 

miscible

Sensitive 

Moisture Sensitive/Air Sensitive

BRN 

102384

InChIKey

HONIICLYMWZJFZ-UHFFFAOYSA-N

CAS DataBase Reference

503-29-7(CAS DataBase Reference)

NIST Chemistry Reference

Azetidine(503-29-7)

EPA Substance Registry System

Azetidine (503-29-7)

Safety Information

Hazard Codes 

F,C

Risk Statements 

11-34

Safety Statements 

16-26-36/37/39-45

RIDADR 

UN 2733 3/PG 2

WGK Germany 

3

F 

2-10

TSCA 

Y

HazardClass 

3.1

PackingGroup 

I

HS Code 

29339990

MSDS

• Language:English Provider:Trimethylene imine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

Azetidine Usage And Synthesis

Chemical Properties

clear colorless liquid

Uses

suzuki reaction

Uses

Azetidine is involved in a high yielding palladium-catalyzed cross-coupling reaction with aryl bromides. Further, it is used in Ullmann type coupling reaction with iodonitroflourenes. In addition to this, it reacts with bis-(3-amino-propyl)-amine to prepare N,N'-bis-(3-amino-propyl)-propanediyldiamine using palladium as a catalyst.

Definition

ChEBI: Azetidine is a saturated organic heteromonocyclic parent, a member of azetidines and an azacycloalkane.

General Description

Phototransformations of azetidine radical cations in freonic matrices under the action of light with λ = 436nm has been investigated. The IR spectrum of azetidine in solid argon matrices has been measured.

Purification Methods

Azetidine is a flammable, hygroscopic liquid smelling of ammonia, which absorbs CO2 from air and should be kept under Argon. Purify it by drying it over solid KOH and distilling it through a short Vigreux column (p 11) at atmospheric pressure (under Argon) and keeping the pot temperature below 210o. It is moisture sensitive. The hydrochloride M 93.6 has m > 300o and the hydroiodide has m 146.5o(from EtOH). The N-Me derivative has m 112o(from *C6H6/pet ether), and the Nphenylcarbamoyl derivative has m 189-190o(from EtOH). [Searles et al. J Am Chem Soc 7 8 4917 1956, Beilstein 20 H 2, 20 I 3, 20 II 3, 20 III/IV 53, 20/1 V 136.]

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