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HomeProduct name listAzetidine

Azetidine

Synonym(s):Trimethylene imine

  • CAS NO.:503-29-7
  • Empirical Formula: C3H7N
  • Molecular Weight: 57.09
  • MDL number: MFCD00005165
  • EINECS: 207-963-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-17 21:30:02
Azetidine Structural

What is Azetidine?

Chemical properties

clear colorless liquid

The Uses of Azetidine

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.

The Uses of Azetidine

suzuki reaction

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.]

Properties of Azetidine

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.
form  Liquid
pka 11.29(at 25℃)
color  Clear colorless
Water Solubility  miscible
Sensitive  Moisture Sensitive/Air Sensitive
BRN  102384
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 for Azetidine

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H225:Flammable liquids
H314:Skin corrosion/irritation
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Azetidine

InChIKey HONIICLYMWZJFZ-UHFFFAOYSA-N

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