Azetidine

Azetidine Basic information
Product Name:Azetidine
Synonyms:TRIMETHYLENE IMINE;1,3-Propylenimine;Azacyclobutane;Azete, tetrahydro-;Trimethylenimine;AZETIDINE;Azetidine,98%;Azetidine (Trimethyleneimine)
CAS:503-29-7
MF:C3H7N
MW:57.09
EINECS:207-963-8
Product Categories:Pyridines ,Halogenated Heterocycles;Azetidine
Mol File:503-29-7.mol
Azetidine Structure
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.)
Fp −5 °F
storage temp. Store below +30°C.
pka11.29(at 25℃)
form Liquid
color Clear colorless
Water Solubility miscible
Sensitive Moisture Sensitive/Air Sensitive
BRN 102384
InChIKeyHONIICLYMWZJFZ-UHFFFAOYSA-N
CAS DataBase Reference503-29-7(CAS DataBase Reference)
NIST Chemistry ReferenceAzetidine(503-29-7)
EPA Substance Registry SystemAzetidine (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
2-10
TSCA Y
HazardClass 3.1
PackingGroup I
HS Code 29339990
MSDS Information
ProviderLanguage
Trimethylene imine English
SigmaAldrich English
ACROS English
Azetidine Usage And Synthesis
Chemical Propertiesclear colorless liquid
Usessuzuki reaction
UsesAzetidine 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.
DefinitionChEBI: Azetidine is a saturated organic heteromonocyclic parent, a member of azetidines and an azacycloalkane.
General DescriptionPhototransformations 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 MethodsAzetidine 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.]
7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID Cyclopropane 1-Chloro-2-methylpropane 6-Aminopenicillanic acid Penicillin V potassium salt ISOBUTANE Dicloxacillin sodium 4-BENZOYLOXY-2-AZETIDINONE Cephaloridine Azetidine n-Butane OXACILLIN SODIUM 7-Amino-3-methyl-3-cephem-4-carboxylic acid 2-Bromo-2-methylpropane 4-Acetoxy-2-azetidinone Nafcillin sodium salt monohydrate 2-Azetidinone Mezlocillin

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