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: 2026-01-13 11:22:05
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 | n |
| 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) |
![]() Flame Flammables GHS02 ![]() 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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