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281069

Sigma-Aldrich

Azetidine

98%

Synonym(s):

Trimethylene imine

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About This Item

Empirical Formula (Hill Notation):
C3H7N
CAS Number:
Molecular Weight:
57.09
Beilstein:
102384
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.432 (lit.)

bp

61-62 °C (lit.)

density

0.847 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C1CNC1

InChI

1S/C3H7N/c1-2-4-3-1/h4H,1-3H2

InChI key

HONIICLYMWZJFZ-UHFFFAOYSA-N

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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.

Application

Azetidine was employed in:
  • a high yielding palladium-catalyzed cross-coupling raection with aryl bromides
  • Ullmann type coupling reaction with iodonitroflourenes

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

-4.0 °F

Flash Point(C)

-20 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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Experimental and computational studies of the structure and vibrational spectra of azetidine derivatives.
Thompson CA, et al.
Journal of Molecular Structure, 491(1), 67-80 (1999)
Phototransformations of azetidine radical cations stabilized in freonic matrices.
Sorokin ID, et al.
High Energy Chemistry, 48(3), 180-184 (2014)
Synthesis, 243-243 (2007)
Younghue Han et al.
Journal of medicinal chemistry, 55(18), 8188-8192 (2012-09-04)
Novel azetidines based on the 3-aryl-3-oxypropylamine scaffold were designed, synthesized, and evaluated as TRIs. Reduction of 1 followed by Swern oxidation and then Grignard reaction gave 3. The alkylation of 3 provided the corresponding azetidine derivatives 6, of which the
Thomas V Magee et al.
Journal of medicinal chemistry, 52(23), 7446-7457 (2009-09-25)
Respiratory tract bacterial strains are becoming increasingly resistant to currently marketed macrolide antibiotics. The current alternative telithromycin (1) from the newer ketolide class of macrolides addresses resistance but is hampered by serious safety concerns, hepatotoxicity in particular. We have discovered

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