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Key Documents

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

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-4.0 °F

Flash Point(C)

-20 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Phototransformations of azetidine radical cations stabilized in freonic matrices.
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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)
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Organic & biomolecular chemistry, 10(11), 2326-2338 (2012-02-09)
The efficient asymmetric synthesis of new chiral γ-chloro-α,β-diamino acid derivatives via highly diastereoselective Mannich-type reactions of N-(diphenylmethylene) glycine esters across a chiral α-chloro-N-p-toluenesulfinylimine was developed. The influence of the base, LDA or LiHMDS, used for the formation of the glycine
Alan P Kozikowski et al.
ChemMedChem, 4(8), 1279-1291 (2009-07-02)
AMOP-H-OH (sazetidine-A; 6-[5-(azetidin-2-ylmethoxy)pyridin-3-yl]hex-5-yn-1-ol) and some sulfur-bearing analogues were tested for their activities in vitro against human alpha4beta2-, alpha4beta4-, alpha3beta4*- and alpha1*-nicotinic acetylcholine receptors (nAChRs). AMOP-H-OH was also assessed in an antidepressant efficacy model. AMOP-H-OH and some of its analogues have

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