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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:
503-29-7
Molecular Weight:
57.09
Beilstein:
102384
EC Number:
207-963-8
MDL number:
MFCD00005165
UNSPSC Code:
12352100
PubChem Substance ID:
24856966
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

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[1]. The IR spectrum of azetidine in solid argon matrices has been measured[2].

Application

Azetidine was employed in:
  • a high yielding palladium-catalyzed cross-coupling raection with aryl bromides[3]
  • Ullmann type coupling reaction with iodonitroflourenes[4]

accessory

Product No.
Description
Pricing

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H225,H314

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK8744
STBK4235
STBJ1922
STBH6592
STBG0071V

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1-Boc-3-azetidinone 97%

Sigma-Aldrich

696315

1-Boc-3-azetidinone

azetidine-2-carboxylic acid AldrichCPR

Sigma-Aldrich

CDS008419

azetidine-2-carboxylic acid

Phototransformations of azetidine radical cations stabilized in freonic matrices.
Sorokin ID, et al.
High Energy Chemistry, 48(3), 180-184 (2014)
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)
Synthesis, 243-243 (2007)
Asta Žukauskaitė et al.
Amino acids, 41(3), 541-558 (2011-03-23)
A short synthesis of alkyl 2-(bromomethyl)aziridine-2-carboxylates and alkyl 3-bromoazetidine-3-carboxylates was developed involving amination, bromination, and base-induced cyclization of alkyl 2-(bromomethyl)acrylates. The aziridines are the kinetically favored cyclization products and could be transformed into 3-bromoazetidine-3-carboxylic acid derivatives via thermal isomerization. The
Gert Callebaut et al.
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
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