328464
2-Azetidinone
98%
Synonym(s):
β-Propiolactam, 2-Azacyclobutanone
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About This Item
Empirical Formula (Hill Notation):
C3H5NO
CAS Number:
Molecular Weight:
71.08
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
104563
Assay:
98%
Quality Level
assay
98%
bp
106 °C/15 mmHg (lit.)
mp
74-76 °C (lit.)
solubility
chloroform: very soluble(lit.), ethanol: very slightly soluble(lit.), water: very soluble(lit.)
storage temp.
2-8°C
SMILES string
O=C1CCN1
InChI
1S/C3H5NO/c5-3-1-2-4-3/h1-2H2,(H,4,5)
InChI key
MNFORVFSTILPAW-UHFFFAOYSA-N
General description
2-Azetidinone is an unsubstituted four membered lactam. 2-Azetidinone is the fundamental building block of β-lactam antibiotics. X-ray photoelectron spectra of 2-azetidinone was investigated. 2-Azetidinone undergoes hydrolysis with aqueous alkali to yield β-alanine.
Application
2-Azetidinone was used in synthesis of optically pure densely functionalized γ-lactams.
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Regulatory Information
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2-Azetidinone (?-propiolactam)
Holley RW and Holley AD.
Journal of the American Chemical Society, 71(6), 2129-2131 (1949)
Benito Alcaide et al.
The Journal of organic chemistry, 69(3), 993-996 (2004-01-31)
A synthesis of optically pure densely functionalized gamma-lactams starting from 2-azetidinone-tethered iminophosphoranes has been developed. Full chirality transfer has been accomplished from the enantiomerically pure 2-azetidinones. The addition of lithium acetylides to 4-oxoazetidine-2-carbaldehydes at -78 degrees C smoothly yielded propargylic
Investigation of the molecular structure and VUV-induced ion dissociation dynamics of 2-azetidinone (C3 H5 NO).
Alexsandre F Lago et al.
Rapid communications in mass spectrometry : RCM, 35(3), e8988-e8988 (2020-10-24)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 328464-5G | 04061826717516 |
| 328464-1G | 04061825591346 |