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CAS No.: | 930-21-2 |
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Name: | 2-Azetidinone |
Article Data: | 58 |
Molecular Structure: | |
Formula: | C3H5NO |
Molecular Weight: | 71.0788 |
Synonyms: | 2-Azetidone;Propiolactam;b-Alanine,lactam;b-Propiolactam; |
Density: | 1.119 g/cm3 |
Melting Point: | 74-76 °C(lit.) |
Boiling Point: | 222.434 °C at 760 mmHg |
Flash Point: | 151.536 °C |
Appearance: | Colorless solid |
Hazard Symbols: | C |
Risk Codes: | 34 |
Safety: | 26-36/37/39-45 |
Transport Information: | UN 3263 8/PG 2 |
PSA: | 29.10000 |
LogP: | -0.16490 |
(R)-Methyl lactate
2-azetidinone
Conditions | Yield |
---|---|
Stage #1: (R)-Methyl lactate With dmap; triethyl phosphite at 2 - 20℃; for 5.66667h; Stage #2: With sodium hydroxide at 55℃; for 1.5h; Temperature; | 95.6% |
Conditions | Yield |
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With triphenylphosphine In acetonitrile for 4.5h; Heating; | 80% |
With sodium hydrogencarbonate; methanesulfonyl chloride In acetonitrile at 80℃; | 36% |
With 2,2'-dipyridyldisulphide; triphenylphosphine In acetonitrile for 5h; Heating; | 0.44 g |
In toluene at 90℃; Inert atmosphere; Green chemistry; |
amino-azetidinone
2-azetidinone
Conditions | Yield |
---|---|
With N-nitrosodiphenylamine In benzene for 3h; Heating; | 61% |
Conditions | Yield |
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With ruthenium(IV) oxide; sodium periodate In ethyl acetate for 24h; Ambient temperature; | A 35% B 42% |
Conditions | Yield |
---|---|
With ruthenium(IV) oxide; sodium periodate In ethyl acetate for 72h; Ambient temperature; | 36% |
Conditions | Yield |
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With triisobutylaluminum In diethyl ether at 45 - 50℃; for 15h; | 28% |
diethyl ether
3-amino-propionic acid ethyl ester
ethylmagnesium bromide
2-azetidinone
Conditions | Yield |
---|---|
With diethyl ether anschliessend Behandeln mit wss.Ammoniumchlorid-Loesung; |
4-acetoxy azetidinone
2-azetidinone
Conditions | Yield |
---|---|
With sodium tetrahydroborate; acidic Amberlite resin 1.) ethanol, 0 deg C, 1 h; 2.) 0.5 h, 0 deg C; Yield given. Multistep reaction; | |
With potassium borohydride In water | |
With sodium borohydrid; sodium chloride In water; pentane | 8.7 g (61%) |
In Potassium borohydride; dichloromethane; water |
1-[(4-methylphenyl)sulfonyl]azetidin-2-one
2-azetidinone
Conditions | Yield |
---|---|
With acetic acid In N,N-dimethyl-formamide at 20℃; Hg-cathode, Et4NClO4; | 89 % Chromat. |
Molecular Structure of 2-Azetidinone (CAS No.930-21-2):
Molecular Formula: C3H5NO
Molecular Weight: 71.08
IUPAC Name: Azetidin-2-one
CAS No: 930-21-2
Melting Point: 74-76 ºC
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 0
Polar Surface Area: 20.31 Å2
Index of Refraction: 1.457
Molar Refractivity: 17.31 cm3
Molar Volume: 63.5 cm3
Surface Tension: 34.4 dyne/cm
Density: 1.119 g/cm3
Flash Point: 151.5 °C
Enthalpy of Vaporization: 45.89 kJ/mol
Boiling Point: 222.4 °C at 760 mmHg
Vapour Pressure: 0.102 mmHg at 25°C
Storage Temp.: 2-8°C
Appearance: Colorless solid
Product Categories: Heterocycles series;Ring Systems
Canonical SMILES: C1CNC1=O
InChI: InChI=1S/C3H5NO/c5-3-1-2-4-3/h1-2H2,(H,4,5)
InChIKey: MNFORVFSTILPAW-UHFFFAOYSA-N
Safety Information of 2-Azetidinone (CAS No.930-21-2):
Hazard Codes: C
Risk Statements: 34
R34:Causes burns.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3263 8/PG 2
WGK Germany: 3
Hazard Note: Corrosive/Keep Cold
HazardClass: 8
PackingGroup: III
2-Azetidinone (CAS No.930-21-2), it also can be called 2-Azacyclobutanone ; 2-azetol, 3,4-dihydro- ; Azetidin-2-one . An invention relates to 2-azetidinone compounds in 1981, which have antimicrobial activities, and more particularly, this invention provides new 2-azetidinone compounds, especially ones having various substituted carboxyalkyl radicals at the first position and having various groups at the fourth position of the azetidinone nucleus, which have antimicrobial activities against various pathogenic microorganisms and are useful as antibiotics in treatment for microbial infections in mammal including human being and animals.