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Basic Information
CAS No.: 930-21-2
Name: 2-Azetidinone
Molecular Structure:
Molecular Structure of 930-21-2 (2-Azetidinone)
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: CorrosiveC
Risk Codes: 34
Safety: 26-36/37/39-45
Transport Information: UN 3263 8/PG 2
PSA: 29.10000
LogP: -0.16490
Synthetic route
17392-83-5

(R)-Methyl lactate

930-21-2

2-azetidinone

Conditions
ConditionsYield
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%
107-95-9

3-amino propanoic acid

930-21-2

2-azetidinone

Conditions
ConditionsYield
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;
130065-29-1

amino-azetidinone

930-21-2

2-azetidinone

Conditions
ConditionsYield
With N-nitrosodiphenylamine In benzene for 3h; Heating;61%
110967-04-9

1-isopropylazetidin-2-one

A

930-21-2

2-azetidinone

B

51599-74-7

1-acetylazetidin-2-one

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium periodate In ethyl acetate for 24h; Ambient temperature;A 35%
B 42%
2679-13-2

1-methylazetidine-2-one

930-21-2

2-azetidinone

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium periodate In ethyl acetate for 72h; Ambient temperature;36%
4138-35-6

methyl 3-aminopropanoate

930-21-2

2-azetidinone

Conditions
ConditionsYield
With triisobutylaluminum In diethyl ether at 45 - 50℃; for 15h;28%
60-29-7

diethyl ether

924-73-2

3-amino-propionic acid ethyl ester

925-90-6

ethylmagnesium bromide

930-21-2

2-azetidinone

924-73-2

3-amino-propionic acid ethyl ester

925-90-6

ethylmagnesium bromide

930-21-2

2-azetidinone

Conditions
ConditionsYield
With diethyl ether anschliessend Behandeln mit wss.Ammoniumchlorid-Loesung;
28562-53-0

4-acetoxy azetidinone

930-21-2

2-azetidinone

Conditions
ConditionsYield
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; pentane8.7 g (61%)
In Potassium borohydride; dichloromethane; water
115946-47-9

1-[(4-methylphenyl)sulfonyl]azetidin-2-one

930-21-2

2-azetidinone

Conditions
ConditionsYield
With acetic acid In N,N-dimethyl-formamide at 20℃; Hg-cathode, Et4NClO4;89 % Chromat.
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Chemistry

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 Profile

Safety Information of 2-Azetidinone (CAS No.930-21-2):
Hazard Codes: CorrosiveC
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

Specification

   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.