- 2-Azetidinone
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Cas Database |
| Name |
2-Azetidinone |
EINECS | N/A |
| CAS No. | 930-21-2 | Density | 1.119 g/cm3 |
| PSA | 29.10000 | LogP | -0.16490 |
| Solubility | N/A | Melting Point |
74-76 °C(lit.) |
| Formula | C3H5NO | Boiling Point | 222.434 °C at 760 mmHg |
| Molecular Weight | 71.0788 | Flash Point | 151.536 °C |
| Transport Information | UN 3263 8/PG 2 | Appearance | Colorless solid |
| Safety | 26-36/37/39-45 | Risk Codes | 34 |
| Molecular Structure |
|
Hazard Symbols |
 C
|
| Synonyms |
2-Azetidone;Propiolactam;b-Alanine,lactam;b-Propiolactam; |
Article Data | 58 |
2-Azetidinone Synthetic route
- 17392-83-5
(R)-Methyl lactate
- 930-21-2
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 |
|---|---|
| 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 | Yield |
|---|---|
| With N-nitrosodiphenylamine In benzene for 3h; Heating; | 61% |
| Conditions | Yield |
|---|---|
| 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 |
|---|---|
| With triisobutylaluminum In diethyl ether at 45 - 50℃; for 15h; | 28% |
| Conditions | Yield |
|---|---|
| With diethyl ether anschliessend Behandeln mit wss.Ammoniumchlorid-Loesung; |
- 28562-53-0
4-acetoxy azetidinone
- 930-21-2
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 |
- 115946-47-9
1-[(4-methylphenyl)sulfonyl]azetidin-2-one
- 930-21-2
2-azetidinone
| Conditions | Yield |
|---|---|
| With acetic acid In N,N-dimethyl-formamide at 20℃; Hg-cathode, Et4NClO4; | 89 % Chromat. |
2-Azetidinone Chemical Properties
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
2-Azetidinone Safety Profile
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 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.
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