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| CAS No.: | 28562-53-0 |
|---|---|
| Name: | 4-Acetoxy-2-azetidinone |
| Article Data: | 23 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H7NO3 |
| Molecular Weight: | 129.115 |
| Synonyms: | 2-Azetidinone,4-hydroxy-, acetate (ester) (8CI);2-Acetoxyazetidin-4-one; |
| EINECS: | 249-083-7 |
| Density: | 1.269 g/cm3 |
| Melting Point: | 38-40 °C(lit.) |
| Boiling Point: | 296.45 °C at 760 mmHg |
| Flash Point: | 133.089 °C |
| Hazard Symbols: |
 C
|
| Risk Codes: | 34-43 |
| Safety: | 26-36/37/39-45 |
| Transport Information: | UN 1759 8/PG 2 |
| PSA: | 55.40000 |
| LogP: | -0.27570 |
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| Conditions | Yield |
|---|---|
| With Ru-carbon; sodium acetate; acetic acid In ethyl acetate for 2.5h; Ambient temperature; | 94% |
| Conditions | Yield |
|---|---|
| With tetraethylammonium tosylate In acetonitrile Ambient temperature; constant current electrolysis; | 89% |
| Conditions | Yield |
|---|---|
| With oxygen; sodium acetate; acetaldehyde; ruthenium trichloride In ethyl acetate at 40℃; | 88% |
| With peracetic acid; osmium (III) chloride; sodium acetate In ethyl acetate for 3h; Ambient temperature; | 78% |
| In acetonitrile electrolysis: platinum electrodes, undivided cell, n-Bu4NBF4 electrolyte; | 49% |
| Conditions | Yield |
|---|---|
| With oxygen; sodium acetate; acetaldehyde; ruthenium trichloride In ethyl acetate at 40℃; | 87% |
| With peracetic acid; osmium (III) chloride; sodium acetate In ethyl acetate for 3h; Ambient temperature; | 77% |
| Conditions | Yield |
|---|---|
| With Ru-carbon; sodium acetate; acetic acid In ethyl acetate for 2.5h; Ambient temperature; | 82% |
| Conditions | Yield |
|---|---|
| With peracetic acid; sodium acetate; acetic acid In water; ethyl acetate | 78% |
| Conditions | Yield |
|---|---|
| In water; acetonitrile Kolbe-type electrolysis, Pt electrodes, undivided cell; other 4-carboxy-2-azetidinones; | 76% |
| In acetic acid; acetonitrile Kolbe-type electrolysis, Pt electrodes, undivided cell; | 76% |
| Conditions | Yield |
|---|---|
| In acetonitrile electrolysis: platinum electrodes, undivided cell, NaOAc electrolyte; | 76% |
- 930-21-2
2-azetidinone
- 28562-53-0
4-acetoxy azetidinone
| Conditions | Yield |
|---|---|
| With peracetic acid; sodium acetate; acetic acid In acetonitrile | 71% |
| With peracetic acid; sodium acetate; acetic acid In acetonitrile | 71% |
- 930-21-2
2-azetidinone
- 28562-53-0
4-acetoxy azetidinone
| Conditions | Yield |
|---|---|
| With peracetic acid; acetic acid | 65% |
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Chemistry
CAS: 28562-53-0
IUPAC Name: (4-oxoazetidin-2-yl) acetate
Molecular Formula: C5H7NO3
Molecular Weight: 129.11
Molecular structure:
EINECS: 249-083-7
Melting point: 38-40 °C(lit.)
Index of Refraction: 1.476
Molar Refractivity: 28.74 cm3
Molar Volume: 101.7 cm3
Polarizability: 11.39*10-24cm3
Surface Tension: 41 dyne/cm
Density: 1.26 g/cm3
Flash Point: 133.1 °C
Enthalpy of Vaporization: 53.62 kJ/mol
Boiling Point: 296.5 °C at 760 mmHg
Vapour Pressure: 0.00143 mmHg at 25°C
EINECS: 249-083-7
Product Categories: Ring Systems; Carbonyl Compounds; Lactams; Organic Building Blocks
InChI
InChI=1/C5H7NO3/c-3(7)9-5-2-4(8)6-5/h5H,2H2,1H3,(H,6,8)
Smiles
N1[C@@H](OC(=O)C)CC1=O
Safety Profile
Hazard Codes: C 
Risk Statements: 34-43
34: Causes burns
43: May cause sensitization by skin contact
Safety Statements: 26-36/37/39-45
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR: UN 1759 8/PG 2
WGK Germany: 3
HazardClass: 8
PackingGroup: III
Specification
4-Acetoxy-2-Azetidinone (CAS NO.28562-53-0) is also named as 2-Azetidinone, 4-(acetyloxy)- ; 4-Oxo-2-azetidinyl acetate ; 4-Acetyloxyazetidin-2-one;Acetic acid 2-oxoazetidin-4-yl ester . 4-Acetoxy-2-azetidinone (CAS NO.28562-53-0) is commonly used as pharmaceutical intemediate.