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Name	4-Acetoxy-2-azetidinone	EINECS	249-083-7
CAS No.	28562-53-0	Density	1.269 g/cm³
PSA	55.40000	LogP	-0.27570
Solubility	N/A	Melting Point	38-40 °C(lit.)
Formula	C₅H₇NO₃	Boiling Point	296.45 °C at 760 mmHg
Molecular Weight	129.115	Flash Point	133.089 °C
Transport Information	UN 1759 8/PG 2	Appearance	N/A
Safety	26-36/37/39-45	Risk Codes	34-43
Molecular Structure		Hazard Symbols	C
Synonyms	2-Azetidinone,4-hydroxy-, acetate (ester) (8CI);2-Acetoxyazetidin-4-one;	Article Data	23

4-Acetoxy-2-azetidinone Synthetic route

: 930-21-2
2-azetidinone

: 79-21-0
peracetic acid

: 28562-53-0
4-acetoxy azetidinone

Conditions

Conditions	Yield
With Ru-carbon; sodium acetate; acetic acid In ethyl acetate for 2.5h; Ambient temperature;	94%

: 80395-83-1
4-Trimethylsilylazetidin-2-one

: 64-19-7
acetic acid

: 28562-53-0
4-acetoxy azetidinone

Conditions

Conditions	Yield
With tetraethylammonium tosylate In acetonitrile Ambient temperature; constant current electrolysis;	89%

: 930-21-2
2-azetidinone

: 64-19-7
acetic acid

: 28562-53-0
4-acetoxy azetidinone

Conditions

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%

: 16404-94-7
(S)-4-oxo-azetidine-2-carboxylic acid

: 64-19-7
acetic acid

: 28562-53-0
4-acetoxy azetidinone

Conditions

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%

: 79-21-0
peracetic acid

: 98019-65-9
(2R)-2-azetidinone-4-carboxylic acid

: 28562-53-0
4-acetoxy azetidinone

Conditions

Conditions	Yield
With Ru-carbon; sodium acetate; acetic acid In ethyl acetate for 2.5h; Ambient temperature;	82%

: 930-21-2
2-azetidinone

(2 mole % based on the amount of azetidin-2-one) of osmium trichloride trihydrate: (2 mole % based on the amount of azetidin-2-one) of osmium trichloride trihydrate

: 28562-53-0
4-acetoxy azetidinone

Conditions

Conditions	Yield
With peracetic acid; sodium acetate; acetic acid In water; ethyl acetate	78%

: 98019-65-9
(2R)-2-azetidinone-4-carboxylic acid

: 127-09-3
sodium acetate

: 28562-53-0
4-acetoxy azetidinone

Conditions

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%

: 98019-65-9
(2R)-2-azetidinone-4-carboxylic acid

: 64-19-7
acetic acid

: 28562-53-0
4-acetoxy azetidinone

Conditions

Conditions	Yield
In acetonitrile electrolysis: platinum electrodes, undivided cell, NaOAc electrolyte;	76%

: 930-21-2
2-azetidinone

ruthenium trichloride.3H2 O: ruthenium trichloride.3H2 O

: 28562-53-0
4-acetoxy azetidinone

Conditions

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

Conditions	Yield
With peracetic acid; acetic acid	65%

4-Acetoxy-2-azetidinone Chemical Properties

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

4-Acetoxy-2-azetidinone 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

4-Acetoxy-2-azetidinone 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.

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