ChemicalBook > CAS DataBase List > 4-Acetoxy-2-azetidinone

4-Acetoxy-2-azetidinone

Product Name
4-Acetoxy-2-azetidinone
CAS No.
28562-53-0
Chemical Name
4-Acetoxy-2-azetidinone
Synonyms
4-Oxo-2-azetidinyl acetate;4-ACETOXY-2-AZETIDINONE;3-Acetoxy-3-propanelactam;4-Acetyloxyazetidin-2-one;4-OXOAZETIDIN-2-YLACETATE;2-oxoazetidinium 4-acetate;4-ACETOXY-2-AZETIDINONE(4-AA);2-Azetidinone, 4-(acetyloxy)-;Acetic acid 4-oxo-2-azetidinyl ester;Acetic acid 2-oxoazetidin-4-yl ester
CBNumber
CB8672313
Molecular Formula
C5H7NO3
Formula Weight
129.11
MOL File
28562-53-0.mol
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4-Acetoxy-2-azetidinone Property

Melting point:
38-40 °C (lit.)
Boiling point:
239.15°C (rough estimate)
Density 
1.3816 (rough estimate)
refractive index 
1.4220 (estimate)
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
formic acid: soluble50mg/mL, clear, yellow-orange
pka
13.41±0.40(Predicted)
BRN 
1524738
CAS DataBase Reference
28562-53-0(CAS DataBase Reference)
NIST Chemistry Reference
4-Acetoxy-2-azetidinone(28562-53-0)
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Safety

Hazard Codes 
C
Risk Statements 
34-43
Safety Statements 
26-36/37/39-45
RIDADR 
UN 1759 8/PG 2
WGK Germany 
3
HazardClass 
8
PackingGroup 
III
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
272159
Product name
4-Acetoxy-2-azetidinone
Purity
98%
Packaging
1g
Price
$125
Updated
2023/01/07
Sigma-Aldrich
Product number
272159
Product name
4-Acetoxy-2-azetidinone
Purity
98%
Packaging
5g
Price
$300
Updated
2023/01/07
TRC
Product number
A187958
Product name
4-Acetoxy-2-azetidinone
Packaging
100mg
Price
$75
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA30790
Product name
4-Acetoxy-2-azetidinone
Packaging
1g
Price
$80
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
APN0000239
Product name
4-ACETOXY AZETIDIN-2-ONE
Purity
95.00%
Packaging
1G
Price
$155.4
Updated
2021/12/16
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4-Acetoxy-2-azetidinone Chemical Properties,Usage,Production

Chemical Properties

White crystalline powder

Uses

4-Acetoxy-2-azetidinone was used in the synthesis of derivatized cyclopentenes in high regio- and diastereoselectivity. It was also used as a heterocyclic synthon for antibiotic and anti-inflammatory agents.

Synthesis Reference(s)

Journal of the American Chemical Society, 112, p. 7820, 1990 DOI: 10.1021/ja00177a067
Tetrahedron Letters, 29, p. 1409, 1988 DOI: 10.1016/S0040-4039(00)80310-X

Purification Methods

Dissolve it in CHCl3, dry (MgSO4) concentrate at 40o/70mm, or better at room temperature to avoid decomposition. Wash and stir the residual oil with hexane by decantation and discard the wash. Dry the oil at high vacuum when it should solidify, m 34o. It can be distilled at high vacuum, 80-82o/10-3mm, but this results in extensive losses. The purity can be checked by TLC using Merck Silica Gel F254 and eluting with EtOAc. The azetidinone has RF 0.38 (typical impurities have RF 0.67). The spots can be detected by the TDM spray. This is prepared from (A) 2.5g 4,4'-tetramethyldiaminodiphenylmethane (TDM) in 10mL AcOH and diluted with 50mL of H2O, (B) 5g KI in 100mL of H2O and (C) 0.3g ninhydrin in 10mL of AcOH and 90mL of H2O. The spray is prepared by mixing (A) and (B) with 1.5mL of (C) and stored in a brown bottle. [Clau et al. Justus Liebigs Ann Chem 539 1974, Michel et al. Org Synth 65 135 1987, Beilstein 21/12 V 4.]

4-Acetoxy-2-azetidinone Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Acetoxy-2-azetidinone Suppliers

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View Lastest Price from 4-Acetoxy-2-azetidinone manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
4-Acetoxy-2-azetidinone 28562-53-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-10-14
Career Henan Chemical Co
Product
4-Acetoxy-2-azetidinone 28562-53-0
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
JD 794
Release date
2019-09-02

28562-53-0, 4-Acetoxy-2-azetidinoneRelated Search:

2-Azetidinone (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one Acetoxyacetyl chloride Sodium triacetoxyborohydride SILICON TETRAACETATE Acetoxyacetic acid 4-BROMOMETHYLBIPHENYL 4-Aminopyrimidine 4-BroMo-3-Methyl-7-azaindole 4-Bromoindole (3R,4R)-4-ACETOXY-3-[(3R)-1-(BUTYLDIMETHYL-SILYOXY)-ETHYL]-2-AZETIDIONE Cyclobutanone 4-BENZOYLOXY-2-AZETIDINONE Acetoxy 4-Acetoxy-2-azetidinone

  • 2-Azetidinone, 4-(acetyloxy)-
  • 4-Oxo-2-azetidinyl acetate
  • 4-ACETOXY-2-AZETIDINONE
  • 3-Acetoxy-3-propanelactam
  • 2-oxoazetidinium 4-acetate
  • 4-OXOAZETIDIN-2-YLACETATE
  • 4-ACETOXY-2-AZETIDINONE(4-AA)
  • 4-Acetyloxyazetidin-2-one
  • Acetic acid 2-oxoazetidin-4-yl ester
  • Acetic acid 4-oxo-2-azetidinyl ester
  • acetic acid (2-oxo-1-azetidinyl) ester
  • 28562-53-0
  • C5H7NO312911
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