4-Acetoxy-2-azetidinone

4-Acetoxy-2-azetidinone Structure
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;2-Azetidinone, 4-(acetyloxy)-;4-ACETOXY-2-AZETIDINONE(4-AA);Acetic acid 4-oxo-2-azetidinyl ester;Acetic acid 2-oxoazetidin-4-yl ester
CBNumber:
CB8672313
Molecular Formula:
C5H7NO3
Molecular Weight:
129.11
MOL File:
28562-53-0.mol
Modify Date:
2023/4/23 13:52:06

4-Acetoxy-2-azetidinone Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS08
Signal word  Danger
Hazard statements  H314-H334
Precautionary statements  P260-P280-P284-P303+P361+P353-P304+P340+P310-P305+P351+P338
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

4-Acetoxy-2-azetidinone price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 272159 4-Acetoxy-2-azetidinone 98% 28562-53-0 1G ₹7404.3 2022-06-14 Buy
Sigma-Aldrich(India) 272159 4-Acetoxy-2-azetidinone 98% 28562-53-0 1G ₹7404.3 2022-06-14 Buy
Sigma-Aldrich 272159 4-Acetoxy-2-azetidinone 98% 28562-53-0 5G ₹29379.05 2022-06-14 Buy
Sigma-Aldrich(India) 272159 4-Acetoxy-2-azetidinone 98% 28562-53-0 5G ₹29379.05 2022-06-14 Buy
Product number Packaging Price Buy
272159 1G ₹7404.3 Buy
272159 1G ₹7404.3 Buy
272159 5G ₹29379.05 Buy
272159 5G ₹29379.05 Buy

4-Acetoxy-2-azetidinone Chemical Properties,Uses,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.

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 Suppliers

Global( 160)Suppliers
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2-Azetidinone, 4-(acetyloxy)- 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 4-Oxo-2-azetidinyl acetate 28562-53-0 C5H7NO312911 Lactams Organic Building Blocks Building Blocks Carbonyl Compounds Carbonyl Compounds Lactams Organic Building Blocks Ring Systems