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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;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
MDL Number:
MFCD00010593
MOL File:
28562-53-0.mol
Last updated:2023-04-23 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)  GHS hazard pictogramsGHS hazard pictograms
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(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 272159 4-Acetoxy-2-azetidinone 98% 28562-53-0 1g $125 2023-01-07 Buy
Sigma-Aldrich 272159 4-Acetoxy-2-azetidinone 98% 28562-53-0 5g $300 2023-01-07 Buy
TRC A187958 4-Acetoxy-2-azetidinone 28562-53-0 100mg $75 2021-12-16 Buy
Biosynth Carbosynth FA30790 4-Acetoxy-2-azetidinone 28562-53-0 1g $80 2021-12-16 Buy
American Custom Chemicals Corporation APN0000239 4-ACETOXY AZETIDIN-2-ONE 95.00% 28562-53-0 1G $155.4 2021-12-16 Buy
Product number Packaging Price Buy
272159 1g $125 Buy
272159 5g $300 Buy
A187958 100mg $75 Buy
FA30790 1g $80 Buy
APN0000239 1G $155.4 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.

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.]

930-21-2
28562-53-0
Synthesis of 4-Acetoxy-2-azetidinone from 2-Azetidinone

4-Acetoxy-2-azetidinone Suppliers

Global( 161)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29884 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
Guangzhou Yuheng Pharmaceutical Technology Co., Ltd
+8613580539051 joe@yuhengpharm.com CHINA 21142 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5857 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34553 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626 eric@witopchemical.com China 23541 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9639 58
Hefei Hirisun Pharmatech Co., Ltd
+8615056975894 shawn@hirisunpharm.com CHINA 9911 58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Acetoxy-2-azetidinone pictures 2022-10-15 4-Acetoxy-2-azetidinone
28562-53-0
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
	4-Acetoxy-2-azetidinone pictures 2019-09-03 4-Acetoxy-2-azetidinone
28562-53-0
US $7.00 / KG 1KG 99% JD 794 Career Henan Chemical Co
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