150196-71-7

Basic information

• Product Name: 2-Oxetanecarboxylicacid,4-oxo-,ethylester(9CI)
• Synonyms: 2-Oxetanecarboxylicacid,4-oxo-,ethylester(9CI)
• CAS NO: 150196-71-7
• Molecular Formula: C6H8O4
• Molecular Weight: 144.13
• Product Categories: CARBOXYLICESTER
• Mol File: 150196-71-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Oxetanecarboxylicacid,4-oxo-,ethylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxetanecarboxylicacid,4-oxo-,ethylester(9CI)(150196-71-7)
• EPA Substance Registry System: 2-Oxetanecarboxylicacid,4-oxo-,ethylester(9CI)(150196-71-7)

Safety Data

• Hazardous Substances Data: 150196-71-7(Hazardous Substances Data)

Usage

Uses

Used in Medical Device Coating Industry:
2-Oxetanecarboxylic acid, 4-oxo-, ethyl ester (9CI) is used as a building block in copolymers for the development of coating materials. These copolymers are specifically designed for use in the medical device industry, where they serve as protective coatings for various medical devices. The application reason for using this compound in the medical device coating industry is its ability to enhance the durability, biocompatibility, and overall performance of the devices, ensuring their safety and effectiveness in medical applications.

Upstream product

• 924-44-7 glyoxylic acid ethyl ester 
• 4071-85-6 trimetylsilylketene 

Relevant articles and documents

Chiral dirhodium(II) carboxamidate-catalyzed [2 + 2]-cycloaddition of TMS-ketene and ethyl glyoxylate

The [2 + 2]-cycloaddition reaction between ethyl glyoxylate and trimethylsilylketene is reported. Enantiomeric excesses up to 83% have been achieved with the use of only 1.0 mol % of a previously unreported chiral imidazolidinone-ligated dirhodium(II) carboxamidate catalyst. An extensive survey of chiral catalysts has shown that enantiocontrol for cycloaddition increases as the steric bulk of the ligand is increased. However, enantioselectivity is increased to 99% ee by the addition of 10 mol % of quinine as a co-catalyst with a chiral dirhodium(II) azetidinone-ligated catalyst, and there is a significant decrease in reaction time.

C2-Symmetric Cu(II) Complexes as Chiral Lewis Acids. Catalytic, Enantioselective Cycloadditions of Silyl Ketenes

(matrix presented) C2-Symmetric bis(oxazoline)-Cu(II) complexes (4a-g) catalyze the enantioselective [2 + 2] cycloaddition between (silyl)ketenes and chelating carbonyl substrates. A range of substituted β-lactones can be produced in excellent yields and selectivities. It was also found that (trimethylsilyl)-ketene (1) may also undergo a highly selective hetero Diels-Alder reaction with β,γ-unsaturated α-keto esters.