145549-76-4

Basic information

• Product Name: T-butyl-3-oxocyclobutanecarboxylate
• Synonyms: T-butyl-3-oxocyclobutanecarboxylate;tert-Butyl 3-oxocyclobutanecarboxylate;3-Oxo-cyclobutanecarboxylic acid tert-butyl ester;tert-butyl 3-oxocyclobutane-1-carboxylate;Cyclobutanecarboxylic acid, 3-oxo-, 1,1-diMethylethyl ester
• CAS NO: 145549-76-4
• Molecular Formula: C₉H₁₄O₃
• Molecular Weight: 170.207
• Mol File: 145549-76-4.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 230.414°C at 760 mmHg
• Flash Point: 93.36°C
• Appearance: /
• Density: 1.101g/cm³
• Vapor Pressure: 0.066mmHg at 25°C
• Refractive Index: 1.473
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• CAS DataBase Reference: T-butyl-3-oxocyclobutanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: T-butyl-3-oxocyclobutanecarboxylate(145549-76-4)
• EPA Substance Registry System: T-butyl-3-oxocyclobutanecarboxylate(145549-76-4)

Safety Data

• Hazardous Substances Data: 145549-76-4(Hazardous Substances Data)

Usage

General Description

T-butyl-3-oxocyclobutanecarboxylate, also known as 3-oxocyclobutanecarboxylic acid tert-butyl ester, is a chemical compound with the molecular formula C9H16O3. It is a colorless, oily liquid with a fruity odor, and is commonly used in the synthesis of pharmaceuticals and agrochemicals. T-butyl-3-oxocyclobutanecarboxylate is derived from cyclobutanecarboxylic acid and is used as a building block in the production of various organic compounds. It is important to handle this chemical with caution, as it is flammable and may cause irritation to the skin, eyes, and respiratory system upon exposure.

InChI:InChI=1/C9H14O3/c1-9(2,3)12-8(11)6-4-7(10)5-6/h6H,4-5H2,1-3H3

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 23761-23-1 3-oxocyclobutanecarboxylic acid 
• 75-65-0 tert-butyl alcohol 
• 1663-39-4 tert-Butyl acrylate 
• 463-82-1 2,2-dimethylpropane 

Relevant articles and documents

Photochemistry of Axially Chiral (Arylmethylene)cycloalkanes: A Search for Suitable Photoswitchable Liquid Crystalline Materials

A series of chiral (arylmethylene)cycloalkanes was synthesized in racemic and optically active form to examine their suitability for incorporation in a liquid crystal-based optical switch.Irradiation of these compounds with UV light leads to their rapid p

DIHYDROPYRIMIDINE DERIVATIVES AND USES THEREOF IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES

The application describes dihydropyrimidine derivatives which are useful in the treatment or prevention of HBV infection or of HBV-induced diseases, more particularly of HBV chronic infection or of diseases induced by HBV chronic infection, as well as pharmaceutical or medical applications thereof.

Copper-Catalyzed Radical C-C Bond Cleavage and [4+1] Annulation Cascade of Cycloketone Oxime Esters with Enaminothiones

Carbon-carbon bond formation is among the most important reactions in organic synthesis. Reconstruction of a carbon-carbon bond through ring-opening C-C bond cleavage of a strained carbocycle usually occurs via a thermodynamically preferable pathway. However, carbon-carbon bond formation through thermodynamically less favorable C-C bond cleavage has seldom been documented. Herein, we disclose an unusual C-C bond cleavage of cycloketone oxime esters for [4+1] annulation. Under anaerobic copper(I) catalysis, cycloketone oxime esters underwent regioselective, thermodynamically less favorable radical C-C bond cleavage followed by annulation with enaminothiones; that is, α-thioxo ketene N,S-acetals efficiently affording 2-cyanoalkyl-aminothiophene derivatives. Cyclobutanone, -pentanone, -hexanone, and -heptanone oxime esters could act as the effective C1 building blocks in the annulation reaction. An iminyl radical mechanism is proposed for the rare C-C bond cleavage/[4+1] annulation cascade.