87385-83-9

Basic information

• Product Name: 2-Methyloxetan-3-one
• Synonyms: 2-Methyloxetan-3-one
• CAS NO: 87385-83-9
• Molecular Formula: C₄H₆O₂
• Molecular Weight: 86.08924
• Mol File: 87385-83-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Methyloxetan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyloxetan-3-one(87385-83-9)
• EPA Substance Registry System: 2-Methyloxetan-3-one(87385-83-9)

Safety Data

• Hazardous Substances Data: 87385-83-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Methyloxetan-3-one is used as a reactant for the preparation of 5-phenylpyridin-2(1H)-one derivatives. These derivatives are potent reversible Bruton's tyrosine kinase inhibitors, which possess antiarthritic activity. 2-methyloxetan-3-one plays a crucial role in the development of new therapeutic agents for the treatment of arthritis and related inflammatory conditions.

Upstream product

• 64-19-7 acetic acid 
• 78-93-3 butanone 

Relevant articles and documents

OXIDATION DE LA METHYL ETHYL CETONE COMPARAISON AVEC L'ACETONE ET LA DIETHYLCETONE

An experimental investigation in a conventional static apparatus of the oxidation of methylethylketone at ca. 350 deg C and subatmospheric pressure confirms the specific features of the reaction, compared with those of the neighbouring ketones, acetone and diethylketone, especially the very long induction period of the first cool flame.To interpret these experimental results, we propose a free radical mechanism based upon the determination of the primary products of the reaction and the evaluation of the rate constants for the elementary steps by the methods of thermochemical kinetics.Contrary to the oxidation reactions of acetone and diethylketone in wich the dominating chain carrier appears to be OH., in the case of methylethylketone HO2. seems to have a key role.It is well known that HO2. cannot be an efficient propagating radical in oxidation reactions and therefore the overall kinetics of the reaction do not trigger off cool flame formation.

REACTIONS OF α-DIAZO-KETONES-V; ETHER OXYGEN PARTICIPATION IN THE ACETOLYSIS OF α'-PHENOXY- AND α'-DIPHENYLMETHOXY-α-DIAZO-KETONES

The acetolysis of α-diazo-ketones 1a-d, 2 and 3a, b, c have been studied.The results obtained for 1a-d indicate that migration of the phenoxy group represents an important, alternative pathway to normal substitution only if a tertiary carbonium ion or a cyclic transition state, with the incipient positive charge located on a tertiary C atom, is involved in the reaction.Normal substitution was the only process in the case of 2 and 3a; instead, 3b and 3c gave in addition diphenylmethyl acetate and the corresponding 2-substituted-3-oxetanone, 17 and 19, produced by a cyclic mechanism involving the intermediate formation of oxonium ions 26b and 26c, respectively.