20371-79-3

Basic information

• Product Name: 1,1-bis(bromomethyl)cyclobutane
• Synonyms: 1,1-bis(bromomethyl)cyclobutane
• CAS NO: 20371-79-3
• Molecular Weight: 241.953
• Mol File: 20371-79-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,1-bis(bromomethyl)cyclobutane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-bis(bromomethyl)cyclobutane(20371-79-3)
• EPA Substance Registry System: 1,1-bis(bromomethyl)cyclobutane(20371-79-3)

Safety Data

• Hazardous Substances Data: 20371-79-3(Hazardous Substances Data)

Usage

Chemical structure

A cyclobutane ring with two bromomethyl groups attached to it.

Application

Used as a building block in organic synthesis.

Usage

Commonly employed in the production of pharmaceuticals, agrochemicals, and advanced materials.

Reactivity

Highly reactive due to the presence of bromine atoms.

Chemical reactions

Can participate in various chemical reactions such as substitution and addition reactions.

Safety

Potentially hazardous material and should be handled with care and in accordance with proper safety protocols.

Role

Serves as a valuable intermediate in the synthesis of complex organic compounds.

Importance

Plays a vital role in the development of new products in the fields of pharmaceuticals and materials science.

Upstream product

• 157-45-9 spiro[2.3]hexane 

Downstream Products

• 1528-30-9 methylenecyclopentane 
• 14690-40-5 2-Benzyliden-spiro<3,3>heptan 
• 22997-61-1 2-Triphenylphosphonio-spiro<3.3>heptan-bromid 

Relevant articles and documents

Hydrogen Abstraction from Spiroalkanes

Hydrogen abstraction from spirohexane by t-butoxyl radicals gave spirohex-2-yl radicals; their rearrangement to cyclobutenylethyl radicals was followed by kinetic e.s.r. spectroscopy.Hydrogen abstraction at the methylene groups adjacent to the cyclopropyl rings in higher spiroalkanes gave spiroalk-2-yl radicals, which rearranged to cycloalkenylethyl radicals too rapidly for detection, together with secondary radicals from abstraction at the other methylene groups in the larger ring.From the measured concentrations of the cycloalkenylethyl and secondary radicals the rate of hydrogen abstraction at the cpm sites relative to the rate of hydrogen abstraction at the secondary sites was determined; significant activation of the cpm hydrogens was found.This activation was attributed to a pseudo-allyl type of effect, i.e., to delocalisation of the unpaired electron into the Walsh orbitals of the cyclopropane ring of the spiroalk-2-yl radicals; semi-empirical SCF-MO calculations supported this explanation.Photobromination of spirohexane occured mainly by SH2 attack of bromine atoms at the cyclopropane methylene carbons with fission of either C-C bond.