1128-20-7

Basic information

• Product Name: 1,2-dichloro-3,4-bis-(dichloromethylene)cyclobut-1-ene
• Synonyms: 1,2-dichloro-3,4-bis-(dichloromethylene)cyclobut-1-ene
• CAS NO: 1128-20-7
• Molecular Weight: 284.784
• Mol File: 1128-20-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,2-dichloro-3,4-bis-(dichloromethylene)cyclobut-1-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dichloro-3,4-bis-(dichloromethylene)cyclobut-1-ene(1128-20-7)
• EPA Substance Registry System: 1,2-dichloro-3,4-bis-(dichloromethylene)cyclobut-1-ene(1128-20-7)

Safety Data

• Hazardous Substances Data: 1128-20-7(Hazardous Substances Data)

Usage

Group

Chlorinated hydrocarbons

Reactivity

Highly reactive

Toxicity

Toxic

Uses

a. Intermediate in the production of agrochemicals and pharmaceuticals
b. Manufacturing of polymers
c. Solvent in various industrial processes

Safety Measures

Strict safety measures and regulations must be followed to prevent exposure and contamination

Human Health and Environment

Can be harmful to human health and the environment if not handled properly

Upstream product

• 18608-30-5 perchloroallene 
• 3424-05-3 1,2,3,3,5,5-Hexachloro-4-dichloromethylene-cyclopentene 
• 1888-71-7 perchloropropene 
• 1680-65-5 1,1,2,2-Tetrachloro-3,4-bis-dichloromethylene-cyclobutane 

Downstream Products

• 3721-17-3 1,1,3,3-tetrakis(trimethylsilyl)allene 

Relevant articles and documents

Isomerization of perchlorohexatriene in three consecutive rearrangements to perchloro-2-vinylbutadiene

Perchlorohexatriene isomerizes in three subsequent rearrangements to perchloro-2-vinylbutadiene. A radical-induced Z-E-equilibration of linear perchlorohexatrienes is followed by cyclization to a methylenecyclopentene. Under flash-vacuum pyrolysis conditions, a ring contraction to 1,2-dimethylenecyclobutane occurs. In the condensed phase, a radical-induced ring opening generates the branched perchloro-vinylbutadiene. All compounds are converted to hexachlorobenzene, but only at very high temperatures.

A cyclobutene-1,2-bis(imidazolium) salt as preligand for palladium-catalyzed cross-coupling reactions: Properties and applications

Spectroscopic investigations and the results of calculations on the title bis-imidazolium salt, its mono-and bis-carbenes, and its interactions with palladium are presented. In addition, we report on the scope and limitations of metal-catalyzed cross-coupling reactions performed with the title bis-imidazolium salt. The salt proved to be an efficient ligand precursor in room-temperature Suzuki-Miyaura reactions, C-C couplings with sterically extremely hindered biaryls,selective thiophene arylations, and couplings with vinylic chlorides. Spectroscopic investigations and the results of calculations on the title bis-imidazolium salt, its mono-and bis-carbenes, and its interactions with palladium are presented. In addition, we report on the scope and limitations of metal-catalyzed cross-coupling reactions performed with the title bis-imidazolium salt. Copyright

A versatile catalyst system for Suzuki-Miyaura syntheses of sterically hindered biaryls employing a cyclobutene-1,2-bis(imidazolium) salt

The catalyst system consisting of 3,3′-(3,4-bis(dichloro-methylene) cyclobut-1-ene-1,2-diyl)bis(1-methyl-1H-imidazolium) bis(tetrafluoroborate), Pd(OAc)2 and NaOtBu in toluene proved to be very effective for a broad variety of Suzuki-Miyaura reactions at room temperature. It is also suited for the synthesis of sterically hindered compounds including 2,6-di-tert-butyl-2′-substituted biaryls at elevated temperatures. The Royal Society of Chemistry 2010.