1653-19-6

Basic information

• Product Name: 2,3-dichlorobuta-1,3-diene
• Synonyms: 2,3-dichlorobuta-1,3-diene;2,3-dichloro-1,3-butadiene;2,3-DICHLOROBUTADIENE-1,3;2,3-dichlorobutadiene;1,3-Butadiene, 2,3-dichloro-
• CAS NO: 1653-19-6
• Molecular Formula: C₄H₄Cl₂
• Molecular Weight: 122.98056
• EINECS: 216-721-0
• Mol File: 1653-19-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 98.05°C
• Flash Point: 37.2°C
• Appearance: /
• Density: 1.1829
• Vapor Pressure: 46.7mmHg at 25°C
• Refractive Index: 1.4890
• CAS DataBase Reference: 2,3-dichlorobuta-1,3-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dichlorobuta-1,3-diene(1653-19-6)
• EPA Substance Registry System: 2,3-dichlorobuta-1,3-diene(1653-19-6)

Safety Data

• RIDADR: 1992
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 1653-19-6(Hazardous Substances Data)

Usage

Purification Methods

Crystallise it from pentane to constant melting point of -40o. A mixture of meso and d,l forms is separated by gas chromatography on an 8m stainless steel column (8mm i.d.) with 20% DEGS (diethyleneglycolsilyl chloride) on Chromosorb W (60-80 mesh) at 60o and 80mL He/min. Distil it under vacuum. [Su & Ache J Phys Chem 80 659 1976.]

InChI:InChI=1/C4H4Cl2/c1-3(5)4(2)6/h1-2H2

Upstream product

• 28507-96-2 meso-1,2,3,4-tetrachlorobutane 
• 3405-32-1 racem.-1,2,3,4-Tetrachlorbutan 
• 92333-82-9 trimethyl-(2,3,3-trichloro-butyl)-ammonium; iodide 
• 57124-86-4 1,2-dichloro-1-fluoro-2-methylcyclopropane 
• 67-66-3 chloroform 
• 126-99-8 chloroprene 
• 3405-32-1 1,2,3,4-tetrachlorobutane 
• 130894-82-5 1,2,2-trichloro-1-methylcyclopropane 
• 110-65-6 1,4-dihydroxybut-2-yne 
• 92335-35-8 trimethyl-(2,2,3-trichloro-butyl)-ammonium; iodide 
• 2431-50-7 2,3,4-trichloro-1-butene 
• 34450-24-3 trans-1,2,3-trichloro-2-butene 
• 926-57-8 1,3-dichloro-2-butene 

Downstream Products

• 22554-09-2 4,5-dichloro-cyclohexene-⁽⁴⁾-dicarboxylic acid-(1r.2c) 
• 1573-57-5 1,2,2,3,3,4-hexachlorobutane 
• 854905-94-5 1,2,4-trichloro-4-(1-chloro-vinyl)-cyclohexene 
• 14442-12-7 3-phenylisoxazole-5-carboxylic acid 
• 6463-64-5 3,3'-diphenyl-5,5'-biisoxazole 
• 22621-64-3 cis-4,5-Dichlor-cyclohexen-⁽⁴⁾-dicarbonsaeure-(1,2)-diethylester 
• 56962-08-4 4,5-dichlorophthalic acid 
• 13364-00-6 3,4-Dichlor-1-methyl-1,2,5,6-tetrahydro-benzoesaeure-methylester 
• 27318-83-8 1,4-bis(diphenylphosphinyl)but-2-yne 
• 16387-71-6 deca-4,6-diyne 
• 157142-25-1 6,7-Bis(methylene)-4,8-dodecadiyne 
• 24480-81-7 3,4-Dichloro-cyclohex-3-enecarbonitrile 
• 24480-80-6 1-(4,5-Dichloro-cyclohexa-1,4-dienyl)-ethanone 
• 24501-09-5 4,5-Dichloro-cyclohexa-1,4-dienecarboxylic acid methyl ester 

Relevant articles and documents

Gas-phase pyrolysis of 1-chloro-1-fluoro-2-methylcyclopropanes in the presence of SiO2 or Al2O3 with the formation of 2-chloro- or 2-fluorobuta-1,3-dienes

Gas-phase pyrolysis of of 1-chloro-1-fluoro-2-methylcyclopropanes in an empty or filled with quartz pieces flow-tube reactor at 430 - 460 °C gives 2-fluorobuta-1,3-dienes (in 42 - 75% yields), whereas pyrolysis in the presence of Al2O3 at 150 - 250 °C gives 2-chlorobuta-1,3-dienes as the major products (in 58 - 68% yield).

Thermal cyclopropyl—allyl rearrangement of gem-chlorofluorocyclopropanes under gas-phase pyrolysis conditions. Formation of chlorofluoroalkenes and 2-fluorobuta-1,3-dienes

The gas-phase pyrolysis of isomeric 2-chloro-2-fluoro-1-phenylcyclopropanes in a flow reactor at 250–430 °С gives 1-phenyl- and 3-phenyl-3-chloro-2-fluoropropenes. Under similar conditions, methyl-substituted gem-chlorofluorocyclopropanes undergo cyclopropyl—allyl isomerization accompanied by dehydrochlorination to form chlorofluoroalkenes and 2-fluoro-buta-1,3-dienes.

AN IMPROVED PROCESS FOR THE PREPARATION OF 2,3,-DICHLORO 1,3,BUTADIENE FROM 1,3 BUTADIENE

The present invention relates to an improved process for the production of 2,3-Dichloro 1,3-Butadiene which comprises Chlorinating Butadiene, in liquid phase, in the presence of chlorinated solvents and phase transfer catalyst, Distilling the solvent, Distilling the formed 3,4-dichlorobutene-1, 1,4-dichlorobutene-2; and 1,2,3,4-Tetrachlorbutane; under reduced pressure,chlorinating the separated 3,4-dichlorobutene-1 and 1,4-dichlorobutene-2 to give 1,2,3,4-Tetrachlorobutane.,double Dehydrochlorinating the 1,2,3,4-Tetrachlorobutane using methanol,alkali and inhibitors under atmosphere of 1% oxides of nitrogen in nitrogen atmosphere the total period of Dehydrochlorinating being in the range of 15-33 hours to give 2,3-Dichloro 1,3-Butadiene and separating methanol to get 2,3-Dichloro 1,3-Butadiene