6262-42-6

Basic information

• Product Name: TETRACHLOROCYCLOPROPENE
• Synonyms: 1,2,3,3-TETRACHLORO-CYCLOPROPENE;TETRACHLOROCYCLOPROPENE;1,2,3,3-Tetrachloro-1-cyclopropene;Cyclopropene, tetrachloro-;Tetrachlorocyclopropene,98%;Tetrachlorocyclopropene 98%
• CAS NO: 6262-42-6
• Molecular Formula: C₃Cl₄
• Molecular Weight: 177.84
• EINECS: 228-418-0
• Product Categories: Alkenyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 6262-42-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 125-130 °C(lit.)
• Flash Point: 35.9°C
• Appearance: Clear colorless/Liquid
• Density: 1.45 g/mL at 25 °C(lit.)
• Vapor Pressure: 10.9mmHg at 25°C
• Refractive Index: n20/D 1.507(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Dichloromethane (Sparingly)
• Stability: Hygroscopic, Moisture Sensitive, Volatile
• BRN: 1099206
• CAS DataBase Reference: TETRACHLOROCYCLOPROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRACHLOROCYCLOPROPENE(6262-42-6)
• EPA Substance Registry System: TETRACHLOROCYCLOPROPENE(6262-42-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37
• Safety Statements: 26-36
• RIDADR: UN 2810 6.1/PG 2
• WGK Germany: 3
• F: 19
• Hazardous Substances Data: 6262-42-6(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

Tetrachlorocyclopropene is a useful compound in organic synthesis.

General Description

Tetrachlorocyclopropene undergoes electrochemical reductive tert-butyldimethylsilylation to yield 1,2,3-tris(tert-butyldimethylsilyl)cyclopropene. It undergoes alkylation reaction with ferrocene in dichloromethane and AlCl3 to yield 2,3-diferrocenylcyclopropenone.

InChI:InChI=1/C3Cl4/c4-1-2(5)3(1,6)7

Upstream product

• 624-74-8 diiodoacetylene 
• 3294-57-3 phenyltrichloromethylmercury 
• 6262-51-7 pentachlorocyclopropane 

Downstream Products

• 14161-11-6 3,4,5-trichloropyridazine 
• 23074-46-6 (p-Methoxyphenyl)-phenylcyclopropenon 
• 122778-74-9 3-(2-Hydroxy-5-methoxyphenyl)-2-phenylcyclopropenon 
• 78105-33-6 1,3-diphenyl-5,6,7-trichloro-1H-1,2,4-triazepine 
• 122778-76-1 3-(2-Methoxy-5-methylphenyl)-2-phenylcyclopropenon 
• 122778-73-8 3-(2-Hydroxy-5-methylphenyl)-2-phenylcyclopropenon 
• 122778-75-0 3-(2-Hydroxy-5-tert-butylphenyl)-2-phenylcyclopropenon 
• 69081-66-9 2-(2-Methoxy-naphthalen-1-yl)-3-phenyl-cycloprop-2-enone 
• 122778-77-2 3-(5-tert-Butyl-2-methoxyphenyl)-2-phenylcyclopropenon 
• 122778-78-3 3-(5-Methyl-2-trichloracetylaminophenyl)-2-phenylcyclopropenon 
• 122778-80-7 3-(4,5-Dimethyl-2-trichloracetylaminophenyl)-2-phenylcyclopropenon 
• 122778-79-4 3-(5-tert-Butyl-2-trichloracetylaminophenyl)-2-phenylcyclopropenon 
• 886-38-4 diphenylcyclopropenone 
• 28480-28-6 Bis-<4-methoxy-3.5-dimethyl-phenyl>-cyclopropenon 

Relevant articles and documents

Efficient synthesis of bicyclo[3.2.1]octane-2,4-diones and their incorporation into potent HPPD inhibitors

Herein we report a very efficient access to a variety of bicyclic 1,3-diones as key intermediates to be incorporated into very potent HPPD inhibitors. In particular, we have developed a one-pot process for the synthesis of the bicyclo[3.2.1]octane-2,4-dione, the parent dione of Bicyclopyrone.

Design, synthesis and evaluation of new tricyclic endoperoxides as potential antiplasmodial agents

Diastereoselective autoxidation allowed preparation of new tricyclic endoperoxides. These compounds and their methylated analogs were evaluated against the in vitro growth of Plasmodium falciparum, the malaria-causing parasite, showing moderate activities. However, hybrid molecules composed of the tricyclic peroxide moiety and 7-chloro-4-aminoquinoline were synthesized and displayed a marked increase in antiplasmodial activity.

Thermodynamic stability of trichlorocyclopropenyl cation. An experimental (FTICR) and computational [G2(MP2)] study

The standard Gibbs energy change for the halide transfer between tert- butyl chloride and trichlorocyclopropenyl cation has been determined by means of Fourier transform ion cyclotron resonance mass spectrometry. Trichlorocyclopropenyl cation is found to be substantially more stable than tert-butyl and 1-adamantyl cations. This reaction and cognate processes were also studied at the ab initio G2(MP2) level. The agreement between experimental and calculated changes of thermodynamic state functions is remarkably good. On the basis of these results, isodesmic and homodesmotic reactions were constructed. They led to the delocalization energy in 1 and to the quantitative assessment of substituent effects on the stability of the aromatic 2π-electron system.

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RADIALENE COMPOUNDS AND THEIR USE

The present invention relates to radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.