6262-42-6

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

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

Downstream Products

• 29119-62-8 endo,anti-2,3-Dichlortricyclo<3.2.1.0>oct-6-en 
• 38377-57-0 2,3-bis(4-methylphenyl)-2-cyclopropen-1-one 
• 61440-88-8 bis(2,4,6-trimethylphenyl)cyclopropenone 
• 14161-11-6 3,4,5-trichloropyridazine 
• 3721-17-3 1,1,3,3-tetrakis(trimethylsilyl)allene 
• 153993-72-7 hexakis(trimethylsilyl)-3,3'-bicyclopropenyl 
• 113426-65-6 1-Chloro-1-methyl-2-(2,3,3-trichloro-cycloprop-1-enyl)-cyclohexane 
• 51212-57-8 p-tert-Butylphenyltrichlorocyclopropen 
• 82979-27-9 1-chloro-1-(trichloroethenyl)cyclopropane 
• 1600-37-9 1,1,2,3,3-pentachloro-1-propene 
• 72852-94-9 1,1,2,3-Tetrachlor-1-nonen 
• 72852-96-1 1,1,2,3-Tetrachlor-4-ethyl-1-hepten 
• 72852-95-0 1,1,2,3-Tetrachlor-4-methyl-1-octen 
• 79211-74-8 2-Chloro-3,3-dimethyl-2-trichlorovinyl-cyclopropanecarboxylic acid 

Relevant academic research and scientific papers

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.

Synthesis and chemical properties of sodium 3,4,5-tris(diethylamino)-1,2- diphosphacyclopentadienide

1,2,3-Tris(diethylamino)cyclopropenylium iodide (1) reacted with sodium polyphosphides to give sodium 3,4,5-tris(diethylamino)-1,2- diphosphacyclopentadienide (2) in high yields. Chemical behavior of compound 2 in the reactions with organic and organoelement electrophiles was studied and compared with that of sodium 3,4,5-triphenyl-1,2-diphosphacyclopentadienide.

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.

Higher-order cyclopropenimine superbases: Direct neutral br?nsted base catalyzed michael reactions with α-aryl esters

The synthesis and characterization of six new classes of higher-order superbases, including five that incorporate cyclopropenimine functionality, has been achieved. We propose a nomenclature that designates these as the CG2, GC2, PC3, PC1, C3, and GP2 classes of superbases. The pKBH+ values were measured to be between 29.0 and 35.6 in acetonitrile. Linear correlations of ten superbase basicities vs that of their substituents demonstrated the insulating effect of the cyclopropenimine core. The molecular structures of several of these materials were obtained by single-crystal X-ray analysis, revealing interesting aspects of conformational bias and noncovalent organization. The types of superbasic cores and substituents were each reliably shown to affect selectivity for deprotonation over alkylation. Higher-order cyclopropenimine and guanidine superbase stability to hydrolysis was found to correlate to basicity. Finally, a GC2 base was found to catalyze conjugate additions of α-aryl ester pronucleophiles, representing the first report of a neutral Br?nsted base to catalyze such reactions.

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.

SUBSTITUTED BICYCLOOCTENES AND THEIR USE AS HERBICIDES

Compounds of formula (I) wherein the substituents are as defined in claim 1, are suitable for use as herbicides.

Improved Synthesis of 7,7-Difluorocyclopropabenzene

A five-step, optimised sequence for the preparation of the title compound is reported.Trichloroethylene is converted to 1,6-dichloro-7,7-difluorobicyclohept-3-ene (5) via pentachlorocyclopropane, tetrachlorocyclopropene, and 1,2-dichloro-3,3-difluorocyclopropene by modification of the procedures reported by Tobey and coworkers.Final dehydrochlorination of 5 allows the production of 7,7-difluorocyclopropabenzene in 50 g quantities