6262-51-7

Basic information

• Product Name: PENTACHLOROCYCLOPROPANE
• Synonyms: pentachloro-cyclopropan;PENTACHLOROCYCLOPROPANE;1,1,2,2,3-PENTACHLORO-CYCLOPROPANE;PENTACHLOROCYCLOPROPANE, TECH., 90%;Pentachlorocyclopropane, GC 98%;1,2,2,3,3-Pentachlorocyclopropane;Pentachlorocyclopropane,98%;Pentachlorocyclopropane, GC 95+%
• CAS NO: 6262-51-7
• Molecular Formula: C₃HCl₅
• Molecular Weight: 214.31
• EINECS: 250-781-9
• Product Categories: Alkyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 6262-51-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 55-56 °C7 mm Hg(lit.)
• Flash Point: 213 °F
• Appearance: /
• Density: 1.668 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.12mmHg at 25°C
• Refractive Index: n20/D 1.5169(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: PENTACHLOROCYCLOPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: PENTACHLOROCYCLOPROPANE(6262-51-7)
• EPA Substance Registry System: PENTACHLOROCYCLOPROPANE(6262-51-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: GZ2214500
• Hazardous Substances Data: 6262-51-7(Hazardous Substances Data)

Usage

Description

Pentachlorocyclopropane is an organochlorine compound with the chemical formula C3HCl5. It is a halogenated hydrocarbon that consists of a cyclopropane ring with five chlorine atoms attached to it. Due to its unique chemical structure and properties, it has found various applications in different industries.

Uses

Used in Chemical Synthesis:
Pentachlorocyclopropane is used as an intermediate in the synthesis of various organic compounds. Its reactivity and stability make it a valuable precursor for the production of other valuable chemicals.
Used in the Preparation of Tetrachlorocyclopropene:
Pentachlorocyclopropane is used as a starting material for the preparation of tetrachlorocyclopropene. This is achieved through a reaction with 18M aqueous KOH at a temperature range of 80-85°C. Tetrachlorocyclopropene is an important intermediate in the synthesis of various pharmaceuticals and agrochemicals.
Used in the Preparation of Substituted Phenyltrichlorocyclopropene Derivatives:
Pentachlorocyclopropane is also utilized in the synthesis of substituted phenyltrichlorocyclopropene derivatives. These derivatives have potential applications in the development of new drugs, agrochemicals, and other specialty chemicals. The versatility of pentachlorocyclopropane allows for the introduction of various functional groups and substituents, expanding its range of applications in the chemical industry.

Synthesis Reference(s)

The Journal of Organic Chemistry, 40, p. 3791, 1975 DOI: 10.1021/jo00913a043

Safety Profile

A poison by ingestion. Moderately toxic by skin contact route. When heated to decomposition it emits toxic vapors of Clí.

InChI:InChI=1/C3HCl5/c4-1-2(5,6)3(1,7)8/h1H

Upstream product

• 6262-42-6 1,2,3,3-tetrachlorocyclopropene 
• 79-01-6 Trichloroethylene 
• 650-51-1 sodium trichloroacetate 
• 3294-58-4 phenyl(bromodichloromethyl)mercury 
• 67-66-3 chloroform 

Downstream Products

• 6695-22-3 1,2-dichloro-1-propen-3-al 
• 6262-53-9 (Z)-1,2-dichloro-3,3-dimethoxy-propene 
• 6262-42-6 1,2,3,3-tetrachlorocyclopropene 
• 1366421-67-1 (S)-2-(2,3-bis(dicyclohexylamino)cyclopropenimine)-3-phenylpropan-1-ol hydrochloride 
• 2730-62-3 2-chloro-1,1,1-trifluoropropene 
• 754-12-1 2,3,3,3-tetrafluoro-propene 
• 537-67-7 diphenylamine hydrochloride 
• 554-68-7 triethylamine hydrochloride 

Relevant articles and documents

Preparation method of pentachlorocyclopropane

The invention relates to a preparation method of pentachlorocyclopropane, and the method comprises the following steps of: reacting 1, 1, 2-trichloroethylene and trichloromethane used as raw materialsunder the conditions of a phase transfer catalyst and strong alkali to generate pentachlorocyclopropane. The preparation method disclosed by the invention is simple in process, mild in reaction condition, simple to operate, high in yield, few in three wastes, high in safety and easy to realize industrial production.

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.

Labelled compounds. XVII: Tetrachlorocyclopropene (14C) and tetrachlorocyclopropene (36C) ring opening in alkaline and acid medium

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