376-76-1

Usage

General Description

1-Chloro-1,2,2,3,3,4,4,5,5-nonafluorocyclopentane, also known as c-C5F9Cl, is a halogenated fluorocarbon compound that contains nine atoms of fluorine and one atom of chlorine. It is a colorless and odorless liquid that is used as a propellant in aerosol products and as a refrigerant in some applications. This chemical compound is stable under normal conditions and is nonflammable, making it a suitable choice for various industrial uses. However, it is also considered a potent greenhouse gas and has a high global warming potential, contributing to environmental concerns. Its use has been regulated in some regions to minimize its impact on the environment.

Upstream product

• 930-28-9 cyclopentyl chloride 
• 706-79-6 1,2-dichloro-3,3,4,4,5,5-hexafluorocyclopentene 

Relevant academic research and scientific papers

A novel strategy for synthesis of dichlorooctafluorocyclopentane and reaction mechanism investigation

A novel method was used for preparing 1,1-dichlorooctafluorocyclopentane and 1,2-dichlorooctafluorocyclopentane through the reaction of 1,2-dichlorohexafluorocyclopentene, anhydrous hydrogen fluoride, and chlorine. A series of single- and multi-component catalysts were prepared by means of impregnation and coprecipitation, respectively. The catalyst containing Fe(III), Zr(IV), Co(II), Zn(II) and Cu(II) showed the highest catalytic activity among these catalysts. Moreover, the main reaction routes and catalytic mechanism were investigated through experiments and theoretical analysis. Given the environmental and economic benefits, this method has a great application potential in industrial production.

Aerosol Direct Fluorination: Alkyl Halides. 2. Chlorine Shift and the Stability of Radicals

Unlike alkyl bromides and iodides, alkyl chlorides are shown to be stable to direct fluorination, even under ultraviolett irradiation, at temperatures of 30 deg C and below.Although less reactive than the bromides and iodides, F-alkyl chlorides may be derivatized, presenting another example of direct fluorination-survivable functionality.High (63 percent) to moderate (32 percent) isolated yields of the analogous perfluororalkyl chlorides can be synthesized by aerosol direct fluorination of 1-chloropropane, 1-chlorobutane, 1-chloro-2-methylpropane, 1-chloro-3-methylbutane, 1-chlo-ro-2-methylbutane, and chlorocyclopentane with generally less than 20 percent C-C bond cleavage.Tertiary alkyl chlorides generally undergo intramolecular 1,2-chloride shift in the earliest stages of reaction in a manner characteristic of β-chloro radicals forming principally primary F-alkyl chlorides.Thus 2-chloro-2-methylpropane produces 1-chloro-F-2-methylpropane (47 percent), and 2-chloro-2-methylbutane produces a 16:6.3:1 ratio of 1-chloro-F-2-methylbutane, 1-chloro-F-3-methylbutane, and 2-chloro-F-3-methylbutane, respectively, in 32 percent combined yield.Secondary alkyl chlorides undergo a similar but incomplete rearrangement producing mixtures of primary and secondary F-alkyl chlorides.Thus 2-chloropropane produces a 2:1 mixture of 2-chloro-F-propane and 1-chloro-F-propane in 50 percent combined yield; 2-chlorobutane produces a 1:1.5 mixture of 2-chloro-F-butane and 1-chloro-F-butane in 34 percent combined yield, and 3-chloropentane produces a 2:3:1 mixture of 3-chloro-F-pentane, 2-chloro-F-pentane, and 1-chloro-F-pentane, respectively, in a combined yield of 30 percent.Because secondary alkyl chlorides partially rearrange but primary alkyl chlorides donot rearrange at all on fluorination, doubt is cast on the postulate that the intermediate radicals are equilibrating.