699-39-8

Basic information

• Product Name: 1,2,3,4,5,5-Hexafluoro-1,3-cyclopentadiene
• Synonyms: 1,2,3,4,5,5-Hexafluoro-1,3-cyclopentadiene
• CAS NO: 699-39-8
• Molecular Formula: C₅F₆
• Molecular Weight: 174.04
• Mol File: 699-39-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2,3,4,5,5-Hexafluoro-1,3-cyclopentadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,5,5-Hexafluoro-1,3-cyclopentadiene(699-39-8)
• EPA Substance Registry System: 1,2,3,4,5,5-Hexafluoro-1,3-cyclopentadiene(699-39-8)

Safety Data

• Hazardous Substances Data: 699-39-8(Hazardous Substances Data)

Usage

General Description

1,2,3,4,5,5-Hexafluoro-1,3-cyclopentadiene (HFCPD) is a type of organofluorine compound. The main characteristics of HFCPD are defined by the presence of six fluorine atoms attached to a cyclopentadiene ring, making it a hexafluorinated compound. Known for its high reactivity, this compound is often used in organic synthesis. It typically takes on a pale yellow color and comes in the form of liquid at room temperature. Furthermore, Hexafluoro-1,3-cyclopentadiene is considered as a challenging compound to handle safety-wise due to its tendency to polymerize exothermically, thereby generating substantial heat and gas.

Upstream product

• 1453-38-9 2,3,4,5-Tetrachlor-1,1,2,3,4,5-hexafluorcyclopentan 
• 123438-12-0 hexafluorobicyclo<2.2.0>hex-5-ene-2,2-diol 
• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 77-47-4 hexachlorocyclopentadiene 
• 562-19-6 1,2,3,4-tetrachloro-5,5-difluoro-cyclopenta-1,3-diene 
• 2344-14-1 3H-heptafluorocyclopentene 
• 2344-15-2 1,2,3,3,4,5,5-heptafluorocyclopentene 
• 13222-45-2 1,1,1,5,5,5-hexafluoro-2,4-bis-trifluoromethyl-penta-2,3-diene 
• 598-73-2 1-bromo-1,2,2-trifluoroethene 
• 19721-29-0 1,2,3,3-tetrafluorocyclopropene 

Downstream Products

• 25222-21-3 2,2,2-Trifluoro-N-(1,4,5,6,7,7-hexafluoro-bicyclo[2.2.1]hept-5-en-2-ylmethyl)-acetamide 
• 1482-08-2 Perfluor-tricyclo<5,2,1,0^2,6>deca-3,8-dien 
• 1501-62-8 3,4,5,6,12,12-Hexafluor-tetracyclo<6.2.1.1^3.6.0^2.7>dodecadien-4.9 
• 17065-31-5 1,2,3,4,7,7-hexafluorobicyclo<2,2,1>hepta-2,5-diene 
• 559-40-0 octaperfluorocyclopentene 
• 911225-21-3 1,4,5,6,7,7-hexafluoro-2,3-diazabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid dimethyl ester 
• 12212-29-2 (C₅F₆)2Co₂(CO)4 
• 1482-03-7 1,2,3,4,7,7,-hexafluorobicyclo[2.2.1]hept-2-ene 
• 1482-09-3 9,10-<1,2,3,4,5,5-Hexafluor-cyclopenten-(3)-diyl-(1,2)>-9,10-dihydro-anthracen 
• 1482-05-9 1,2,3,4,7,7-Hexafluor-bicyclo<2.2.1>heptadien-(2,5)-dicarbonsaeure-(5,6)-dimethylester 
• 1482-04-8 1,2,3,4,7,7-Hexafluor-5-vinyl-bicyclo<2.2.1>hepten-(2) 
• 1660-07-7 5,5'-Bis-<1,2,3,4,7,7-hexafluor-bicyclo<2.2.1>hepten-2-yl> 

Relevant articles and documents

MASS SPECTRAL STUDY OF THE PYROLYSIS OF TETRAKIS(TRIFLUOROMETHYL)ALLENE

Low-energy mass spectrometry and chromato-mass spectrometry have been used to show that major final products of the pyrolysis of tetrakis(trifluoromethyl)allene (TTA) are perfluoro-1,3-cyclopentadiene and hexafluoroethane, formed as a result of the thermal loss of two trifluoromethyl radicals.This indicates the lack of an interaction of the trifluoromethyl substituents with the cumulene bond ?-electrons.

Reactions of 1,2,3,4,5-Pentafluorocyclopentadiene

The synthesis of 1,2,3,4,5-pentafluorocyclopentadiene (2) from 1,2,3,4,5-pentachloro-1,2,3,4,5-pentafluorocyclopentane (1) is closely investigated.Side-products are 1,2,3,4-tetrafluorocyclopentadiene (4) and 5-chloro-1,2,3,4-tetrafluorocyclopentadiene (5).Under UV irradiation, 2 isomerizes to give 1,2,3,5,5-pentafluorocyclopentadiene (6). 2 dimerizes forming a mixture of Diels-Alder products.This dimerisation is irreversible until 700 deg C.The hydrogen in 2 can be replaced by bromine forming 7. 2 adds Cl2, Br2, I2, and carbonylmetal hydrides.Also with the most stable salt Tl(+)C5F5(-) (8) the synthesis of a η5-C5F5 complex was unsuccessful.A modified synthesis of hexafluorocyclopentadiene (12) from hexachlorocyclopentadiene (9) is presented. 12 adds AsF5 forming c-C5F7AsF4 (13).With SbF5 no cation c-C5F5(+) (14) could be detected so far.