853-74-7

Basic information

• Product Name: Benzene, 1,1'-(1,2-ethanediyl)bis[2,3,4,5,6-pentafluoro-
• CAS NO: 853-74-7
• Molecular Formula: C14H4F10
• Molecular Weight: 362.17
• Mol File: 853-74-7.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(1,2-ethanediyl)bis[2,3,4,5,6-pentafluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1,2-ethanediyl)bis[2,3,4,5,6-pentafluoro-(853-74-7)
• EPA Substance Registry System: Benzene, 1,1'-(1,2-ethanediyl)bis[2,3,4,5,6-pentafluoro-(853-74-7)

Safety Data

• Hazardous Substances Data: 853-74-7(Hazardous Substances Data)

Upstream product

• 108-88-3 toluene 
• 1765-40-8 (bromomethyl)pentafluorobenzene 
• 100-52-7 benzaldehyde 
• 653-37-2 perfluorobenzaldehyde 
• 653-21-4 2,3,4,5,6-pentafluorophenylacetic acid 
• 771-56-2 2,3,4,5,6-pentafluorotoluene 
• 5267-59-4 2,4,5-Tris-pentafluorophenyl-[1,3]dioxolane 
• 392-56-3 Hexafluorobenzene 
• 778-34-7 1,2,3,4,5-pentafluoro-6-(trichloromethyl)benzene 
• 440-60-8 (2,3,4,5,6-pentafluorophenyl)methanol 
• 653-35-0 2,3,4,5,6-pentafluorobenzyl chloride 
• 137676-33-6 2,3,4,5,6-Pentafluorobenzyl Methyl Sulphoxide 
• 1736-60-3 1-allyl-2,3,4,5,6-pentafluorobenzene 
• 1373139-21-9 C₉H₅F₅O₃ 

Relevant articles and documents

Photochemical Reductive C–C Coupling with a Guanidine Electron Donor

The metal-free photoinduced reductive C–C coupling reactions of a number of substituted benzyl halides (15 examples) with the organic electron-donor 2,3,5,6-tetrakis(tetramethylguanidino)pyridine are evaluated. Depending on the substituents at the benzyl group, a C–C coupling product yield in the range 50–95 % is achieved. The photochemical benzyl-radical formation by homolytic N–C bond cleavage of the initially formed benzyl-pyridinium salts is the rate-determining step of these reactions. Electron-withdrawing as well as -donating substituents at the phenyl group increase the reaction rate. Quantum chemical computations did not reveal any correlation between either the enthalpy or Gibbs free energy of the N–C bond cleavage step and the experimentally determined first-order rate constants. Instead, the structural difference between the excited state generated by irradiation and the electronic ground state of the pyridinium ions could be used to rationalize the differences in the reaction rates.

A clean and selective radical homocoupling employing carboxylic acids with titania photoredox catalysis

A titania photoredox catalysis protocol was developed for the homocoupling of C-centered radicals derived from carboxylic acids. Intermolecular reactions were generally efficient and selective, furnishing the desired dimers in good yields under mild neutral conditions. Selective cross-coupling with two acids proved unsuccessful. An intra-molecular adaptation enabled macrocycles to be prepared, albeit in modest yields. (Chemical Equation Presented).

Ti-catalyzed homolytic opening of ozonides: A sustainable C-C bond-forming reaction

The unprecedented homolytic opening of ozonides promoted and catalyzed by titanocene(III) is reported. This novel reaction proceeds at room temperature under neutral, mild conditions compatible with many functional groups and provides carbon radicals suitable to form C-C bonds via both homocoupling and cross-coupling processes. The procedure has been advantageously exploited for the straightforward synthesis of the natural product brittonin A.