35981-65-8

Basic information

• Product Name: 3',4',5'-TRICHLOROACETOPHENONE
• Synonyms: 3',4',5'-TRICHLOROACETOPHENONE
• CAS NO: 35981-65-8
• Molecular Formula: C8H5Cl3O
• Molecular Weight: 223.4837
• Mol File: 35981-65-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3',4',5'-TRICHLOROACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3',4',5'-TRICHLOROACETOPHENONE(35981-65-8)
• EPA Substance Registry System: 3',4',5'-TRICHLOROACETOPHENONE(35981-65-8)

Safety Data

• Hazardous Substances Data: 35981-65-8(Hazardous Substances Data)

Upstream product

• 37148-48-4 1-(4-amino-3,5-dichlorophenyl)-1-ethanone 
• 108-24-7 acetic anhydride 
• 87-61-6 1,2,3-trichlorobenzene 

Downstream Products

• 51-39-8 3,4,5-trichlorobenzoic acid 

Relevant articles and documents

The effect of chlorine and fluorine substitutions on tuning the ionization potential of benzoate-bridged paddlewheel diruthenium(II, II) complexes

A series of paddlewheel diruthenium(II, II) complexes with various chlorine-substituted benzoate ligands (Cl-series) was synthesized as tetrahydrofuran (THF) adducts [Ru2(ClxPhCO2)4(THF)2]; where ClxPhCO2- = o-chlorobenzoate, o-Cl; m-chlorobenzoate, m-Cl; p-chlorobenzoate, p-Cl; 2,3-dichlorobenzoate, 2,3-Cl2; 2,4-dichlorobenzoate, 2,4-Cl2; 2,5-dichlorobenzoate, 2,5-Cl2; 2,6-dichlorobenzoate, 2,6-Cl2; 3,4-dichlorobenzoate, 3,4-Cl2; 3,5-dichlorobenzoate, 3,5-Cl2; 2,3,4-trichlorobenzoate, 2,3,4-Cl3; 2,3,5-trichlorobenzoate, 2,3,5-Cl3; 2,4,5-trichlorobenzoate, 2,4,5-Cl3; 3,4,5-trichlorobenzoate, 3,4,5-Cl3; 2,3,4,5-tetrachlorobenzoate, 2,3,4,5-Cl4. This Cl-series and the previously synthesized F-series together with four new fluorine-substituted derivatives, [Ru2(FxPhCO2)4(THF)2] (where FxPhCO2- = 2,3-difluorobenzoate, 2,3-F2; 2,4-difluorobenzoate, 2,4-F2; 2,5-difluorobenzoate, 2,5-F2; 2,3,5-trifluorobenzoate, 2,3,5-F3), were experimentally characterized with respect to solid-state structure, magnetic properties and electrochemistry. By tuning the substituents of the benzoate ligands using chlorine or fluorine atoms, the redox potential (E1/2) for [Ru2II,II]/[Ru2II,III]+ varied over a wide range of potentials from -40 mV to 360 mV (vs. Ag/Ag+ in THF). This was dependent on (i) the number of ortho-substituents, i.e. non-, mono- and di-o-substituted groups, with quasi-Hammett parameters for ortho-Cl and -F substitutions (σo = -0.272 and -0.217, respectively) and (ii) the general Hammett constants, σm and σp, for each group. The HOMO energy level calculated on the basis of the atomic coordinates of the solid-state structure was strongly affected by Cl- and F-substitutions as well as the redox potential in solution, which emphasizes the steric contribution of ortho-substituents in the energy level giving a deviation of EHOMO 0.3 eV and 0.55 eV for the Cl- and F-series, respectively.