269391-78-8

Basic information

• Product Name: 2,4,6-trichloro-N,N-bis(dideuteriomethyl)aniline
• Synonyms: 2,4,6-trichloro-N,N-bis(dideuteriomethyl)aniline
• CAS NO: 269391-78-8
• Molecular Weight: 228.485
• Mol File: 269391-78-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,4,6-trichloro-N,N-bis(dideuteriomethyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-trichloro-N,N-bis(dideuteriomethyl)aniline(269391-78-8)
• EPA Substance Registry System: 2,4,6-trichloro-N,N-bis(dideuteriomethyl)aniline(269391-78-8)

Safety Data

• Hazardous Substances Data: 269391-78-8(Hazardous Substances Data)

Upstream product

• 1664-98-8 paraformaldehyde-d2 
• 634-93-5 2,4,6-trichloroaniline 

Downstream Products

• 1664-98-8 paraformaldehyde-d2 

Relevant articles and documents

Isotope-effect profiles in the oxidative N-demethylation of N,N-dimethylanilines catalysed by lignin peroxidase and a chemical model

Lignin peroxidase catalyses the oxidative N-demethylation of ring-substituted N,N-dimethylanilines by an electron-transfer mechanism whereby an anilinium radical cation is formed which is then deprotonated by the enzyme. Information on the nature of the basic centre which deprotonates the radical cation has been obtained by determining the KDIE profile (plot of kH/kD vs. the pKa of the aniline radical cations) for a number of ring-substituted N,N- bis(dideuteriomethyl)-anilines. From the bell-shaped curve it has been estimated that the pKa of the proton-abstracting base is about 7. Interestingly, almost the same value has been obtained when the same type of study has been carried out using a water-soluble model compound: 5,10,15,20-tetraphenyl-21H,23H-porphine-p,p′,p″, p?-tetrasulfonic acid iron(III) chloride. This is a strong indication that the radical cation is deprotonated by the same species in the enzymatic and in the chemical reactions. It is suggested that this species is the reduced iron-oxo complex.