915144-99-9

Basic information

• Product Name: Benzenamine, 4-bromo-2,6-dichloro-N,N-dimethyl-
• CAS NO: 915144-99-9
• Molecular Formula: C8H8BrCl2N
• Molecular Weight: 268.968
• Mol File: 915144-99-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-bromo-2,6-dichloro-N,N-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-bromo-2,6-dichloro-N,N-dimethyl-(915144-99-9)
• EPA Substance Registry System: Benzenamine, 4-bromo-2,6-dichloro-N,N-dimethyl-(915144-99-9)

Safety Data

• Hazardous Substances Data: 915144-99-9(Hazardous Substances Data)

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 56961-05-8 N,N-Dimethyl-2,6-dichloroaniline 

Downstream Products

• 56961-05-8 N,N-Dimethyl-2,6-dichloroaniline 
• 1555997-39-1 [3,5-dichloro-4-(dimethylamino)phenyl]acetonitrile 
• 72228-74-1 3,5-dichloro-4-(dimethylamino)benzoic acid 

Relevant articles and documents

Stepwise mechanism for the bromination of arenes by a hypervalent iodine reagent

A mild, metal-free bromination method of arenes has been developed using the combination of bis(trifluoroacetoxy)iodobencene and trimethylsilyl bromide. In situ-formed dibromo(phenyl)-λ3-iodane (PhIBr2) is proposed as the reactive intermediate. This methodology using PIFA/TMSBr has been applied with success to a great number of substrates (25 examples). The treatment of mono-substituted activated arenes led to para-brominated products (2u-z) in excellent 83-96% yields. Density functional theory calculations indicate a stepwise mechanism involving a double bromine addition followed by a type II dyotropic reaction with concomitant re-aromatization of the six-membered ring.