17102-23-7

Basic information

• Product Name: Acetamide, N-(4-bromophenyl)-2,2-dichloro-
• CAS NO: 17102-23-7
• Molecular Formula: C8H6BrCl2NO
• Molecular Weight: 282.952
• Mol File: 17102-23-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Acetamide, N-(4-bromophenyl)-2,2-dichloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(4-bromophenyl)-2,2-dichloro-(17102-23-7)
• EPA Substance Registry System: Acetamide, N-(4-bromophenyl)-2,2-dichloro-(17102-23-7)

Safety Data

• Hazardous Substances Data: 17102-23-7(Hazardous Substances Data)

Upstream product

• 2563-99-7 N-phenyl-2,2-dichloroacetamide 
• 79-43-6 dichloro-acetic acid 
• 106-40-1 4-bromo-aniline 
• 7789-69-7 phosphorus pentabromide 
• 71-43-2 benzene 
• 67-66-3 chloroform 
• 10026-13-8 phosphorus pentachloride 
• 7726-95-6 bromine 
• 79-36-7 dichloroacethyl chloride 

Relevant articles and documents

Synthesis, FTIR and FT-Raman spectral analysis and structure-activity relations of N-(4-bromophenyl)-2,2-dichloroacetamide by DFT studies

The FTIR and FT-Raman vibrational spectra of N-(4-bromophenyl)-2,2- dichloroacetamide molecule has been recorded and analysed the complete vibrational fundamental modes of the most stable geometry of the compound using the experimental FTIR and FT-Raman data on the basis of peak positions, relative intensities and quantum chemical studies. The observed vibrational frequencies were compared with the theoretical wavenumbers of the optimised geometry of the compound obtained from the DFT-B3LYP gradient calculations employing the high level 6-311++G** and cc-pVTZ basis sets. The effect of substituent Br in the amide moiety have been analysed and compared. The kinetic and thermodynamic stability and chemical reactivity descriptors of the molecule have been determined. The reactive centres are found from the molecular electrostatic potential and the atomic charges. The limits of electrostatic potential are -9.617e × 10-3 and +9.617e × 10 -3. The molecule has great electronegativity difference, charge is very polarized, and there are significant differences in electron density in different regions of the molecule. The lone pair donor orbital, nN → π*CO interaction possess a strong stabilisation of 64.21 kcal mol-1.

Photochemical Bromination of Anilides by Benzenehexabromide

Benzenehexabromide was found to afford photochemical bromination of substituted acetanilide in the p-position.The rates of bromination were found to follow the order predicted on the basis of inductive effect of the substituents and similar to the sequence of reactivities observed for bromination of acetanilides with N-bromosuccinimide.Similar results were obtained in the case of p-substituted benzanilides and the reaction shows a good Hammett correlation with the ?+ values for the substituents with a ρ value -0.266.