108717-54-0

Basic information

• Product Name: 4-bromo-N-(2-naphthyl)benzamide
• Synonyms: 4-bromo-N-(2-naphthyl)benzamide;4-bromo-N-(naphthalen-2-yl)benzamide
• CAS NO: 108717-54-0
• Molecular Formula: C₁₇H₁₂BrNO
• Molecular Weight: 326.18728
• Mol File: 108717-54-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-bromo-N-(2-naphthyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-N-(2-naphthyl)benzamide(108717-54-0)
• EPA Substance Registry System: 4-bromo-N-(2-naphthyl)benzamide(108717-54-0)

Safety Data

• Hazardous Substances Data: 108717-54-0(Hazardous Substances Data)

Upstream product

• 91-59-8 naphthalen-2-ylamine 
• 586-75-4 4-chlorobenzoyl chloride 
• 586-76-5 4-Bromobenzoic acid 

Relevant articles and documents

Intramolecular charge transfer with N-benzoylaminonaphthalenes. 1-Aminonaphthalene versus 2-aminonaphthalene as electron donors

N-(substituted-benzoyl)-1-aminonaphthalenes and N-(substituted-benzoyl)-2-aminonaphthalenes (1-NBAs and 2-NBAs) with varied substituents at the para- or meta-position of benzoylphenyl ring were prepared to probe the difference between 1-aminonaphthalene (1-AN) and 2-aminonaphthalene (2-AN) as electron donors, using benzanilide-like charge transfer as a probe reaction. An abnormal long-wavelength emission was found for all of the prepared aminonaphthalene derivatives in cyclohexane and was assigned to the CT state by the observation of a substantial red shift with increasing solvent polarity or with increasing electron-withdrawing ability of the substituent. The CT emission energies were found to follow a linear relationship with the Hammett constant of the substituent and the value of the linear slope for 1-NBAs (-0.45 eV) was higher than that of 2-NBAs(-0.35 eV), the latter being close to that of the aniline derivatives (BAs, -0.345 eV). This pointed to a higher extent of charge separation in the CT state of 1-NBAs in which a full charge separation was established by the reduction potential dependence of the CT emission energy with a linear slope of -1.00. The possible contribution of the difference in the steric effect and the electron donating ability of the donors in 1-NBAs and 2-NBAs was ruled out by the observation that the corresponding linear slopes of benzoyl-substituted BAs remained unchanged when para-, meta-, ortho-, or ortho, ortho-methyls were introduced into the aniline moiety. It was therefore concluded that 1-AN enhanced the charge transfer in 1-NBAs and the proximity of its 1La and 1Lb states was suggested to be responsible. Results showed that the charge transfers in 1-NBAs and 2-NBAs were not the same and 1-AN and 2-AN as electron donors were different not only in electron donating ability but in shaping the charge transfer pathways as well.