197160-09-1

Basic information

• Product Name: 2-chloro-4-nitrophenyl 3-nitrobenzoate
• Synonyms: 2-chloro-4-nitrophenyl 3-nitrobenzoate
• CAS NO: 197160-09-1
• Molecular Weight: 322.661
• Mol File: 197160-09-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-chloro-4-nitrophenyl 3-nitrobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-4-nitrophenyl 3-nitrobenzoate(197160-09-1)
• EPA Substance Registry System: 2-chloro-4-nitrophenyl 3-nitrobenzoate(197160-09-1)

Safety Data

• Hazardous Substances Data: 197160-09-1(Hazardous Substances Data)

Upstream product

• 136367-44-7 C₁₃H₇ClN₂O₆ 
• 619-08-9 2-chloro-4-nitrophenol 
• 121-90-4 m-nitrobenzoic acid chloride 

Downstream Products

• 619-08-9 2-chloro-4-nitrophenol 
• 26163-45-1 (3-nitrophenyl)(piperidin-1-yl)methanone 

Relevant articles and documents

Kinetic study on aminolysis of y-substituted-phenyl x-substituted- benzoates: Effects of substituents x and y on reactivity and reaction mechanism

A kinetic study on aminolysis of 2-chloro-4-nitrophenyl X-substituted-benzoates (2a-k) in 80 mol % H2O/20 mol % DMSO at 25.0 oC is reported. The Bronsted-type plot for the reactions of 2-chloro-4-nitrophenyl benzoate (2g) with a series of cyclic secondary amines curves downward (e.g., β1 = 0.25, β2 = 0.85 and pKa o = 10.3), which is typical of reactions reported to proceed through a stepwise mechanism with a change in ratedetermining step (RDS). The Hammett plot for the reactions of 2a-k with piperidine consists of two intersecting straight lines, while the corresponding Yukawa-Tsuno plot exhibits an excellent linear correlation with ρX = 1.15 and r = 0.59. Thus, it has been concluded that the nonlinear Hammett plot is not due to a change in RDS but is caused by stabilization of substrates through resonance interactions between the electron-donating substituent and the C=O bond. Substrates possessing a substituent at the 2-position of the leaving aryloxide deviate negatively from the curved Bronsted-type plot for the reactions of Y-substituted-phenyl benzoates (3ai), implying that the steric hindrance exerted by the substituent at the 2-position is an important factor which governs the reactivity of Y-substituted-phenyl benzoates.