29540-08-7

Basic information

• Product Name: tert-butyl p-nitrophenylperacetate
• Synonyms: tert-butyl p-nitrophenylperacetate
• CAS NO: 29540-08-7
• Molecular Weight: 253.255
• Mol File: 29540-08-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: tert-butyl p-nitrophenylperacetate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl p-nitrophenylperacetate(29540-08-7)
• EPA Substance Registry System: tert-butyl p-nitrophenylperacetate(29540-08-7)

Safety Data

• Hazardous Substances Data: 29540-08-7(Hazardous Substances Data)

Upstream product

• 75-91-2 tert.-butylhydroperoxide 
• 50434-36-1 4-nitrophenylacetyl chloride 

Downstream Products

• 99-99-0 1-methyl-4-nitrobenzene 
• 104-03-0 4-nitrobenzeneacetic acid 
• 3145-86-6 4-nitrobenzyl iodide 
• 67-64-1 acetone 
• 75-65-0 tert-butyl alcohol 
• 74-88-4 methyl iodide 
• 3141-58-0 tert-butoxy radical 
• 124-38-9 carbon dioxide 
• 19019-93-3 tris(4-nitrophenyl)methyl radical 

Relevant articles and documents

Secondary α-Deuterium Kinetic Isotope Effects Signifying a Polar Transition State in the Thermolysis of Ring-Substituted tert-Butyl Phenylperacetates

Several ring-substituted tert-butyl phenylperacetates (YC6H4CH2CO3But) and their deuterated versions (YC6H4CD2CO3But) were prepared (Y: p-OCH3, p-CH3, p-H, and p-NO2). Thermolyses at 80°C in CDCl3 showed excellent first-order kinetics. The rates have been measured as kYH × 104 and kYD × 104 s-1: 11.9 and 9.20 (p-OCH3), 2.64 and 2.22 (p-CH3), 1.06 and 0.93 (p-H), 0.164 and 0.156 (p-NO2). Hammett correlations were derived to yield ρYH+ = -1.17 and ρYD+ = -1.12. However, better Hammett plots were obtained with three points (p-OCH3, p-CH3, and p-H) showing ρYH+ = -1.35 and ρYD+ = -1.28. SDKIE was calculated as 1.293 (p-OCH3), 1.189 (p-CH3), 1.140 (p-H), and 1.051 (p-NO2), showing substantial substituent effects. Values of kYH/kYD for p-NO2 showed little temperature dependence. Hammett correlations and SDKIE were derived from the same kinetic entity that is the bond cleavage.