27396-21-0

Basic information

• Product Name: tert-butyl (4-methoxyphenyl)ethaneperoxoate
• CAS NO: 27396-21-0
• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.2796
• Mol File: 27396-21-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 314.1°C at 760 mmHg
• Flash Point: 134.4°C
• Density: 1.072g/cm³
• Vapor Pressure: 0.000477mmHg at 25°C
• Refractive Index: 1.492
• CAS DataBase Reference: tert-butyl (4-methoxyphenyl)ethaneperoxoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (4-methoxyphenyl)ethaneperoxoate(27396-21-0)
• EPA Substance Registry System: tert-butyl (4-methoxyphenyl)ethaneperoxoate(27396-21-0)

Safety Data

• Hazardous Substances Data: 27396-21-0(Hazardous Substances Data)

Usage

General Description

Tert-butyl (4-methoxyphenyl)ethaneperoxoate is a chemical compound commonly used as a radical initiator in polymerization reactions. It is a stable, colorless liquid that decomposes upon heating to release free radicals, which can initiate the polymerization of monomers. tert-butyl (4-methoxyphenyl)ethaneperoxoate is often used in the production of polymers and resins, as well as in the synthesis of various organic compounds. Tert-butyl (4-methoxyphenyl)ethaneperoxoate is considered to be a safe and effective radical initiator when handled and used according to proper safety protocols.

Upstream product

• 75-91-2 tert.-butylhydroperoxide 
• 4693-91-8 4-methoxyphenyl-acetic chloride 
• 104-01-8 4-Methoxyphenylacetic acid 

Downstream Products

• 3141-58-0 tert-butoxy radical 
• 124-38-9 carbon dioxide 
• 3494-45-9 4-methoxy-benzyl 
• 70887-29-5 4-methoxybenzyl iodide 
• 67-64-1 acetone 
• 75-65-0 tert-butyl alcohol 
• 74-88-4 methyl iodide 

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.