52031-76-2

Basic information

• Product Name: tert-butyl 1-methyl-1-(4-tolyl)ethyl peroxide
• Synonyms: tert-butyl 1-methyl-1-(4-tolyl)ethyl peroxide;(4-Methyl-α,α-dimethylbenzyl)tert-butyl peroxide;[1-(4-Methylphenyl)-1-methylethyl]tert-butyl peroxide;1,1-Dimethylethyl[1-methyl-1-(4-methylphenyl)ethyl] peroxide;Einecs 257-621-7
• CAS NO: 52031-76-2
• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.32328
• EINECS: 257-621-7
• Mol File: 52031-76-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 271°C at 760 mmHg
• Flash Point: 76.3°C
• Appearance: /
• Density: 0.947g/cm³
• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: 1.481
• CAS DataBase Reference: tert-butyl 1-methyl-1-(4-tolyl)ethyl peroxide(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 1-methyl-1-(4-tolyl)ethyl peroxide(52031-76-2)
• EPA Substance Registry System: tert-butyl 1-methyl-1-(4-tolyl)ethyl peroxide(52031-76-2)

Safety Data

• Hazardous Substances Data: 52031-76-2(Hazardous Substances Data)

Usage

General Description

Tert-butyl 1-methyl-1-(4-tolyl)ethyl peroxide is a chemical compound with the molecular formula C14H22O2. It is a peroxide compound that is commonly used as a radical initiator in various polymerization reactions. tert-butyl 1-methyl-1-(4-tolyl)ethyl peroxide is stable under normal conditions, but can decompose violently when heated or in the presence of strong acids or bases. It is a colorless to pale yellow liquid with a characteristic odor, and it is flammable and can cause irritation to the skin, eyes, and respiratory system. Tert-butyl 1-methyl-1-(4-tolyl)ethyl peroxide is primarily used in the production of polymers, resins, and other industrial applications.

InChI:InChI=1/C14H22O2/c1-11-7-9-12(10-8-11)14(5,6)16-15-13(2,3)4/h7-10H,1-6H3

Upstream product

• 75-91-2 tert.-butylhydroperoxide 
• 99-87-6 4-methylisopropylbenzene 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 1197-01-9 p-cymene-8-ol 

Relevant articles and documents

Spectral properties and absolute rate constants for β-scission of ring-substituted cumyloxyl radicals. A laser flash photolysis study

A laser flash photolysis study of the spectral properties and β-scission reactions of a series of ring-substituted cumyloxyl radicals has been carried out. All cumyloxyl radicals display a broad absorption band in the visible region of the spectrum, which decays on the microsecond time scale, leading to a strong increase in absorption in the UV region of the spectrum, which is attributed to the corresponding acetophenone formed after β-scission of the cumyloxyl radicals. The position of the visible absorption band is red-shifted by the presence of electron-donating ring substituents, while a blue-shift is observed in the presence of electron-withdrawing ring substituents, suggesting that + R ring substituents promote charge separation in the excited cumyloxyl radical through stabilization of the partial positive charge on the aromatic ring of an incipient radical zwitterion. Along this line, an excellent Hammett-type correlation between the experimentally measured energies at the visible absorption maxima of the cumyloxyl radicals and σ+ substituent constants is obtained. A red-shift is also observed on going from MeCN to MeCN/H2O for all cumyloxyl radicals, pointing toward a specific effect of water. The ring substitution does not influence to a significant extent the rate constants for β-scission of the cumyloxyl radicals, which varies between 7.1 × 105 and 1.1 × 106 s-1, a result that suggests that cumyloxyl radical β-scission is not governed by the stability of the resulting acetophenone. Finally, κβ increases on going from MeCN to the more polar MeCN/H2O 1:1 for all cumyloxyl radicals, an observation that reflects the increased stabilization of the transition state for β-scission through increased solvation of the incipient acetophenone product.

Steric and Electronic Substituent Effects in Tertiary Alkyl Peroxide Decompositions

Rate constants for the homolysis of aryl- substituted α-cumyl tert-butyl peroxides (X-PhCMe2OOCMe3) produce a Hammett plot with a ρ value of -0.22 +/- .04.Both steric and electronic parameters influence the decomposition rate constants of tertiary alkyl peroxides with bulky substituents: log krel = (-0.40 +/- .08)Σ?* - (0.43 +/- .02)ΣEsc.