22288-41-1

Usage

Uses

Used in Polymer Production Industry:
1,1,3,3-Tetramethylbutyl peroxypivalate is used as a radical initiator for the polymerization of monomers such as acrylics, polyethylene, and rubber. Its ability to efficiently initiate polymerization reactions contributes to the production of a wide range of polymers with diverse applications.
Used in Specialty Chemicals Synthesis:
In the specialty chemicals industry, 1,1,3,3-Tetramethylbutyl peroxypivalate serves as a key component in the synthesis of various specialty chemicals, leveraging its reactivity and initiating properties to produce unique chemical compounds with specific functionalities.
Used as a Curing Agent in Resins and Coatings:
1,1,3,3-Tetramethylbutyl peroxypivalate is utilized as a curing agent in the formulation of resins and coatings, where it plays a crucial role in the cross-linking process. This enhances the durability, strength, and performance of the final product, making it suitable for various applications, including automotive, construction, and industrial coatings.
Safety Considerations:
Due to its hazardous nature, 1,1,3,3-Tetramethylbutyl peroxypivalate should be handled with extreme care. It is prone to violent decomposition when exposed to heat, shock, or friction, necessitating proper safety measures during its storage, transportation, and use in industrial processes.

InChI:InChI=1/C13H26O3/c1-11(2,3)9-13(7,8)16-15-10(14)12(4,5)6/h9H2,1-8H3

Upstream product

• 5809-08-5 1,1,3,3-tetramethylbutyl hydroperoxide 
• 3282-30-2 pivaloyl chloride 
• 690-37-9 2,4,4-trimethyl-2-pentanol 
• 107-39-1 2,4,4-trimethyl-1-pentene 

Downstream Products

• 80037-95-2 2-methoxy-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole 
• 80037-92-9 (1,1,3,3-tetramethylisoindolin-2-yloxy)methyl 2-methylpropenoate 
• 93524-81-3 2-tert-butoxy-1,1,3,3-tetramethylisoindoline 
• 690-37-9 2,4,4-trimethyl-2-pentanol 
• 67-64-1 acetone 

Relevant academic research and scientific papers

Thermal decomposition mechanisms of tert-alkyl peroxypivalates studied by the nitroxide radical trapping technique

The thermolysis of a series of tert-alkyl peroxypivalates 1 in cumene has been investigated by using the nitroxide radical-trapping technique. tert-Alkoxyl radicals generated from the thermolysis underwent the unimolecular reactions, β-scission, and 1,5-H shift, competing with hydrogen abstraction from cumene. The absolute rate constants for β-scission of tert- alkoxyl radicals, which vary over 4 orders of magnitude, indicate the vastly different behavior of alkoxyl radicals. However, the radical generation efficiencies of 1 varied only slightly, from 53 (R = Me) to 63% (R = Bu(t)), supporting a mechanism involving concerted two-bond scission within the solvent cage to generate the tert-butyl radical, CO2, and an alkoxyl radical. The thermolysis rate constants of tert-alkyl peroxypivalates 1 were influenced by both inductive and steric effects [Taft-Ingold equation, log(rel k(d)) = (0.97 ± 0.14)Σσ* - (0.31 ± 0.04)ΣE(s)(c), was obtained].

Homolytic Decomposition of t-Alkyl 2,2-Dimethylperoxypropionates

Decomposition rates and products of t-alkyl 2,2-dimethylperoxypropionates were measured in cumene at several temperatures.The peroxyesters decomposed homolitycally, depending on the structure of the t-alkyl moiety.The relative rates of the t-alkyl moieties to the 1,1-dimethylethyl one were: 1,1-dimethylbutyl (1.14), 1,1-dimethylpropyl (1.19), 1,1,2-trimethylpropyl (1.85), 1,1,3,3-tetramethylbutyl (2.10), and 1,1-dimethyl-2-phenylethyl (2.34).The decomposition showed an isokinetic relationship and the importance of stabilization by hyperconjugation.Based on these data, the decomposition mechanism, which contains a slight stretching of the Cα-Cβ bond to the peroxyl oxygen at the transition state is, discussed.