29240-17-3

Basic information

• Product Name: tert-Amyl perpivalate
• Synonyms: tert-Amyl perpivalate;tert-Amyl perxypivalate(in solution,content≤77%);tert-Amyl peroxypivalate;tert-pentyl peroxypivalate;Propaneperoxoic acid, 2,2-dimethyl-, 1,1-dimethylpropyl ester;tert.-Amylperoxypivalat21;2,2-Dimethylperoxypropionic acid 1,1-dimethylpropyl ester;2,2-Dimethylperoxypropionic acid tert-amyl ester
• CAS NO: 29240-17-3
• Molecular Formula: C₁₀H₂₀O₃
• Molecular Weight: 188.264
• EINECS: 249-530-6
• Mol File: 29240-17-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 204 °C at 760 mmHg
• Flash Point: 59.2 °C
• Appearance: /
• Density: 0.924 g/cm³
• Vapor Pressure: 0.269mmHg at 25°C
• Refractive Index: 1.422
• Water Solubility: 504mg/L at 20℃
• CAS DataBase Reference: tert-Amyl perpivalate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Amyl perpivalate(29240-17-3)
• EPA Substance Registry System: tert-Amyl perpivalate(29240-17-3)

Safety Data

• RIDADR: 3113
• HazardClass: 5.2
• PackingGroup: II
• Hazardous Substances Data: 29240-17-3(Hazardous Substances Data)

Usage

Description

t-Amyl perpivalate, also known as tert-Amyl peroxy pivalate, is a colorless to slightly yellow liquid with an active oxygen content of 6.29–6.46% at 74–76% purity. It is soluble in most organic solvents and is characterized by its half-life of 10.0 hours at 58°C (137°F) in benzene.

Uses

Used in Polymer Industry:
t-Amyl perpivalate is used as a low-temperature initiator for the polymerization of various monomers, such as ethylene, vinyl chloride, vinyl acetate, styrene, acrylonitrile, and methyl methacrylate. Its ability to initiate polymerization at low temperatures makes it a valuable component in the production of polymers and plastics.
Used in Chemical Synthesis:
Due to its reactivity and solubility in organic solvents, t-Amyl perpivalate can also be used as a reagent or intermediate in various chemical synthesis processes, contributing to the development of new compounds and materials.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C10H20O3/c1-7-10(5,6)13-12-8(11)9(2,3)4/h7H2,1-6H3

Upstream product

• 3425-61-4 tert-amyl hydroperoxide 
• 3282-30-2 pivaloyl chloride 
• 75-85-4 tert-Amyl alcohol 

Downstream Products

• 67-64-1 acetone 
• 156423-97-1 2-ethoxy-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole 
• 80037-95-2 2-methoxy-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole 
• 93524-81-3 2-tert-butoxy-1,1,3,3-tetramethylisoindoline 
• 75-85-4 tert-Amyl alcohol 

Relevant articles and documents

Method for producing acyl peroxides

The invention relates to a method for producing acyl peroxides. According to said method, an acyl compound is reacted with an organic hydroperoxide and a base, the pH of the two-phase mixture so obtained is adjusted to 6 to 13, the obtained organic phase is extracted with an aqueous solution of a base and the aqueous extract is recirculated to the reaction step. The method according to the invention allows the recirculation of unreacted hydroperoxide to the reaction step.

Process for the preparation of a tertiary perester

The invention relates to a process for the preparation of a tertiary perester by contacting an acyl compound with a tertiary hydroperoxide in the presence of an enzyme catalyst. The acyl compound has the formula R1[C(O)OR2]n, wherein R1is a linear or branched, saturated or unsaturated C1-C22group, optionally containing one or more hetero atoms, R2represents hydrogen or has the same meaning as described for R1, and n is 1-5, or a polyalcohol ester of R1C(O)OH, wherein R1has the same meaning as described above. The tertiary hydroperoxide has the formula [HOOCR3R3]mR4, wherein R3represents either a methyl or an ethyl group, R4has the same meaning as described for R1, and m is 1-5.

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.