1073-91-2

Basic information

• Product Name: ACETONEPEROXIDES
• Synonyms: 1,2,4,5-Tetraoxa-3,3,6,6-tetramethylcyclohexane;2-Propanone peroxide;3,3,6,6-Tetramethyl-1,2,4,5-tetraoxacyclohexane;3,3,6,6-Tetramethyl-1,2,4,5-tetroxane;Acetone diperoxide
• CAS NO: 1073-91-2
• Molecular Formula: C₆H₁₂O₄
• Molecular Weight: 148.16
• Mol File: 1073-91-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 132.25°C
• Boiling Point: 188.74°C (rough estimate)
• Appearance: /
• Density: 1.0610 (rough estimate)
• Refractive Index: 1.4100 (estimate)
• CAS DataBase Reference: ACETONEPEROXIDES(CAS DataBase Reference)
• NIST Chemistry Reference: ACETONEPEROXIDES(1073-91-2)
• EPA Substance Registry System: ACETONEPEROXIDES(1073-91-2)

Safety Data

• Hazardous Substances Data: 1073-91-2(Hazardous Substances Data)

Usage

General Description

Acetone peroxides are a group of organic compounds that are highly explosive and shock-sensitive. They are formed from the reaction of acetone, a common solvent, with hydrogen peroxide. Acetone peroxides are unstable and can detonate on exposure to heat, friction, or mechanical shock. They are commonly used in the production of homemade explosives, making them a concern for law enforcement and national security agencies. Due to their high reactivity, acetone peroxides pose a significant risk to human health and safety, and strict precautions must be taken when handling or storing these chemicals.

InChI:InChI=1S/C6H12O4/c1-5(2)7-9-6(3,4)10-8-5/h1-4H3

Upstream product

• 41255-66-7 1-isopropoxy-5-methyl-hex-4-en-3-one 
• 67-66-3 chloroform 
• 24648-34-8 1-methylene-2-isopropylidene-4,4-dimethylcyclobutane 
• 3642-16-8 1,2-diisopropylidene-cyclobutane 
• 101456-00-2 1-chloro-5-methyl-hexa-2,4-diene 
• 563-79-1 2,3-Dimethyl-2-butene 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 75-07-0 acetaldehyde 
• 7712-60-9 5-chloro-2-methyl-pent-2-ene 
• 10028-15-6 ozone 
• 111-02-4 squalene 
• 3899-18-1 (6E,10E)-2,6,10-trimethyldodeca-2,6,10-triene 
• 141-78-6 ethyl acetate 
• 63742-47-2 8-methyl-nona-1,3,7-triene 

Downstream Products

• 74-84-0 ethane 
• 110-13-4 2,5-hexanedione 
• 67-64-1 acetone 
• 67-56-1 methanol 
• 92-52-4 biphenyl 
• 598-53-8 isopropyl methyl ether 
• 79-20-9 acetic acid methyl ester 
• 108-88-3 toluene 
• 64-19-7 acetic acid 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 

Relevant articles and documents

The Ozonolysis of Tetramethylethylene. Concentration and Temperature Effects

The products of the ozonolysis of tetramethylethylene in hexane or methylene chloride are remarkably dependent on the concentration of tetramethylethylene.Ozonolysis in neat tetramethylethylene gives mostly tetramethylene epoxide as product.As the concentration of tetramethylethylene is reduced, more acetone diperoxide is formed until it becomes the major product.The reaction also produces 3-hydroperoxy-2,3-dimethyl-1-butene.The product distribution is also quite dependent on reaction temperature.At a given concentration of the alkene the epoxide yield decreases as the temperature is lowered.Simultaneously the acetone diperoxide yield increases with lower temperature.The results are explained by postulating that energy-rich acetone oxide can be partially converted to dimethyldioxirane which is primarily responsible for the epoxidation.The proposed reaction scheme also has acetone oxide dimerize in a stepwise manner to give an intermediate which can either close to give diperoxide or lose singlet oxygen.The singlet oxygen would then react with tetramethylethylene to give the hydroperoxide.

Thromboxane A2 Analogues from 8-Oxabicyclooct-6-en-3-ones

We describe approaches to thromboxane A2 analogues (3), (4), and (32) which contain 2,6-dioxabicyclooctane and 2,6-dioxatricyclo3,7>nonane ring system.Both were derived from 2-substituted 8-oxabicyclooct-6-en-3-

Synthesis and X-Ray Analysis of 2,3,5,6,11-Pentaoxabicycloundecanes

The reactions of bicyclic ozonides and aldehyde- or ketone-derived peroxides, performed or generated in situ, in the presence of chlorosulphonic acid afford the corresponding 2,3,5,6,11-pentaoxabicycloundecanes.In addition, 1,2,4,5-tetraoxans are often isolated from the product mixture.Mechanisms are proposed to account for the observed peroxidic products.An X-ray analysis of the crystalline product (4b) confirms the general structure and reveals that it is solely the exo-isomer.