17088-37-8

Basic information

• Product Name: Acetone peroxide
• Synonyms: TATP;2,6,14-Tris(diphenyl-aMino)triptycene;3,3,6,6,9,9-Hexamethyl-1,2,4,5,7,8-hexoxonane
• CAS NO: 17088-37-8
• Molecular Formula: C₉H₁₈O₆
• Molecular Weight: 222.24
• Mol File: 17088-37-8.mol

Chemical Properties

• Melting Point: 98°
• Boiling Point: 184.93°C at 760 mmHg
• Flash Point: 51.467°C
• Appearance: /
• Density: 1.22
• Vapor Pressure: 0.98mmHg at 25°C
• Refractive Index: 1.382
• CAS DataBase Reference: Acetone peroxide(CAS DataBase Reference)
• NIST Chemistry Reference: Acetone peroxide(17088-37-8)
• EPA Substance Registry System: Acetone peroxide(17088-37-8)

Safety Data

• Hazardous Substances Data: 17088-37-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H18O6/c1-7(2)10-12-8(3,4)14-15-9(5,6)13-11-7/h1-6H3

Upstream product

• 67-56-1 methanol 
• 17773-65-8 2-chloro-3-methyl-2-butene 
• 1114-06-3 2,3,4,5-tetramethyl-2,4-hexadiene 
• 5072-70-8 1-bromo-2,3-dimethyl-2-butene 

Downstream Products

• 7722-84-1 dihydrogen peroxide 
• 1567-89-1 N-(2,4-dinitrophenyl)-N'-isopropylidene-hydrazine 
• 74-84-0 ethane 
• 110-13-4 2,5-hexanedione 
• 67-64-1 acetone 
• 100-41-4 ethylbenzene 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 100-51-6 benzyl alcohol 

Relevant articles and documents

Ozonolyses of Olefins with Chloro Substituents in Vinylic Positions on Polyethylene

Ozonolyses of the chloro-substituted 5- and 6-membered cycloolefins 20a, 20b and 30a-c on polyethylene afforded the corresponding chloro-substituted ozonides.The thermal decomposition of these ozonides is described.Ozonolyses of the same olefins in solution and of the acyclic chloro olefins 5 and 8 both on polyethylene and in solution gave no ozonides.

Diozonolyses of Acyclic Conjugated Dienes in Methanol

In the diozonolyses of isoprene (1a), 2-methyl-3-phenyl-1,3-butadiene (1b), 2,3-diphenyl-1,3-butadiene (26), and 2,3,4,5-tetramethyl-2,4-hexadiene (30) in methanol subsequent reactions of the primary cleavage products afforded abnormal products, which arose from cleavage of both the double bonds and the single bonds of the diene systems.In addition, the diozonolyses of 26 and 30 gave products, in which one of the double bonds of the respective diene system has been epoxidized.The mode of formation of the abnormal cleavage products has been elucidated by the ozonolysis of the intermediate products, viz. of α,β-unsaturated methoxyhydroperoxides and of α,β-unsaturated carbonyl compounds.

Ozonolysis of Some Tetrasubstituted Ethylenes

The olefins 1,4-dibromo-2,3-dimethyl-2-butene, 1-bromo-2,3-dimethyl-2-butene, and 2,3-dimethyl-2-butene were ozonized under a variety of conditions.Ozonolysis of 1,4-dibromo-2,3-dimethyl-2-butene in acetone solvent leads to the unexpected products acetone diperoxide and triperoxide.The results are discussed with respect to questions of concertedness in ozonide formation, the need for activating groups in ozonide formation, and the possible intermediacy of dioxiranes.

Ozonolysis of olefins containing monochloro substituted double bonds

Ozone cleavage of 12 substituted vinyl chlorides (1) in methanol occurred such that the chlorinated moiety of the double bond afforded the carbonyl fragment (i. e. acyl chloride) and the nonchlorinated moiety afforded the carbonyl oxide fragment.All of these fragments underwent secondary reactions: formyl chloride gave carbon monoxide and hydrogen chloride; all other acyl chlorides yielded the corresponding methyl esters.The carbonyl oxides were converted into the corresponding methoxy hydroperoxides.Under the influence of hydrochloric acid unsubstituted and monosubstituted methoxy hydroperoxides were dehydrated to form the corresponding methyl esters, whereas the disubsituted methoxy hydroperoxide of acetone produced the cyclic trimeric peroxide of acetone.