Triacetone triperoxide

Base Information

• Chemical Name: Triacetone triperoxide
• CAS No.: 17088-37-8
• Deprecated CAS: 56990-20-6
• Molecular Formula: C9H18 O6
• Molecular Weight: 222.238
• Hs Code.: 2914190090
• UNII: 62T938ZGDD
• DSSTox Substance ID: DTXSID4074803
• Nikkaji Number: J1.059.248H
• Wikidata: Q27206365
• Mol file: 17088-37-8.mol

Synonyms:3,3,6,6,9,9-hexamethyl-1,2,4,5,7,8-hexaoxocyclononane;TATP cpd;triacetone triperoxide;triacetonetriperoxide

Chemical Property of Triacetone triperoxide

Chemical Property:

• Vapor Pressure: 0.98mmHg at 25°C
• Melting Point: 98°
• Boiling Point: 184.93°C at 760 mmHg
• Flash Point: 51.467°C
• PSA: 55.38000
• Density: 1.005g/cm³
• LogP: 2.05290
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 222.11033829
• Heavy Atom Count: 15
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: CC1(OOC(OOC(OO1)(C)C)(C)C)C
• Uses: In explosives.

Technology Process of Triacetone triperoxide

There total 4 articles about Triacetone triperoxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 12.0%

2,3,4,5-tetramethyl-2,4-hexadiene (1114-06-3) → acetone peroxide (17088-37-8) + acetic acid methyl ester (79-20-9) + acetic acid (64-19-7,77671-22-8) + acetone (67-64-1)

Guidance literature:

With ozone; In methanol; dichloromethane; for 168h; Yields of byproduct given; Ambient temperature;

Reference yield:

1-bromo-2,3-dimethyl-2-butene (5072-70-8) → Tetramethyl-[1,2,4,5]tetroxan (1073-91-2) + acetone peroxide (17088-37-8) + 3,3,5-trimethyl-5-bromomethyl-1,2,4-trioxolane (98838-20-1) + trans-3,5-dimethyl-3,5-bis(bromomethyl)-1,2,4-trioxolane + 1-bromoacetone (598-31-2)

Guidance literature:

With ozone; In pentane; at -78 ℃; for 0.333333h; Product distribution; Mechanism; other tetrasubstituted ethylenes; var. solvents;

DOI:10.1021/jo00224a007

Reference yield:

methanol (67-56-1) + 2-chloro-3-methyl-2-butene (17773-65-8) → acetone peroxide (17088-37-8) + acetic acid methyl ester (79-20-9)

Guidance literature:

With ozone; 1.) -78 deg C, 2.) room temperature, 15 h;

upstream raw materials:

methanol

2-chloro-3-methyl-2-butene

1-bromo-2,3-dimethyl-2-butene

2,3,4,5-tetramethyl-2,4-hexadiene

Downstream raw materials:

ethylbenzene

1,1'-(1,2-ethanediyl)bisbenzene

acetone

benzyl alcohol

Refernces

• 1、 Griesbaum, Karl,Zwick, Gerhard. "Diozonolyses of Acyclic Conjugated Dienes in Methanol". . p. 229 - 243. Retrieved 2007/10/02.
• 2、 Keul, Helmut,Griesbaum, Karl. "Ozonolysis of olefins containing monochloro substituted double bonds". . p. 2049 - 2054. Retrieved 2007/10/02.