78-63-7

Basic information

• Product Name: 2,5-Dimethyl-2,5-di(tert-butylperoxy)hexane
• Synonyms: Trigonox 101;VAROX DBPH;VAROX DBPH-50;luperox;LUPEROX 101XL;Di-tert-butyl 1,1,4,4-tetramethyltetramethylene diperoxide;2,5-DIMETHYL-2,5-BIS(TERT-BUTYLPEROXY)HEXANE;2,5-DIMETHYL-2,5-DI(T-BUTYL-PEROXY)HEXANE
• CAS NO: 78-63-7
• Molecular Formula: C₁₆H₃₄O₄
• Molecular Weight: 290.44
• EINECS: 201-128-1
• Product Categories: Organics;Crosslinking agent and initiating agent for silicon rubber, chlorosulfonated polyethylene CSM,polyurethane(PU) and EVA;Crossing agent , DHBP;Trigonox 101,LUPEROX 101,DHBP;LUPEROX 101, Trigonox 101;Crosslinking agent, 101
• Mol File: 78-63-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 6 °C
• Boiling Point: 55-57 °C7 mm Hg(lit.)
• Flash Point: 149 °F
• Appearance: colourless to light yellow liquid
• Density: 0.877 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.4E-09mmHg at 25°C
• Refractive Index: n20/D 1.423(lit.)
• Storage Temp.: Indoors
• Water Solubility: immiscible
• Stability: Unstable. May contain an inhibitor. Incompatible with strong oxidizing agents, acids, reducing agents, organic materials, powder
• CAS DataBase Reference: 2,5-Dimethyl-2,5-di(tert-butylperoxy)hexane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethyl-2,5-di(tert-butylperoxy)hexane(78-63-7)
• EPA Substance Registry System: 2,5-Dimethyl-2,5-di(tert-butylperoxy)hexane(78-63-7)

Safety Data

• Hazard Codes: O,Xn,Xi,E
• Statements: 8-36/37/38-7-36/38-10-41-37/38-68-38-2
• Safety Statements: 7-17-36/37/39-3/7-26-14A-47-14-36/37-35
• RIDADR: UN 3108 5.2
• WGK Germany: 1
• RTECS: MO1835000
• HazardClass: 5.2
• PackingGroup: II
• Hazardous Substances Data: 78-63-7(Hazardous Substances Data)

Usage

Chemical Properties

colourless to light yellow liquid

Uses

Initiates degradation of polypropylene, monomer scavenger in styrene polymerization. Free radical polymerization initiator.

General Description

Clear, yellow liquid. also for storage and transport mixed with inert solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Peroxides, such as 2,5-DIMETHYL-2,5-DI-(TERT-BUTYLPEROXY)HEXANE, are good oxidizing agents. Organic compounds can ignite on contact with concentrated peroxides. Strongly reduced material such as sulfides, nitrides, and hydrides may react explosively with peroxides. There are few chemical classes that do not at least produce heat when mixed with peroxides. Many produce explosions or generate gases (toxic and nontoxic). Generally, dilute solutions of peroxides (<70%) are safe, but the presence of a catalyst (often a transition metal such as cobalt, iron, manganese, nickel, or vanadium) as an impurity may even then cause rapid decomposition, a buildup of heat, and even an explosion. Solutions of peroxides often become explosive when evaporated to dryness or near-dryness. Danger of explosion when dry. May explode from heat, shock, friction or contamination. May ignite combustibles (wood, paper, oil, clothing, etc.). May be ignited by heat, sparks or flames.

Flammability and Explosibility

Flammable

Safety Profile

Moderately toxic by intraperitoneal route. Combustible when exposed to heat, flames, or reducing agents. To fight fire, use water spray, foam, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. Used in the polymerization of styrene and in cross-linking of various grades of polyethylene. See also PEROXIDES, ORGANIC.

InChI:InChI=1/C32H66O2/c1-25(2,3)29(13,14)19-21-31(17,27(7,8)9)23-33-34-24-32(18,28(10,11)12)22-20-30(15,16)26(4,5)6/h19-24H2,1-18H3

Synthetic route

2,5-dimethyl-2,5-dihydroperoxyhexane (3025-88-5) + tert-butyl alcohol (75-65-0) → 2,5-dimethyl-2,5-bis(tert-butylperoxy)hexane (78-63-7)

Conditions	Yield
With spherical polyvinyl alcohol complex amino acid C In pentane at 70 - 80℃; for 8h; Reagent/catalyst;	94.3%
With sulfuric acid In water at 40 - 45℃; for 2h; Industry scale;
With sulfuric acid at 50℃; Temperature;
With sulfuric acid In water; tert-butyl alcohol at 15 - 40℃; for 4.33333h;

pyridine N-oxide (694-59-7) + 2,5-dimethyl-2,5-bis(tert-butylperoxy)hexane (78-63-7) → 2-methylpyridine N-oxide (931-19-1) + 2,6-lutidine N-oxide (1073-23-0)

Conditions	Yield
In neat (no solvent) at 120℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;	A 37% B 10%

Upstream product

• 3025-88-5 2,5-dimethyl-2,5-dihydroperoxyhexane 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 931-19-1 2-methylpyridine N-oxide 
• 1073-23-0 2,6-lutidine N-oxide 

Relevant articles and documents

Process for producing organic peroxides

The present invention relates to a method for producing organic peroxides and separating, purifying and concentrating sulfuric acid from aqueous effluents of said organic peroxide production process.

Synthetic method for dialkyl peroxide

The invention belongs to the technical field of chemical synthesis, and in particular relates to a synthetic method for dialkyl peroxide. The method comprises the following step: adding an alkyl alcohol compound, a compound containing a peroxide bond and a polyvinyl alcohol compound amino acid catalyst into an organic solvent to be stirred and dehydrated to react to synthesize the dialkyl peroxide, wherein the polyvinyl alcohol compound amino acid catalyst is prepared by polymerizing a spherical polyvinyl alcohol matrix and compound amino acids. In a production process of the peroxide, a chemical raw material sulfuric acid or sodium hydroxide with certain corrosion is avoided, the synthetic process of the peroxide is optimized, and the waste water discharge containing sulfuric acid or sodium hydroxide in the industrial production process is reduced.

Reactor for Preparing Organic Peroxides Via the Intermediate of a Solid Hydroperoxide

A reactor which comprises a vessel (1) with a vessel bottom (2), a stirrer (3) arranged in the vessel, an emergency discharge valve (4) arranged in the vessel bottom for emptying the reactor in less than 600 seconds and at least one filtration device (5) arranged in the vessel bottom is suitable for the safe preparation of organic peroxides. The process for preparing an organic peroxide comprises the steps of preparing a solid hydroperoxide in the form of a suspension in the reactor, filtering the suspension through the filtration device (5) arranged in the vessel bottom (2) while retaining the solid hydroperoxide in the reactor and reacting the hydroperoxide with an alkylating agent, an acylating agent or a carbonyl compound.