94-17-7

Usage

Uses

Used in Silicone Rubber Industry:
p-Chlorobenzoyl peroxide Bis(p-chlorobenzoyl)peroxide is used as a curing agent for silicone rubbers. It helps in the cross-linking process, which provides the rubber with its desired properties such as elasticity, strength, and durability. The use of this curing agent ensures a faster and more efficient curing process, resulting in high-quality silicone rubber products.

Reactivity Profile

In pure crystalline form there is danger of explosion upon heating, shock, or friction. Peroxides 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.

Hazard

Dangerous fire and explosion risk, explodes when heated to 38C, strong oxidizer, will ignite on contact with organic materials. Store in dark, cool locality. Toxic.

Safety Profile

Moderately toxic byintraperitoneal route. Probably an irritant to skin andmucous membranes. Dangerous fire hazard; a powerfuloxidizer. Store in a cool place away from fire hazards,sparks, open flames, and out of the direct rays of the sun.Dangerous e

Carcinogenicity

The only other data available for this organic peroxide show that it had no effects on tumor cells when injected intraperitoneally at 125mg/kg in the chest wall of mice .

InChI:InChI=1/C14H8Cl2O4/c15-11-7-3-1-5-9(11)13(17)19-20-14(18)10-6-2-4-8-12(10)16/h1-8H

Upstream product

• 122-01-0 4-chloro-benzoyl chloride 
• 10364-95-1 1-(4-chloro-benzoyl)-1H-imidazole 
• 74-11-3 para-chlorobenzoic acid 

Downstream Products

• 5969-83-5 2-(4-chlorophenyl)pyridine 
• 5957-96-0 4-(4-chlorophenyl)pyridine 
• 937-22-4 p-chloroperbenzoic acid 
• 2050-68-2 4,4'-dichlorobiphenyl 
• 2051-62-9 4'-biphenyl chloride 
• 790-41-0 4-chlorobenzoic anhydride 
• 2132-82-3 1,4'''-dichloro-4,1':4',1'':4'',1'''-quaterphenylene 
• 70990-13-5 2,2-bis-(4-chloro-benzoyloxy)-5,5-dimethyl-3-morpholin-4-yl-cyclohex-3-enone 
• 70990-12-4 2-(4-chloro-benzoyloxy)-5,5-dimethyl-3-morpholin-4-yl-cyclohex-2-enone 
• 78102-72-4 2-Chlor-2-(4-chlorbenzoyloxy)-5,5-dimethyl-1,3-cyclohexandion 
• 78102-76-8 2-(4-Chlorbenzoyloxy)-6-hydroxy-4,4-dimethyl-2,5-cyclohexadien-1-on 
• 78476-99-0 2-(4-Chlorbenzoyloxy)-3-cyclohexylamino-5,5-dimethyl-2-cyclohexen-1-on 
• 78477-04-0 2-<(4-Chlorbenzoyl)cyclohexylamino>-6-hydroxy-4,4-dimethyl-2,5-cyclohexadien-1-on 
• 74-11-3 para-chlorobenzoic acid 

Relevant academic research and scientific papers

Aryl acyl peroxides for visible-light induced decarboxylative arylation of quinoxalin-2(1: H)-ones under additive-, metal catalyst-, and external photosensitizer-free and ambient conditions

Aryl radicals were generated for the first time from cheap and easily available aryl acyl peroxides in eco-friendly ethyl acetate under ambient conditions and visible-light illumination in the absence of any additive, metal catalyst, or external photosensitizer. The present arylation of quinoxalin-2(1H)-ones was chemo- and regioselective, and provided good access to various 3-arylquinoxalin-2(1H)-ones. This journal is

External-oxidant-free amino-benzoyloxylation of unactivated alkenes of unsaturated ketoximes with: O -benzoylhydroxylamines

A new copper-catalyzed two-component amino-benzoyloxylation of unactivated alkenes of unsaturated ketoximes with O-benzoylhydroxylamines as the benzoyloxy sources is developed. Chemoselectivity of this method toward amino-benzoyloxylation or oxy-benzoyloxylation of alkenyl ketoximes relies on the position of the tethered olefins, and provides an external-oxidant-free alkene difunctionalization route that directly utilizes O-benzoylhydroxylamines as the benzoyloxy radical precursors and internal oxidants for the divergent synthesis of cyclic nitrones and isoxazolines.

An unprecedented cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides

A novel and facile cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides was developed for the synthesis of aryl amides. It was unprecedented that C[sbnd]N bond formation product was selectively generated without the common N[sbnd]O bond formation product. Aroyl peroxides act as the sole aroylation reagent without additional base or oxidant. The reactions proceeded under mild conditions and showed broad substrates scope with a series of primary amines and aroyl peroxides.

Transition metal free oxygenation of 8-aminoquinoline amides in water

The oxygenation of 8-aminoquinoline amides by benzoyl peroxide at the C5 position in water is developed in the absence of a transition metal catalyst, affording the desired products in moderate to good yields of up to 88%. Mechanism studies reveal that the reaction would involve a radical process.

Thermoinduced Free-Radical C-H Acyloxylation of Tertiary Enaminones: Catalyst-Free Synthesis of Acyloxyl Chromones and Enaminones

In this paper, the direct acyloxylation of the α-C(sp2)-H bond in tertiary β-enaminones is accomplished under catalyst-free conditions and ambient temperature by using aroyl peroxides as coupling partners. By means of a thermoinduced free-radical pathway, the present method enables facile and efficient synthesis of both acyloxylated chromones and enaminones.

Copper-catalyzed Csp3-O cross-coupling of unactivated alkyl halides with organic peroxides

An efficient Cu-catalyzed Csp3-O coupling of peroxides with haloalkanes is described. High yields of products were achieved under mild conditions. Significantly, in addition to primary alkyl halides, secondary alkyl halogenated hydrocarbons could also be applied to this system. The new reaction system could tolerate a wide range of organic peroxides.

A highly efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides

An efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides was developed. A variety of anilides reacted with aryl acylperoxides to afford the corresponding ortho-arylation products, and N-methoxyarylamides generated phenanthridinones. This journal is

Palladium-catalyzed decarboxylative arylation of C-H bonds by aryl acylperoxides

A Pd(OAc)2-catalyzed protocol for decarboxylative arylation of aromatic C-H bond was developed using aryl acylperoxides as inexpensive aryl sources. Substrates containing pyridyl, oxime, and oxazoline groups undergo effectively ortho-selective C-H arylation with excellent functional group tolerance. This arylation should begin by directing-group-assisted cyclopalladation, followed by the reaction of the palladacycle with aryl radicals generated in situ by thermal decomposition of the peroxides.