845-30-7

Basic information

• Product Name: 3,3'-dichlorodibenzoyl peroxide
• Synonyms: 3,3'-dichlorodibenzoyl peroxide;(3-chlorobenzoyl) 3-chlorobenzenecarboperoxoate
• CAS NO: 845-30-7
• Molecular Formula: C₁₄H₈Cl₂O₄
• Molecular Weight: 311.12
• Mol File: 845-30-7.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 430.2°C at 760 mmHg
• Flash Point: 175.5°C
• Appearance: /
• Density: 1.433g/cm³
• Vapor Pressure: 1.32E-07mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: 3,3'-dichlorodibenzoyl peroxide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-dichlorodibenzoyl peroxide(845-30-7)
• EPA Substance Registry System: 3,3'-dichlorodibenzoyl peroxide(845-30-7)

Safety Data

• Hazardous Substances Data: 845-30-7(Hazardous Substances Data)

Usage

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

Upstream product

• 937-14-4 3-chloro-benzenecarboperoxoic acid 
• 535-80-8 3-chlorobenzoate 
• 4292-19-7 1-Iodododecane 
• 618-46-2 m-Chlorobenzoyl chloride 
• 948-65-2 2-phenyl-indole 

Downstream Products

• 2051-61-8 m-chlorobiphenyl 
• 82082-49-3 N-benzyl-(3-chloro)benzamide 
• 35306-56-0 N-(tert-butyl)-3-chlorobenzamide 
• 39257-60-8 2-chloroethyl 3-chlorobenzoate 
• 1450914-86-9 2-(pyridin-2-yl)phenyl 3-chlorobenzoate 
• 922716-09-4 12-hydroxy-11-(3-chlorobenzoyloxy)-abieta-8,11,13-triene 
• 1174895-49-8 C₁₇H₁₂ClN 

Relevant articles and documents

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

Mechanism of Ni-catalyzed oxidations of unactivated C(sp3)-H Bonds

The Ni-catalyzed oxidation of unactivated alkanes, including the oxidation of polyethylenes, by meta-chloroperbenzoic acid (mCPBA) occur with high turnover numbers under mild conditions, but the mechanism of such transformations has been a subject of debate. Putative, high-valent nickel-oxo or nickel-oxyl intermediates have been proposed to cleave the C-H bond, but several studies on such complexes have not provided strong evidence to support such reactivity toward unactivated C(sp3)-H bonds. We report mechanistic investigations of Ni-catalyzed oxidations of unactivated C-H bonds by mCPBA. The lack of an effect of ligands, the formation of carbon-centered radicals with long lifetimes, and the decomposition of mCPBA in the presence of Ni complexes suggest that the reaction occurs through free alkyl radicals. Selectivity on model substrates and deuterium-labeling experiments imply that the m-chlorobenzoyloxy radical derived from mCPBA cleaves C-H bonds in the alkane to form an alkyl radical, which subsequently reacts with mCPBA to afford the alcohol product and regenerate the aroyloxy radical. This free-radical chain mechanism shows that Ni does not cleave the C(sp3)-H bonds as previously proposed; rather, it catalyzes the decomposition of mCPBA to form the aroyloxy radical.

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.