21248-00-0

Basic information

• Product Name: 6-bromobenzo(a)pyrene
• Synonyms: 6-bromobenzo(a)pyrene;Benzo[a]pyrene, 6-broMo-
• CAS NO: 21248-00-0
• Molecular Formula: C₂₀H₁₁Br
• Molecular Weight: 331.22
• Mol File: 21248-00-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 223.5°C
• Boiling Point: 387.26°C (rough estimate)
• Flash Point: 261.6°C
• Appearance: /
• Density: 1.3975 (rough estimate)
• Vapor Pressure: 4.32E-10mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• CAS DataBase Reference: 6-bromobenzo(a)pyrene(CAS DataBase Reference)
• NIST Chemistry Reference: 6-bromobenzo(a)pyrene(21248-00-0)
• EPA Substance Registry System: 6-bromobenzo(a)pyrene(21248-00-0)

Safety Data

• Hazardous Substances Data: 21248-00-0(Hazardous Substances Data)

Usage

General Description

6-Bromobenzo(a)pyrene is a chemical compound that is classified as a polycyclic aromatic hydrocarbon (PAH). It is a derivative of benzo(a)pyrene, which is a well-known environmental pollutant and a potent carcinogen. 6-Bromobenzo(a)pyrene is formed through the bromination of benzo(a)pyrene, and it retains the toxic and carcinogenic properties of its parent compound. It has been identified as a hazardous air pollutant and a priority pollutant by various environmental and governmental agencies due to its potential harmful effects on human health and the environment. 6-bromobenzo(a)pyrene is often found in contaminated air, soil, and water, and exposure to it has been linked to an increased risk of cancer and other adverse health effects. Therefore, strict regulations and control measures are in place to monitor and reduce its presence in the environment.

InChI:InChI=1/C20H11Br/c21-20-16-7-2-1-6-14(16)15-10-8-12-4-3-5-13-9-11-17(20)19(15)18(12)13/h1-11H

Upstream product

• 50-32-8 benzopyrene 

Downstream Products

• 3067-12-7 benzo[a]pyrene-6,12-dione 
• 3067-13-8 benzo[a]pyrene-1,6-quinone 
• 3067-14-9 benzo[a]pyrene-3,6-dione 
• 111189-41-4 2-(6-benzopyrenyl)cyclohexanone 
• 111189-51-6 2-(7,8,9,10-Tetrahydro-benzo[def]chrysen-6-yl)-cyclohexanone 
• 111189-43-6 2-(7,8,9,10-tetrahydrobenzopyrenyl)cyclohexanol 
• 111209-31-5 2-(6-benzopyrenyl)cyclohexanol 

Relevant articles and documents

Nucleophilic substitution of carcinogenic and noncarcinogenic hydrocarbons via electron donor-acceptor complexes

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POLYCYCLIC AROMATIC HYDROCARBON-BASED COMPOUNDS FOR MOLECULAR ELECTRONIC DEVICE AND MOLECULAR ELECTRONIC DEVICES COMPRISING SAME

The present invention relates to polycyclic aromatic hydrocarbon-based compounds, for a molecular electronic device, enabling molecular rectification, and molecular electronic devices comprising a molecular layer formed by means of the compounds self-assembled on an electrode. The compounds according to the present invention can realize rectifying properties by being introduced between electrodes and thus enable a high rectification ratio by means of low voltage driving, and thus can be substituted for a silicon-based diode device and, more particularly, can be utilized for a wearable device, Bluetooth, an IoT enabling device and the like which require low voltage driving.

One-Electron Oxidation of 6-Substituted Benzopyrenes by Manganic Acetate. A Model for Metabolic Activation

Radical cations of benzopyrene (BP) and 6-substituted derivatives were generated by one-electron oxidation with 2 equiv of Mn(OAc)3*2H2O.Some of the properties of these radical cations were investigated by nucleophilic trapping with acetate ion.BP produced predominantly 6-OAcBP and small amounts of BP 1,6-, 3,6-, and 6,12-dione. 6-FBP yielded 6-OAcBP, a mixture of 1,6-(OAc)2BP and 3,6-(OAc)2BP, and BP diones.In the case of 6-ClBP and 6-BrBP the major products obtained were a mixture of the 1-OAc and 3-OAc derivatives, and BP diones, while substantial starting material remained unreacted. 6-CH3BP afforded mostly 6-OAcCH2BP, a mixture of 1-OAc and 3-OAc derivatives of 6-CH3BP, and a mixture of 1-OAc and 3-OAc derivatives of 6-OAcCH2BP.These results indicate that nucleophilic substitution of BP-radical-cation and 6-FBP-radical-cation occurs exclusively at C-6.For 6-ClBP-radical-cation and 6-BrBP-radical-cation substitution at C-1 and C-3, which are the positions of second highest charge density in their radical cations after C-6, complete successfully for nucleophilic substitution.For 6-CH3BP-radical-cation charge localization at C-6 activates the methyl group rendering it the most reactive toward nucleophilic attack.Competitive acetoxylation of 6-CH3BP-radical-cation also occurs to a minor extent at C-1 and C-3.These mechanistic studies have been useful in clarifying some aspects of the metabolism of BP and its halogeno derivatives by cytochrome P-450 and peroxidases.Furthermore, this chemistry can provide some guidance in understanding the mechanism of tumor initiation by these compounds.