214-17-5

Usage

Uses

Used in Environmental Analysis:
BENZO(B)CHRYSENE is used as a target compound in the rapid extraction method for polycyclic aromatic compounds in soil. This application takes advantage of its chemical properties to facilitate the selective pressurized liquid extraction process using basic silica, which aids in the efficient and accurate analysis of environmental samples.
Used in Chemical Synthesis:
The compound is also utilized in the synthesis of various chemical products, as indicated by its description as pale greenish yellow leaves from xylene. This suggests that BENZO(B)CHRYSENE can be an intermediate or a reactant in the production of other chemicals, potentially for use in various industries such as pharmaceuticals, materials science, or industrial chemicals.

Safety Profile

Questionable carcinogen withexperimental neoplastigenic data by skin contact. Mutation data reported. When heated to decomposition it emitsacrid smoke and irritating fumes.

Carcinogenicity

Benzo[b]chrysene was positive for carcinogenicity on mouse skin when tested in one initiation– promotion study.

InChI:InChI=1/C22H14/c1-2-7-17-14-22-18(13-16(17)6-1)10-12-20-19-8-4-3-5-15(19)9-11-21(20)22/h1-14H

Upstream product

• 60032-74-8 8,9,10,11-tetrahydro-benzo[b]chrysene 
• 90-12-0 1-Methylnaphthalene 
• 85-01-8 phenanthrene 
• 933-88-0 ortho-toluoyl chloride 
• 156713-49-4 cis-1-Styrylanthracene 
• 130-15-4 [1,4]naphthoquinone 
• 860185-62-2 10,11-dihydro-9H-benzo[b]chrysen-8-one 
• 826-74-4 1-vinylnaphthalene 
• 164263-16-5 4a,4b-dihydrobenzochrysene 
• 114305-03-2 benzo[b]chrysene-7,12-dione 

Downstream Products

• 60032-75-9 Benzonaphtho<1,2,3,4-def>-chrysen 

Relevant academic research and scientific papers

Characterization of the combustion products of polyethylene

Polyethylene (PE) was burned in a tube-type furnace with an air flow at a temperature of 600~900°C. Combustion products were collected with glass wool, glass fiber filter, and XAD-2 adsorbent. The analysis of the products was performed with GC-FID and GC-MSD. At low temperature, hydrocarbons were the major components, while at higher temperature the products were composed of polycyclic aromatic hydrocarbons. With the high performance of the Hewlett-Packard 6890GC-5973MSD, more compounds were identified in comparison with previous studies.

Temperature effects on the photoreactivity and rotamerism of (Z)-1-styrylanthracene in non-polar and polar solvents

The photochemical and photophysical behaviour of (Z)-1-styrylanthracene (cis-1-StAn) has been investigated as a function of temperature and solvent polarity. In non-polar solvents above 260 K, cis-1-StAn mostly undergoes photocyclization to benzo[b]chrysene through an activated singlet pathway (18 kJ mol-1). The cis → trans photoisomerization occurs with very low quantum yield through an adiabatic mixed (singlet and triplet) mechanism above room temperature or through an adiabatic triplet mechanism below 260 K. Above room temperature, a second cyclization photoproduct was observed, formed from a different conformational isomer. The presence of conformational equilibria of cis-1-StAn in the ground and excited singlet states is also supported by the dependence of its spectral properties on temperature and by calculations. In polar solvents, the cis-→ trans photoisomerization, which occurs mainly through a diabatic singlet mechanism, is competitive with cyclization in the relaxation of the lowest excited singlet state.

Photoisomerization and Photocyclization Reactions of 1-Styrylanthracene

On triplet sensitization, 1-styrylanthracene (1SA) undergoes adiabatic cis->trans one-way isomerization (3c*->3t*) similarly to 2-anthrylethylenes.However, upon direct irradiation, cis-1SA in the singlet excited state mostly undergoes cyclization to a dihydrophenanthrene-type product (DHP), 4a,4b-dihydrobenzochrysene, competing with an inefficient intersystem crossing to 3c* followed by one-way isomerization.The produced DHP, in deaerated benzene, is reverted to cis-1SA by a thermal (Ea = 14.9 kcal mol-1) or a photochemical pathway; however, under an oxygenated atmosphere DHP gives benzochrysene.A failure in the production of a cyclized product upon the excitation of trans-1SA shows that the isomerization really takes place in a one-way fashion.