316-14-3 Usage
Description
6-METHYLBENZO(A)ANTHRACENE is a monomethylated polycyclic aromatic hydrocarbon (PAH) that possesses carcinogenic activity. It is a chemical compound with a complex ring structure, which contributes to its potential harmful effects on human health and the environment.
Uses
Used in Research and Development:
6-METHYLBENZO(A)ANTHRACENE is used as a research compound for studying the effects of carcinogens on biological systems. Its carcinogenic properties make it a valuable tool for understanding the mechanisms of cancer development and the potential risks associated with exposure to PAHs.
Used in Environmental Monitoring:
6-METHYLBENZO(A)ANTHRACENE is used as a marker for assessing the presence of PAHs in the environment, particularly in air, water, and soil samples. Its detection can indicate the presence of other potentially harmful pollutants and help identify sources of contamination.
Used in Toxicology Studies:
6-METHYLBENZO(A)ANTHRACENE is used as a test substance in toxicology studies to evaluate the potential health risks associated with exposure to PAHs. These studies can provide valuable information on the mechanisms of toxicity, the potential for adverse health effects, and the development of strategies for risk assessment and management.
Used in Pharmaceutical Industry:
6-METHYLBENZO(A)ANTHRACENE is used as a reference compound in the development of new drugs and therapies targeting cancer. Its carcinogenic properties can help researchers identify potential drug candidates that may counteract or mitigate the harmful effects of PAHs on human health.
Used in Material Science:
6-METHYLBENZO(A)ANTHRACENE may be used as a component in the development of advanced materials with specific optical, electronic, or structural properties. Its unique chemical structure could contribute to the creation of novel materials with potential applications in various industries, such as electronics, energy, and aerospace.
Check Digit Verification of cas no
The CAS Registry Mumber 316-14-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,1 and 6 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 316-14:
(5*3)+(4*1)+(3*6)+(2*1)+(1*4)=43
43 % 10 = 3
So 316-14-3 is a valid CAS Registry Number.
InChI:InChI=1/C19H14/c1-13-10-16-8-4-5-9-17(16)19-12-15-7-3-2-6-14(15)11-18(13)19/h2-12H,1H3
316-14-3Relevant articles and documents
A new efficient route to the phenolic derivatives of chrysene and 5-methylchrysene, precursors to dihydrodiol and diol epoxide metabolites of chrysene and 5-methylchrysene, through Suzuki cross-coupling reaction
Kumar, Subodh
, p. 3157 - 3161 (2007/10/03)
A new, abbreviated synthesis of 5-methylchrysene (17), 2-hydroxychrysene (16), 8-hydroxy-5-methylchrysene (23), and 2-hydroxy-5-methylchrysene (24) is reported. The phenolic derivatives 16, 23, and 24 can easily be converted to carcinogenic dihydrodiol and diol epoxide metabolites of chrysene and 5-methylchrysene. The method entails the initial Suzuki cross-coupling reaction of naphthalene-2-boronic acid (1) and/or 6-methoxynaphthalene-2-boronic acid (2) with 2-bromo-5-methoxybenzaldehyde (3), methyl 2-bromophenylacetate (4), 2-bromophenylacetone (5), and/or 2-iodo-5-methoxyphenylacetone (6) to produce 2-(2-naphthyl)-5-methoxybenzaldehyde (7), methyl 2-(6-methoxy-2-naphthyl)phenylacetate (8), 2-(2-naphthyl)phenylacetone (9), 2-(2-naphthyl)-5-methoxyphenylacetone (10), and 2-(6-methoxy-2-naphthyl)phenylacetone (11) in 55-98% yields. 2-Methoxychrysene (15) was obtained with high regioselectivity by two different procedures. In the first procedure, the aldehyde function of 7 was elongated with trimethylsulfonium iodide under phase transfer conditions to generate the ethylene oxide 12 which after methanesulfonic acid treatment produced 15. The second procedure involved modification of ester 8 to its aldehyde analogue 14 which was subsequently treated with methanesulfonic acid to produce 15. Phenylacetone 10 was converted by methanesulfonic acid treatment into 8-methoxy-5-methylchrysene (18) with 90% regioselectivity. However, the similar cyclization of phenylacetones 9 and 11 to 5-methylchrysene (17) and 2-methoxy-5-methylchrysene (19) occurred with only 33-50% regioselectivity. The separation of 17 and 19 from their chromatographically similar 6-methylbenz[a]anthracene byproducts 20 and 22 was readily achieved by a chemical method. The methoxy derivatives of chrysene were finally demethylated with boron tribromide to the corresponding phenolic compounds in 90-98% yields.
