2498-77-3

Basic information

• Product Name: 1-METHYLBENZO(A)ANTHRACENE
• Synonyms: 1’-methyl-1,2-benzanthracene;1'-Methyl-1,2-benzanthracene;1-Methyl-1,2-benzanthracene;1-methyl-benz(a)anthracen;Benz[a]anthracene, 1-methyl-;1-METHYLBENZO(A)ANTHRACENE;1-METHYLBENZ[A]ANTHRACENE;20727, 1-Methylbenz[a]anthracene (purity )
• CAS NO: 2498-77-3
• Molecular Formula: C₁₉H₁₄
• Molecular Weight: 242.31
• Product Categories: Alphabetic;M;META - METH
• Mol File: 2498-77-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 139°C
• Boiling Point: 452.14°C (rough estimate)
• Flash Point: 217.8°C
• Appearance: /
• Density: 1.1011 (estimate)
• Vapor Pressure: 7.61E-08mmHg at 25°C
• Refractive Index: 1.7480 (estimate)
• Storage Temp.: 2-8°C
• Water Solubility: 55ug/L(27 oC)
• BRN: 2098160
• CAS DataBase Reference: 1-METHYLBENZO(A)ANTHRACENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYLBENZO(A)ANTHRACENE(2498-77-3)
• EPA Substance Registry System: 1-METHYLBENZO(A)ANTHRACENE(2498-77-3)

Safety Data

• Hazardous Substances Data: 2498-77-3(Hazardous Substances Data)

Usage

Description

1-METHYLBENZO(A)ANTHRACENE, also known as 1-Methylbenz[a]anthracene, is a monomethylated polycyclic aromatic hydrocarbon (PAH) that possesses carcinogenic properties. It is a chemical compound with a complex structure consisting of multiple fused benzene rings, which contributes to its potential harmful effects on human health and the environment.

Uses

Used in Research and Development:
1-METHYLBENZO(A)ANTHRACENE is used as a research compound for studying the effects of carcinogens on biological systems. Its carcinogenic activity makes it a valuable tool for understanding the mechanisms of cancer development and progression, as well as for testing the efficacy of potential cancer treatments.
Used in Environmental Monitoring:
1-METHYLBENZO(A)ANTHRACENE is used as a marker for environmental contamination, particularly in the context of air and water pollution. Its presence in the environment can indicate the presence of other harmful PAHs, which can have significant impacts on human health and the ecosystem.
Used in Industrial Applications:
1-METHYLBENZO(A)ANTHRACENE may be used in specific industrial processes, such as the production of certain chemicals or materials. However, due to its carcinogenic properties, its use in these applications is carefully regulated and controlled to minimize potential health risks.

InChI:InChI=1/C19H14/c1-13-5-4-8-14-9-10-17-11-15-6-2-3-7-16(15)12-18(17)19(13)14/h2-12H,1H3

Upstream product

• 860520-62-3 1-methyl-8,9,10,11-tetrahydro-benz[a]anthracene 
• 860520-43-0 1-methyl-3,4-dihydro-benz[a]anthracene 
• 108370-27-0 1-methyl-2,3-dihydro-1H-benz[a]anthracen-4-one 
• 860519-59-1 acetic acid-(1-methyl-benz[a]anthracen-12-yl ester) 
• 28740-12-7 1-Methyl-2,3,4,4a,5,6,8,9,10,11-decahydrotetraphen 
• 108-88-3 toluene 
• 57652-74-1 3,4-dihydrobenzanthracen-1(2H)-one 
• 94849-68-0 1-Methyl-1,2,3,4-tetrahydro-benzo[a]anthracen-1-ol 
• 857580-71-3 1-methyl-10,11-dihydro-9H-benz[a]anthracen-8-one 
• 5440-71-1 3,4,5,6,7,8-hexahydro-1(2H)-anthracenone 
• 28740-09-2 1-Oxo-2-(3'-oxopentyl)-1,2,3,4,5,6,8-octahydroanthracen 
• 28740-10-5 1-Methyl-2-oxo-2,3,4,4a,5,6,7,8,9,10,11-decahydrotetraphen 
• 15299-20-4 1-oxo-1,2,3,4,5,6,7,8-octahydro-anthracene-2-carbaldehyde 

Downstream Products

• 87668-39-1 cis-5,6-dihydro-1-methylbenzanthracene-5,6-diol 
• 159714-87-1 3-(2-formyl-6-methyl-phenyl)-naphthalene-2-carbaldehyde 
• 159714-84-8 1a,11b-dihydro-5-methyl-1H-benz<3,4>anthra<1,2-b>aziridine 

Relevant articles and documents

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Solvolysis of K-region arene oxides: Substituent effects on reactions of benz[a]anthracene 5,6-oxide

The solvolytic reactivity and products formed from benz[a]anthracene 5,6-oxide (BA-O) on substitution of a methyl group at positions 1 (1-MBA-O), 4 (4-MBA-O), 7 (7-MBA-O), 11 (11-MBA-O), and 12 (12-MBA-O), on 7,12-dimethyl substitution (7,12-DMBA-O), and on 7-bromo substitution in 1:9 dioxane-water and in methanol at 25°C are reported. These substitutions result in > 150-fold differences in their rates of acid-catalyzed solvolysis and cause marked changes in the distribution of solvent adducts and phenols resulting from isomerization. Optically pure BA-O, 7-MBA-O, 12-MBA-O, and 7,12-DMBA-O as well as their optically pure trans dihydrodiols were utilized to determine the point of attack by water in the hydrolysis reactions. In general, the reactions in aqueous dioxane (0.1 M NaClO4) obeyed the rate equation kobsd = kH[H+] + k0, where kH is the second-order rate constant for acid-catalyzed reaction and k0 is the first-order rate constant for spontaneous reaction, to provide biphasic pH-rate profiles. When ionic strength was maintained with 0.5 M KCl, however, more complex pH-rate profiles were observed for some of the arene oxides due to attack of chloride on the neutral epoxide to produce steady-state concentrations of chlorohydrins. Rate enhancement on methyl substitution is largest (kH, ca. 5-fold) when the methyl group is present in the hindered bay region (C1 or C12) or adjacent to the epoxide at C7. The combined effect of two methyl groups (7,12-DMBA-O) is additive (ca. 25-fold). Theoretical calculations (molecular mechanics by PCMODEL-PI and ab initio by GAUSSIAN 86 and 88 programs) of carbocation stability indicate the importance of steric factors in determining relative reactivity and types of products formed from substituted benz[a]anthracene 5,6-oxides.