832-71-3

Basic information

• Product Name: 3-METHYLPHENANTHRENE
• Synonyms: 3-MethyIphenanthrene;3-METHYLPHENANTHRENE;METHYLPHENANTHRENE;PHENANTHRENE,3-METHYL-
• CAS NO: 832-71-3
• Molecular Formula: C₁₅H₁₂
• Molecular Weight: 192.26
• EINECS: 212-623-7
• Mol File: 832-71-3.mol
• Article Data: 35

Chemical Properties

• Melting Point: 63 °C
• Boiling Point: 370 °C
• Flash Point: 157.5°C
• Appearance: /
• Density: 1.0561 (estimate)
• Vapor Pressure: 7.27E-05mmHg at 25°C
• Refractive Index: 1.6031 (estimate)
• CAS DataBase Reference: 3-METHYLPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLPHENANTHRENE(832-71-3)
• EPA Substance Registry System: 3-METHYLPHENANTHRENE(832-71-3)

Safety Data

• Hazardous Substances Data: 832-71-3(Hazardous Substances Data)

Usage

Description

3-Methylphenanthrene, also known as 3-MP, is a polycyclic aromatic hydrocarbon (PAH) consisting of four fused aromatic rings with a methyl group attached to the third carbon atom. It is a naturally occurring organic compound that can be found in various environmental sources, including coal tar, petroleum, and urban dust particulate matter.

Uses

Used in Environmental Analysis:
3-Methylphenanthrene is used as a marker compound in environmental analysis for assessing the presence and concentration of PAHs in air, soil, and water samples. Its detection helps in identifying potential sources of pollution and monitoring the effectiveness of pollution control measures.
Used in Chemical Research:
3-Methylphenanthrene serves as a valuable compound in chemical research, particularly in the study of PAHs and their environmental impact. It is used to investigate the chemical properties, reactivity, and potential health effects of PAHs, contributing to a better understanding of their behavior in the environment and their potential risks to human health.
Used in Urban Dust Analysis:
3-Methylphenanthrene is used as an indicator of urban dust pollution in urban areas. Its presence in dust particulate matter can provide insights into the levels of air pollution and the sources of PAHs in urban environments. This information is crucial for developing strategies to reduce air pollution and improve public health in urban settings.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 1644, 1953 DOI: 10.1021/ja01103a037

InChI:InChI=1/C15H12/c1-11-6-7-13-9-8-12-4-2-3-5-14(12)15(13)10-11/h2-10H,1H3

Upstream product

• 858801-65-7 7'-methyl-3',4'-dihydro-1'H-spiro[cyclopentane-1,2'-naphthalene] 
• 860418-65-1 7'-methyl-3',4'-dihydro-1'H-spiro[cyclohexane-1,2'-naphthalene] 
• 64-17-5 ethanol 
• 62664-83-9 C₁₉H₂₈O 
• 861004-97-9 Opt_.-inakt. 4-Hydroxy-3-methyl-1.2.3.4-tetrahydro-phenanthren 
• 17058-01-4 3-methyl-1,2,3,4-tetrahydro-phenanthrene 
• 33953-99-0 3-methyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene 
• 583-55-1 1-Bromo-2-iodobenzene 
• 38274-16-7 2-bromo-1-(trimethylsilylethynyl)benzene 
• 824-54-4 2-bromo-4-methylbenzaldehyde 
• 60512-56-3 1-(2,2-dibromovinyl)-4-methylbenzene 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 60655-80-3 2-bromo-1-(4-methylphenyl)ethylene 

Downstream Products

• 2531-84-2 2-methylphenathrene 
• 832-69-9 1-methylphenanthrene 
• 883-20-5 9-methylphenanthrene 
• 85-01-8 phenanthrene 
• 33895-27-1 (phenanthren-3-ylmethyl)triphenylphosphonium bromide 
• 61172-23-4 3-[(E)-4-(3,5-Dimethyl-phenyl)-but-1-en-3-ynyl]-phenanthrene 
• 61172-22-3 3-[(Z)-4-(3,5-Dimethyl-phenyl)-but-1-en-3-ynyl]-phenanthrene 
• 61172-21-2 trans-4-(3-Phenanthryl)-1-phenylbutenin 
• 61172-20-1 cis-4-(3-Phenanthryl)-1-phenylbutenin 
• 84194-37-6 trans-3-(2-chloro-4-fluorostyryl)phenanthrene 
• 84194-31-0 trans-3-(2-chloro-5-fluorostyryl)phenanthrene 
• 84194-29-6 trans-3-(4-fluorostyryl)phenanthrene 
• 7466-50-4 phenanthrene-3-carbaldehyde 
• 132-65-0 dibenzothiophene 

Relevant articles and documents

Alumina-Mediated π-Activation of Alkynes

The ability to induce powerful atom-economic transformation of alkynes is the key feature of carbophilic π-Lewis acids such as gold- and platinum-based catalysts. The unique catalytic activity of these compounds in electrophilic activations of alkynes is explained through relativistic effects, enabling efficient orbital overlapping with π-systems. For this reason, it is believed that noble metals are indispensable components in the catalysis of such reactions. In this study, we report that thermally activated γ-Al2O3activates enynes, diynes, and arene-ynes in a manner enabling reactions that were typically assigned to the softest π-Lewis acids, while some were known to be triggered exclusively by gold catalysts. We demonstrate the scope of these transformations and suggest a qualitative explanation of this phenomenon based on the Dewar-Chatt-Duncanson model confirmed by density functional theory calculations.

Stereospecific on-Surface Cyclodehydrogenation of Bishelicenes: Preservation of Handedness from Helical to Planar Chirality

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Methylarene-based PAH synthesis via domino cyclization of 1, 1-difluoro-1-alkenes

Polycyclic aromatic hydrocarbons (PAHs) containing 4-7 benzene rings were synthesized via a methylarene-based protocol. Trimethyl[2-(trifluoromethyl)allyl]silane was electrophilically benzylated with Ar1CH2Br (prepared from Ar1CH3) to afford 2-trifluoromethyl-1-alkenes that were in turn nucleophilically benzylated with Ar2CH2Li (prepared from Ar2CH3) through an SN2-type reaction to produce 1, 1-difluoroethylenes, which are cyclization precursors bearing two 2-arylethyl groups. Magic acid efficiently promoted the domino FriedelCrafts-type cyclization of these precursors, followed by dehydrogenation that enabled the connection among two aryl groups (Ar1 and Ar2) by forming two benzene rings between them, facilitating the synthesis of the desired higher-order PAHs. With the proposed protocol, the combination of even a limited number of methylarenes can yield a variety of PAHs in diverse configurations.