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

• 860418-65-1 7'-methyl-3',4'-dihydro-1'H-spiro[cyclohexane-1,2'-naphthalene] 
• 64-17-5 ethanol 
• 1241978-42-6 2-(1-bromonaphthalen-2-yl)-4-methyl-3,6-dihydro-2H-pyran 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 60655-80-3 2-bromo-1-(4-methylphenyl)ethylene 
• 60512-56-3 1-(2,2-dibromovinyl)-4-methylbenzene 
• 38274-16-7 2-bromo-1-(trimethylsilylethynyl)benzene 
• 583-55-1 1-Bromo-2-iodobenzene 
• 33953-99-0 3-methyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene 
• 824-54-4 2-bromo-4-methylbenzaldehyde 
• 2378-86-1 4-methylbenzyltriphenylphosphonium bromide 
• 104-87-0 4-methyl-benzaldehyde 
• 169177-57-5 N-allyl-3-phenyl-N-tosylpropiolamide 

Downstream Products

• 2531-84-2 2-methylphenathrene 
• 832-69-9 1-methylphenanthrene 
• 883-20-5 9-methylphenanthrene 
• 85-01-8 phenanthrene 
• 7466-50-4 phenanthrene-3-carbaldehyde 
• 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 
• 132-65-0 dibenzothiophene 

Relevant articles and documents

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

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Br?nsted Acid-Catalyzed Carbonyl-Olefin Metathesis: Synthesis of Phenanthrenes via Phosphomolybdic Acid as a Catalyst

Compared with the impressive achievements of catalytic carbonyl-olefin metathesis (CCOM) mediated by Lewis acid catalysts, exploration of the CCOM through Br?nsted acid-catalyzed approaches remains quite challenging. Herein, we disclose a synthetic protocol for the construction of a valuable polycycle scaffold through the CCOM with the inexpensive, nontoxic phosphomolybdic acid as a catalyst. The current annulations could realize carbonyl-olefin, carbonyl-alcohol, and acetal-alcohol in situ CCOM reactions and feature mild reaction conditions, simple manipulation, and scalability, making this strategy a promising alternative to the Lewis acid-catalyzed COM reaction.

Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels-Alder Reaction/Aromatization

A highly efficient transition-metal-free general method for the synthesis of polycyclic aromatic hydrocarbons like phenanthrenes and chrysenes (and tetraphene) from β-bromovinylarenes and arynes has been developed. The reactions proceed via an aryne Diels-Alder (ADA) reaction, followed by a facile aromatization. This is the first report on direct construction of chrysenes (and tetraphene) using the ADA approach. Unlike the literature method which is limited to only 9/10-substituted derivatives, this method gives access to a wide variety of functionalized phenanthrenes.