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

Uses

3-Methylphenanthrene is a polycyclic aromatic hydrocarbon that has been found in urban dust particulate matter.

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

• 4780-81-8 (Z)-1-bromo-2-(4-methylstyryl)benzene 
• 2531-84-2 2-methylphenathrene 
• 883-20-5 9-methylphenanthrene 
• 169177-57-5 N-allyl-3-phenyl-N-tosylpropiolamide 
• 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 
• 824-54-4 2-bromo-4-methylbenzaldehyde 
• 2378-86-1 4-methylbenzyltriphenylphosphonium bromide 
• 104-87-0 4-methyl-benzaldehyde 

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

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.