2606-85-1

Basic information

• Product Name: 2-Methyl-3,4-benzophenanthrene
• Synonyms: 2-Methyl-3,4-benzophenanthrene
• CAS NO: 2606-85-1
• Molecular Formula: C₁₉H₁₄
• Molecular Weight: 242.33
• Mol File: 2606-85-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 81.75°C
• Boiling Point: 320.14°C (rough estimate)
• Flash Point: 217.8°C
• Appearance: /
• Density: 1.1011 (estimate)
• Vapor Pressure: 7.61E-08mmHg at 25°C
• Refractive Index: 1.4750 (estimate)
• CAS DataBase Reference: 2-Methyl-3,4-benzophenanthrene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-3,4-benzophenanthrene(2606-85-1)
• EPA Substance Registry System: 2-Methyl-3,4-benzophenanthrene(2606-85-1)

Safety Data

• Hazardous Substances Data: 2606-85-1(Hazardous Substances Data)

Usage

General Description

2-Methyl-3,4-benzophenanthrene, also known as 3,4-Benzophenanthrene-2-methyl, is a polycyclic aromatic hydrocarbon (PAH) that consists of four fused benzene rings. It is a white crystalline solid with a molecular formula of C20H14. 2-Methyl-3,4-benzophenanthrene is commonly found in coal tar and is produced as a byproduct of the incomplete combustion of organic matter. It is considered a potential environmental pollutant and is classified as a possible human carcinogen, with the potential to cause genetic mutations. This chemical is also of interest in the field of organic chemistry, where it is used as a building block in the synthesis of other organic compounds.

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

Upstream product

• 917-64-6 methyl magnesium iodide 
• 408313-45-1 4,4a,5,6-tetrahydro-3H-benzo[c]phenanthren-2-one 
• 35160-96-4 2-(4-methylstyryl)naphthalene 
• 18583-38-5 p-Xylyl-triphenyl-phosphonium 
• 66-99-9 β-naphthaldehyde 
• 91-22-5 quinoline 
• 59305-28-1 LiCH₂C₆H₄-4-Me 
• 1047647-70-0 1,1-difluoro-2-(2-phenylethyl)-4-(4-methylphenyl)but-1-ene 
• 104-81-4 4-Methylbenzyl bromide 
• 2378-86-1 4-methylbenzyltriphenylphosphonium bromide 
• 106-42-3 para-xylene 
• 1047647-79-9 2-methyl-5,6,7,8-tetrahydrobenzo[c]phenanthrene 
• 110148-83-9 7-methyl-2-phenethyl-3,4-dihydro-2H-naphthalen-1-one 
• 110050-91-4 7-methyl-2-phenethyl-1,2,3,4-tetrahydro-[1]naphthol 

Downstream Products

• 195-19-7 benzo[c]phenathrene 
• 27208-37-3 cyclopenta[c,d]pyrene 
• 203-12-3 benzo[ghi]fluoranthene 
• 1206795-73-4 5-methylbenzo[ghi]fluoranthene 
• 20508-12-7 (E)-1-Phenyl-2-(2-benzophenanthrenyl)ethylene 
• 20508-11-6 (Z)-1-Phenyl-2-(2-benzophenanthrenyl)ethylene 
• 36524-19-3 2-[(E)-2-(4-tert-Butyl-phenyl)-vinyl]-benzo[c]phenanthrene 
• 36393-47-2 2-[(E)-2-(3,5-Dimethyl-phenyl)-vinyl]-benzo[c]phenanthrene 
• 36393-45-0 2-((E)-2-m-Tolyl-vinyl)-benzo[c]phenanthrene 
• 36393-46-1 2-((E)-2-p-Tolyl-vinyl)-benzo[c]phenanthrene 
• 61172-27-8 2-((E)-4-Phenyl-but-1-en-3-ynyl)-benzo[c]phenanthrene 
• 61172-26-7 2-((Z)-4-Phenyl-but-1-en-3-ynyl)-benzo[c]phenanthrene 
• 74976-58-2 2-[(E)-2-(4-Nitro-phenyl)-vinyl]-benzo[c]phenanthrene 
• 35160-98-6 (benzo[g]phenanthren-3-ylmethyl)triphenylphosphonium bromide 

Relevant articles and documents

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.

Expeditious synthesis of helicenes using an improved protocol of photocyclodehydrogenation of stilbenes

An improved procedure has been developed for photodehydrocyclization of stilbenes for the synthesis of phenanthrenes and helicenes. This procedure involves the use of THF as a scavenger of hydriodic acid produced during iodine mediated photodehydrocyclization. The use of THF is advantageous due to its higher boiling point, lower cost and easy availability as compared to propylene oxide. The method is applied to synthesize a number of phenanthrenes and helicenes. ARKAT-USA, Inc.

Palladium-catalyzed intramolecular C-H activation: A synthetic approach towards polycyclic aromatic hydrocarbons

A simple and convenient synthetic protocol for the construction of polycyclic aromatic hydrocarbons has been developed. A variety of phenanthrene, benzo[c]phenanthrene and chrysene derivatives was synthesized via Pd-catalyzed intramolecular C-H activation followed by acid-catalyzed water elimination.