218-02-0

Basic information

• Product Name: naphtho[2,1-f]isoquinoline
• Synonyms: naphth[2,1-f]isoquinoline; Naphtho[2,1-f]isoquinoline
• CAS NO: 218-02-0
• Molecular Formula: C₁₇H₁₁N
• Molecular Weight: 229.2759
• Mol File: 218-02-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 464.1°C at 760 mmHg
• Flash Point: 213.2°C
• Density: 1.239g/cm³
• Vapor Pressure: 2.39E-08mmHg at 25°C
• Refractive Index: 1.783
• CAS DataBase Reference: naphtho[2,1-f]isoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: naphtho[2,1-f]isoquinoline(218-02-0)
• EPA Substance Registry System: naphtho[2,1-f]isoquinoline(218-02-0)

Safety Data

• Hazardous Substances Data: 218-02-0(Hazardous Substances Data)

Upstream product

• 105654-03-3 2-Aza-4,4-dimethoxy-1-(2-phenanthryl)-1-butene 
• 26842-00-2 phenanthrene-2-carbaldehyde 
• 608519-15-9 (2-phenanthren-1-yl-ethyl)carbamic acid ethyl ester 
• 608519-08-0 3,4-dihydro-2H-naphtho[2,1-f]isoquinolin-1-one 
• 472986-97-3 2H-naphtho[2,1-f]isoquinolin-1-one 
• 100-42-5 styrene 
• 53500-08-6 trans-1-(1-naphthyl)-2-(3-pyridyl)-ethylene 
• 608519-11-5 1,2,3,4-tetrahydronaphtho[2,1-f]isoquinoline 
• 58794-11-9 cis-1-(1-naphthyl)-2-(3-pyridyl)-ethylene 
• 90-12-0 1-Methylnaphthalene 

Relevant articles and documents

The photochemical cyclodehydrogenation route to polycyclic azaarenes

This paper reports an investigation of photochemical cyclodehydrogenation for the preparation of polycyclic azaarenes. Various naphthoquinolines and naphthoisoquinolines were obtained from 2-, 3-, and 4-[2-(1- and 2-naphthyl)vinyl]pyridine. 4-[2-(3-Phenanthryl)vinyl]pyridine gave pyreno[1,10-hij]isoquinoline. An efficient preparation of (2-arylvinyl)pyridines is described. Georg Thieme Verlag Stuttgart.

Heck-mediated synthesis and photochemically induced cyclization of [2-(2-styrylphenyl)ethyl]carbamic acid ethyl esters and 2-styryl-benzoic acid methyl esters: Total synthesis of naphtho[2,1f]isoquinolines (2-azachrysenes)

We describe two new closely related total syntheses of naphtho[2,1-f]isoquinolines. The first synthesis consists of a Heck coupling reaction between trifluoromethanesulfonic acid 2-(2-ethoxycarbonylaminoethyl)phenyl esters and styrenes to give [2-(2-styrylphenyl)ethyl]carbamic acid ethyl esters. These compounds cyclize to give (2-phenanthren-1-yl-ethyl)carbamic acid ethyl esters, from which 2-azachrysenes can be obtained in a three-step sequence. The second synthesis includes a new total synthesis of 2-styrylbenzoic acid methyl esters by Heck coupling of methyl o-iodobenzoates to styrenes, followed by the transformation of the resulting benzoic acid derivatives into phenanthrene-1-carboxylic acid methyl esters and then into the target compounds by a six-step sequence including a Bischler-Napieralski cyclization.

1-Azabenzanthracene and 9-Azabenzanthracene

The synthesis of 1-azabenzanthracene and 9-azabenzanthracene are presented.