111189-32-3

Basic information

• Product Name: naphtho(1,2-b)fluoranthene
• Synonyms: Naphtho[1,2-b]fluoranthene
• CAS NO: 111189-32-3
• Molecular Formula: C24H14
• Molecular Weight: 302.37
• Mol File: 111189-32-3.mol

Chemical Properties

• Melting Point: 188-189 °C
• Boiling Point: 552.3°C at 760 mmHg
• Flash Point: 282°C
• Appearance: /
• Density: 1.313g/cm³
• Vapor Pressure: 1.12E-11mmHg at 25°C
• Refractive Index: 1.912
• CAS DataBase Reference: naphtho(1,2-b)fluoranthene(CAS DataBase Reference)
• NIST Chemistry Reference: naphtho(1,2-b)fluoranthene(111189-32-3)
• EPA Substance Registry System: naphtho(1,2-b)fluoranthene(111189-32-3)

Safety Data

• Hazardous Substances Data: 111189-32-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C24H14/c1-2-7-16-15(6-1)12-13-19-21-11-5-10-20-17-8-3-4-9-18(17)23(24(20)21)14-22(16)19/h1-14H

Upstream product

• 111189-36-7 2-(6-chrysenyl)cyclohexanone 
• 111209-23-5 2-(6-chrysenyl)cyclohexanol 
• 7397-93-5 6-bromochrysene 
• 218-01-9 chrysene 
• 166409-67-2 2-(9H-Fluoren-9-ylmethyl)-3,4-dihydro-2H-naphthalen-1-one 
• 286-20-4 cyclohexane-1,2-epoxide 

Relevant articles and documents

A novel and practical synthesis of polycyclic fluoranthenes

A novel and general preparation of polycyclic fluoranthenes is described. The synthesis involves a Michael addition of silyl enol ethers to dibenzofulvene followed by cyclization and aromatization.

INDENOCHRYSENE DERIVATIVE AND ORGANIC LIGHT-EMITTING DEVICE USING SAME

There is provided an organic light-emitting device having an optical output with a high efficiency, a high luminance, and a long life. The organic light-emitting device includes an anode, a cathode, and a layer including an organic compound interposed between the anode and the cathode, in which either one of the anode and the cathode is formed of a transparent or translucent electrode material, and in which the layer includes at least one indenochrysene derivative represented by the general formula (1):

Attempted synthesis of Fjord-region containing polycyclic fluoranthenes reveals a steric-driven double Wagner-Meerwein rearrangement

A double Wagner-Meerwein rearrangement takes place commonly in the synthesis of sterically hindered polycyclic fluoranthenes via cyclodehydration reactions and the extent of intramolecular steric crowding within the initially formed tertiary cationic intermediate controls the equilibrium between the expected and the rearranged product.

Policyclic Fluoranthene Hydrocarbons. 2. A New General Synthesis

A novel and efficient synthetic approach to policyclic fluoranthene hydrocarbons is described.The method entails fusion of an indeno ring to an appropriate alternant hydrocarbon via reaction of its aryllithium derivative with cyclohexene oxide, followed by oxidation, cyclodehydration, and aromatization.Cyclization of the cyclohexanone and cyclohexanol derivatives of the policyclic aromatic ring systems studied proceeds with high regioselectivity, and the direction of ring closure is predictable by molecular orbital methods.This synthetic approach provides a convenient general route to polyaromatic fluoranthene compounds, including potentially carcinogenic members of this class.Hydrocarbons synthesized by this method include benzacephenanthrylene (1), indenopyrene (2), indenochrysene (3), benzindenochrysene (4), fluorenochrysene (5), dibenzaceanthrylene (6), dibenzaceanthrylene (7), benzaceanthrylene (8), benzindenochrysene (9), fluorenochrysene (10), and dibenzacephenanthrylene (11).

SYNTHESIS OF POLYCYCLIC AROMATIC FLUORANTHENES

A general synthetic approach to polycyclic aromatic hydrocarbons containing a fluoranthene ring system is described.The method entails fusion of an indeno ring to an alternant hydrocarbon via reaction of an aryllithium derivative with cyclohexene oxide.