205-97-0

Basic information

• Product Name: DIBENZO(B,K)FLUORANTHENE
• Synonyms: DIBENZO(B,K)FLUORANTHENE;Naphth(2,3-E)acephenanthrylene
• CAS NO: 205-97-0
• Molecular Formula: C24H14
• Molecular Weight: 302.37
• Mol File: 205-97-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 236 °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: DIBENZO(B,K)FLUORANTHENE(CAS DataBase Reference)
• NIST Chemistry Reference: DIBENZO(B,K)FLUORANTHENE(205-97-0)
• EPA Substance Registry System: DIBENZO(B,K)FLUORANTHENE(205-97-0)

Safety Data

• Hazardous Substances Data: 205-97-0(Hazardous Substances Data)

Usage

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

Upstream product

• 63040-59-5 1,2,3,4,9,10,11,12-Octahydro-dibenzofluoranthen 
• 91-22-5 quinoline 
• 92012-57-2 1-(diphenylmethylidene)-1H-cyclopropa[b]naphthalene 
• 115081-39-5 4-Oxo-1,2,3,4,9,10,11,12-octahydro-dibenzofluoranthen 

Relevant articles and documents

Acephenanthrylenes from flash vacuum thermolysis of diarylmethylidenecycloproparenes

Upon flash vacuum thermolysis at 750°C fluorenylidenecyclopropa[b] naphthalene (1) undergoes opening of the three-membered ring and rearrangement to give a range of C24H14 polycyclic aromatic hydrocarbons. Dibenz[e.l]- and -[e.k]acephenanthrylene (7) and (12), respectively, have been identified while the plausible naphth[1,2-e]- and [2,3-e]acephenanthrylenes (9) and (14) were not detected. With diphenylmethylidenecyclopropa[b]naphthalene (2) cyclodehydrogenation and rearrangement also provide C24H14 polycycles; dibenz[e.k]acephenanthrylene (12) is identified and dibenz[a.e]aceanthrylene (15) is a proposed product.

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.