440-21-1

Basic information

• Product Name: 9-fluorophenanthrene
• Synonyms: 9-fluorophenanthrene
• CAS NO: 440-21-1
• Molecular Formula: C₁₄H₉F
• Molecular Weight: 196.23
• Mol File: 440-21-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 340.9°C at 760 mmHg
• Flash Point: 129.7°C
• Appearance: /
• Density: 1.212
• Vapor Pressure: 0.000165mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 9-fluorophenanthrene(CAS DataBase Reference)
• NIST Chemistry Reference: 9-fluorophenanthrene(440-21-1)
• EPA Substance Registry System: 9-fluorophenanthrene(440-21-1)

Safety Data

• Hazardous Substances Data: 440-21-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 40, p. 3794, 1975 DOI: 10.1021/jo00913a045

InChI:InChI=1/C14H9F/c15-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9H

Upstream product

• 350-62-9 1,1-difluoro-1,2-diphenylethane 
• 5471-63-6 1,3-diphenylisobenzofuran 
• 1598-32-9 9-bromo-10-fluorophenanthrene 

Relevant articles and documents

Fluorinated Phenanthrenes as Aryne Precursors: PAH Synthesis Based on Domino Ring Assembly Using 1,1-Difluoroallenes

On treatment with the catalyst InBr3, 1,1-difluoroallenes that bear a cyclopentene moiety and an aryl group underwent domino ring assembly in the presence or absence of N-bromosuccinimide or N-iodosuccinimide to afford aryne precursors such as three-ringed ortho-fluoro(halo)phenanthrenes, four-ringed ortho-fluoro(halo)tetraphenes, ortho-fluoro(halo)chrysenes and fluoro[4]helicenes. Metalation of the aryne precursors followed by elimination of the fluoride resulted in the unprecedented systematic generation of arynes bearing π-extended systems. Diels?Alder reactions of these arynes with isobenzofurans afforded the corresponding cycloadducts whose reductive aromatisation in an SnCl2/HBr system furnished fully aromatised benzotriphenylenes. In addition, oxidative aryl?aryl coupling (the Scholl reaction) of these benzotriphenylenes facilitated the synthesis of ‘half HBCs’ (hexabenzocoronenes).