24423-11-8

Basic information

• Product Name: 2-CHLOROPHENANTHRENE
• Synonyms: 2-CHLOROPHENANTHRENE;phenanthren-2-chloride
• CAS NO: 24423-11-8
• Molecular Formula: C14H9Cl
• Molecular Weight: 212.67
• Mol File: 24423-11-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 85-85.5 °C(Solv: ethanol (64-17-5))
• Boiling Point: 370.1 °C at 760 mmHg
• Flash Point: 179.2 °C
• Appearance: /
• Density: 1.253 g/cm³
• Vapor Pressure: 2.42E-05mmHg at 25°C
• Refractive Index: 1.717
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-CHLOROPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLOROPHENANTHRENE(24423-11-8)
• EPA Substance Registry System: 2-CHLOROPHENANTHRENE(24423-11-8)

Safety Data

• Hazardous Substances Data: 24423-11-8(Hazardous Substances Data)

Usage

General Description

2-Chlorophenanthrene is a distinct halogenated polycyclic aromatic hydrocarbon (PAH) compound that has chlorine as a substituent. It shares the backbone structure of phenanthrene, a three-ring PAH, but it is differentiated by the addition of a chlorine atom. The potential toxicity of 2-chlorophenanthrene and other related halogenated PAHs has been discussed in various scientific studies due to their suspected carcinogenicity and mutagenicity. Despite this, the environmental behavior of 2-chlorophenanthrene, like many specific chlorinated PAHs, has not been thoroughly investigated and remains poorly understood.

InChI:InChI=1/C14H9Cl/c15-12-7-8-14-11(9-12)6-5-10-3-1-2-4-13(10)14/h1-9H

Upstream product

• 40138-16-7 2-formylbenzene boronic acid 
• 174265-12-4 2-bromo-5-chlorobenzaldehyde 
• 153850-83-0 4'-chlorobiphenyl-2-carboxaldehyde 
• 1374416-37-1 4-chloro-2,2'-diformylbiphenyl 
• 108-90-7 chlorobenzene 
• 18294-87-6 1-cyclohexenylacetic acid 
• 120270-43-1 N,N-diethyl 2'-methyl-4'-chlorobiphenyl-2-carboxamide 
• 120270-52-2 2-chloro-9-hydroxyphenanthrene 
• 129112-21-6 2-(N,N-diethylaminocarbonyl)phenylboronic acid 
• 14495-51-3 2-bromo-5-chlorotoluene 
• 1696-17-9 N,N-diethylbenzamide 
• 27726-40-5 7-Chloro-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one 
• 16331-53-6 phenanthrene-2-carbonyl chloride 
• 14064-43-8 (E)-3-chlorostilbene 

Relevant articles and documents

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Oxidative, Iodoarene-Catalyzed Intramolecular Alkene Arylation for the Synthesis of Polycyclic Aromatic Hydrocarbons

A catalytic, metal-free and chemoselective oxidative intramolecular coupling of arene and alkene C?H bonds is reported. The active hypervalent iodine (HVI) reagent, generated catalytically in situ from iodotoluene and meta-chloroperoxybenzoic acid (m-CPBA), reacts with o-vinylbiphenyls to generate polyaromatic hydrocarbons in up to 95 % yield. Experimental evidence suggests the reactions proceed though vinyliodonium and, possibly, vinylenephenonium intermediates.

A combined experimental and computational study on the cycloisomerization of 2-ethynylbiaryls catalyzed by dicationic arene ruthenium complexes

Ruthenium-catalyzed cycloisomerization of 2-ethynylbiaryls was investigated to identify an optimal ruthenium catalyst system. A combination of [η6-(p-cymene)RuCl2(PR3)] and two equivalents of AgPF6 effectively converted 2-ethynylbiphenyls into phenanthrenes in chlorobenzene at 120 °C over 20 h. Moreover, 2-ethynylheterobiaryls were found to be favorable substrates for this ruthenium catalysis, thus achieving the cycloisomerization of previously unused heterocyclic substrates. Moreover, several control experiments and DFT calculations of model complexes were performed to propose a plausible reaction mechanism.