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

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

Uses

Given the provided materials, there are no direct applications listed for 2-chlorophenanthrene. However, based on the context of its description, we can infer potential areas of interest or concern:
Used in Environmental Research:
2-Chlorophenanthrene is used as a subject of study in environmental research for understanding its behavior, potential impact, and toxicity in various ecosystems. The investigation into its environmental fate and effects is crucial due to its suspected carcinogenic and mutagenic properties.
Used in Toxicological Studies:
In toxicological studies, 2-chlorophenanthrene serves as a compound of interest for assessing its potential health risks to humans and wildlife. The studies aim to determine the extent of its carcinogenic and mutagenic effects, which can inform regulations and safety measures.
Used in Chemical Analysis and Detection:
2-Chlorophenanthrene may be used as a reference compound in chemical analysis and detection methods, particularly in the development of techniques to identify and measure halogenated PAHs in environmental samples.

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

• 27726-40-5 7-Chloro-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one 
• 16331-53-6 phenanthrene-2-carbonyl chloride 
• 3366-65-2 2-aminophenanthrene 
• 174265-12-4 2-bromo-5-chlorobenzaldehyde 
• 40138-16-7 2-formylbenzene boronic acid 
• 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 

Relevant articles and documents

Br?nsted Acid-Catalyzed Carbonyl-Olefin Metathesis: Synthesis of Phenanthrenes via Phosphomolybdic Acid as a Catalyst

Compared with the impressive achievements of catalytic carbonyl-olefin metathesis (CCOM) mediated by Lewis acid catalysts, exploration of the CCOM through Br?nsted acid-catalyzed approaches remains quite challenging. Herein, we disclose a synthetic protocol for the construction of a valuable polycycle scaffold through the CCOM with the inexpensive, nontoxic phosphomolybdic acid as a catalyst. The current annulations could realize carbonyl-olefin, carbonyl-alcohol, and acetal-alcohol in situ CCOM reactions and feature mild reaction conditions, simple manipulation, and scalability, making this strategy a promising alternative to the Lewis acid-catalyzed COM reaction.

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.

NOVEL COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

The present invention relates to a compound represented by chemical formula 1 and an organic light emitting device comprising the same. The compound can be used as a material for an organic layer in an organic light emitting device. Accordingly, the organic light emitting device can improve efficiency, have low driving voltage and/or improve lifespan properties by using the compound.COPYRIGHT KIPO 2018

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.

Bismuth-catalyzed synthesis of polycyclic aromatic hydrocarbons (PAHs) with a phenanthrene backbone via cyclization and aromatization of 2-(2-arylphenyl)vinyl ethers

The reaction of 2-(2-arylphenyl)vinyl ethers in the presence of a catalytic amount of bismuth(III) triflate gave substituted phenanthrenes in excellent yields under mild reaction conditions. The reaction was also applied to the construction of other polycyclic aromatic hydrocarbons (PAHs), such as chrysene, helicene, and pyrene having a phenanthrene backbone, via regioselective cyclization. This method has the advantages of easy availability of the cyclization precursors, operational simplicity, and high reaction efficiency.

PHENANTHRENE COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The present invention provides an organic light emitting device having high light emission efficiency. The organic light emitting device includes an anode, a cathode and an organic compound layer which is sandwiched between the anode and the cathode, wher

The directed ortho metalation - Palladium catalyzed cross coupling connection. A general regiospecific route to 9-phenanthrols and phenanthrenes. Exploratory further metalation

A new general and regiospecific synthesis of 9-phenanthrols (1 + 2 → 3 → 4, Scheme 1, Table 1) proceeding by a Directed ortho Metalation (DoM), Suzuki-Miyaura crocs coupling, and a new LDA-mediated Directed remote Metalation sequence is described. The facile Pd-catalyzed hydrogenolysis of the phenanthrols 4 into the corresponding phenanthrenes 5 via their triflates 18 translates the original DoM regioselectivity also into a general synthesis of phenanthrenes (Table 2). Further DoM (19 → 20, 21; 24 → 25), cross coupling (20c → 23), as well as oxidation - ring contraction (4b, 4f → 28a, 28b) chemistry of phenanthrene derivatives is reported.

A New and Simple Synthesis of Phenanthrenes

Cyclohexene-1-acetic acid (1) undergoes reaction with various aromatic substrates (2a-k) in the presence of concentrated sulfuric acid to give 1,2,3,4,4a,10a-hexahydro-9-(10H)-phenanthrenones (3a-k) which on dehydrogenation with Pd-C afford the corresponding phenanthrenes (4a-k) in high yields.

Benzannulated Isobenzofurans

A number of arynes, generated by treatment of haloarenes with sodium or potassium amide in tetrahydrofuran, were trapped with furan.The resulting dihydro epoxy arenes were converted into the following annulated isobenzofuran derivatives by using reverse Diels-Alder methodology: naphthofuran, phenanthrofuran, pyrenofuran, pyrenofuran, anthrafuran, phenanthrofuran and phenathrofuran.Bimolecular rate constants for the addition of maleic anhydride to these furans were measured, and were correlated with the Herndon structure count.Addition of arynes to selected members of this furan series yielded adducts which were deoxygenated to afford polycyclic aromatic hydrocarbons.

THE DIRECTED ORTHO METALATION CONNECTION TO ARYL-ARYL CROSS COUPLING. A GENERAL REGIOSPECIFIC SYNTHESIS OF PHENANTHROLS

A general directed metalation-based cross coupling synthesis of phenanthrols 4 has been developed (Scheme 1); reactions of derived triflates and carbamates 10 lead to a variety of substituted phenanthrenes 7 12 (Scheme 2).