947-72-8

Basic information

• Product Name: 9-CHLOROPHENANTHRENE
• Synonyms: 10-Chlorophenanthrene;9-chloro-phenanthren;Phenanthrene, 9-chloro-;9-CHLOROPHENANTHRENE;9-Chlorophenanthrene,98%
• CAS NO: 947-72-8
• Molecular Formula: C₁₄H₉Cl
• Molecular Weight: 212.67
• EINECS: 213-430-0
• Mol File: 947-72-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 46-50 °C
• Boiling Point: 275.35°C (rough estimate)
• Flash Point: 179.2 °C
• Appearance: light yellow fluffy powder
• Density: 1.1779 (rough estimate)
• Vapor Pressure: 2.42E-05mmHg at 25°C
• Refractive Index: 1.6012 (estimate)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 9-CHLOROPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-CHLOROPHENANTHRENE(947-72-8)
• EPA Substance Registry System: 9-CHLOROPHENANTHRENE(947-72-8)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 947-72-8(Hazardous Substances Data)

Usage

Uses

9-Chlorophenanthrene is a monochlorinated phenanthracene with mutagenic activity. Studies suggest that its carcinogenicity might be associated with aryl hydrocarbon receptor signaling.

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

Upstream product

• 85-01-8 phenanthrene 
• 27876-29-5 acetic acid-(2,4,6,N-tetrachloro-anilide) 
• 51705-41-0 cis-9,10-dichloro-9,10-dihydro-phenanthrene 
• 52889-62-0 2-ethynyl-1,1'-biphenyl 
• 1375801-15-2 2-(1-chloro-2-iodovinyl)biphenyl 
• 10408-80-7 spiro-indene> 
• 81593-15-9 1-chloro-1a,9b-dihydro-1H-<9,10-b>azirine 
• 947-73-9 9-Aminophenanthrene 
• 10034-09-0 1-methoxy-1,3-butadiene 
• 605-61-8 1-chloro-4-nitronaphthalene 
• 49601-81-2 (+/-)-trans-9,10-dichloro-9,10-dihydro-phenanthrene 
• 49601-81-2 9,10-dichloro-9,10-dihydro-phenanthrene 
• 201156-39-0 2,2'-Bis-(1-chloro-vinyl)-biphenyl 
• 16331-54-7 phenanthrene-9-carbonyl chloride 

Downstream Products

• 844-20-2 9-phenylphenanthrene 
• 10394-57-7 9-(4-butylphenyl)phenanthrene 
• 60300-72-3 4,5-diphenylacephenanthrylene 
• 7473-69-0 9-chlorophenanthrene-3-carboxylic acid 
• 87682-44-8 9-(2-phenylethynyl)phenanthrene 
• 65490-23-5 phenanthren-9-yl(phenyl)selane 
• 16336-55-3 (phenanthren-9-yl) phenyl sulfide 
• 1137660-73-1 9-(N-phenylpiperazinyl)phenanthrene 
• 84-11-7 9,10-phenanthrenequinone 
• 2510-55-6 9-cyanophenanthrene 
• 3920-79-4 N-phenyl-N-(9-phenanthryl)amine 
• 6328-10-5 1-(9-chloro-[3]phenanthryl)-propan-1-one 
• 88986-00-9 9-(o-tolyl)phenanthrene 
• 102590-48-7 9-(2,4,6-trimethyl-phenyl)-phenanthrene 

Relevant articles and documents

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Air-stable nickel precatalysts for fast and quantitative cross-coupling of aryl sulfamates with aryl neopentylglycolboronates at room temperature

A library containing 10 air-stable NiIIX(Aryl)(PCy3)2 complexes as precatalysts (X = Cl, Br, OTs, OMs, aryl = 1-naphthyl, 2-naphthyl; X = Cl, 1-acenaphthenyl, 1-(2-methoxynaphthyl), 9-phenanthrenyl, 9-anthracyl) was synthesized and demonstrated to quantitatively cross-couple 2-methoxyphenyl dimethylsulfamate with methyl 4-(5,5-dimethyl-1,3,2-dioxaborinane-2-yl)benzoate at 23 °C in dry THF in the presence of K3PO4(H2O)3.2 in less than 60 min. Lower or higher amounts of H2O in K3PO4 and as received THF mediate the same transformation in a maximum three times longer reaction time.

Nucleophilic substitution of hydrogen in naphthalene by chloride (Cl -) in ionic liquids

Nucleophilic aromatic substitution of hydrogen in non-activated aromatic ring, a very rare phenomenon in organic chemistry, is found in ionic liquids containing Cl- as anion under mild reaction conditions. The reaction may be carried out by the addition of the halogen-bonding adduct (Br 2Cl-) as nucleophile to aromatic ring carbon atom, leading to the formation of the nucleophilic substitution product.

A novel application of the Diels-Alder reaction: nitronaphthalenes as normal electron demand dienophiles

Thermal reactions between nitronaphthalenes and butadienes were studied. It was demonstrated that these reactions are capable of undergoing the normal electron demand Diels-Alder reaction, with a variety of dienes affording the phenanthrene derivatives. The influence of the extension and type of substitution was also discussed. When the electron-withdrawing activation of the naphthalenic nucleus or the donor properties of the dienes were not enough, N-naphthylpyrroles were detected as main product, suggesting that a competitive reaction would probably take place. The results clearly confirmed the dienophilic nature of nitronaphthalenic double bonds and provided an alternative procedure for phenanthrene derivatives and N-naphthylpyrroles' synthesis. The relative reactivity of the reactants and the viability of the reactions were discussed from a theoretical point of view.