13837-48-4

Basic information

• Product Name: 2-Methoxyphenanthrene
• Synonyms: 2-Methoxyphenanthrene
• CAS NO: 13837-48-4
• Molecular Formula: C₁₅H₁₂O
• Molecular Weight: 208.2552
• Mol File: 13837-48-4.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 375.5°Cat760mmHg
• Flash Point: 150.8°C
• Appearance: /
• Density: 1.146g/cm³
• Vapor Pressure: 1.67E-05mmHg at 25°C
• Refractive Index: 1.679
• CAS DataBase Reference: 2-Methoxyphenanthrene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxyphenanthrene(13837-48-4)
• EPA Substance Registry System: 2-Methoxyphenanthrene(13837-48-4)

Safety Data

• Hazardous Substances Data: 13837-48-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H12O/c1-16-13-8-9-15-12(10-13)7-6-11-4-2-3-5-14(11)15/h2-10H,1H3

Upstream product

• 40463-36-3 7-methoxy-1,2,3,4-tetrahydrophenanthrene 
• 412321-30-3 3-(2-cyclohex-1-enyl-ethyl)-anisole 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 
• 100-66-3 methoxybenzene 
• 54888-61-8 5-methoxy-2-phenyl-2,3-dihydro-indole 
• 15254-66-7 acetic acid-[2]phenanthryl ester 
• 77-78-1 dimethyl sulfate 
• 14064-41-6 (E)-3-methoxystilbene 
• 54888-75-4 2-methoxy-9,10-dihydrophenanthrene 
• 142011-03-8 4,4-dimethoxy-1-(2-ethenylphenyl)-1-hydroxy-2,5-cyclohexadiene 
• 122950-69-0 (E)-1,4-dimethoxy-2-styrylbenzene 
• 801164-72-7 o-Amino-m'-methoxy-cis-stilben 
• 110-00-9 furan 
• 42769-00-6 1-Brom-6-methoxy-2-naphthyl-p-toluolsulfonat 

Downstream Products

• 5385-22-8 naphth[1,2-e]acephenanthrylene 
• 238-04-0 naphtho[1,2-k]fluoranthene 
• 16793-28-5 2-Phenyl-1-phenanthren-carbonsaeure-phenylester 
• 16793-27-4 2-Methoxy-1-phenanthrencarbonsaeure-phenylester 
• 4599-92-2 indeno[2,1-a]phenanthren-11-one 
• 220-97-3 11H-indeno[21-a]phenanthrene 
• 605-55-0 phenanthren-2-ol 

Relevant articles and documents

Modular Design of Fluorescent Dibenzo- and Naphtho-Fluoranthenes: Structural Rearrangements and Electronic Properties

A library of 12 dibenzo- and naphtho-fluoranthene polycyclic aromatic hydrocarbons (PAHs) with MW = 302 (C24H14) was synthesized via a Pd-catalyzed fluoranthene ring-closing reaction. By understanding the various modes by which the palladium migrates during the transformation, structural rearrangements were bypassed, obtaining pure PAHs in high yields. Spectroscopic and electrochemical characterization demonstrated the profound diversity in the electronic structures between isomers. Highlighting the significant differences in emission of visible light, this library of PAHs will enable their standardization for toxicological assessment and potential use as optoelectronic materials.

Synthesis of substituted phenanthrenes via intramolecular condensation based on temperature-dependent deprotonation using a weak carbonate base

Construction of substituted phenanthrenes via intramolecular condensation of 2′-methylbiphenyl-2-carbaldehydes using a mild base at 200 °C is described. The required high temperature can be quickly reached and easily maintained using microwave flash heating. Georg Thieme Verlag Stuttgart.

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Synthesis of phenanthrenes by cationic chromium(III) porphyrin-catalyzed dehydration cycloaromatization

Readily available biphenyl derivatives with ortho oxirane moiety react in the presence of cationic chromiun(III) porphyrin catalyst to afford phenanthrenes. The reaction is considered to be triggered by activation of the oxirane moiety through coordination to the Lewis acidic cationic chromium to give aldehyde via 1,2-hydride shift, which reacts with arene through intramolecular electrophilic aromatic substitution and subsequent dehydration. The reaction allows constructing a variety of polycyclic aromatic and heteroaromatic compounds.

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.