479-71-0

Basic information

• Product Name: 4-(Diphenylmethylene)-2,5-cyclohexadiene-1-one
• Synonyms: 4-(Diphenylmethylene)-2,5-cyclohexadiene-1-one;4-(α-Phenylbenzylidene)-2,5-cyclohexadiene-1-one;4-Diphenylmethylene-2,5-cyclohexadien-1-one;Diphenylquinomethane;Fuchsone
• CAS NO: 479-71-0
• Molecular Formula: C₁₉H₁₄O
• Molecular Weight: 258.3139
• Mol File: 479-71-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 451.4°Cat760mmHg
• Flash Point: 200.5°C
• Appearance: /
• Density: 1.154g/cm³
• Vapor Pressure: 2.43E-08mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: 4-(Diphenylmethylene)-2,5-cyclohexadiene-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Diphenylmethylene)-2,5-cyclohexadiene-1-one(479-71-0)
• EPA Substance Registry System: 4-(Diphenylmethylene)-2,5-cyclohexadiene-1-one(479-71-0)

Safety Data

• Hazardous Substances Data: 479-71-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H14O/c20-18-13-11-17(12-14-18)19(15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-14H

Upstream product

• 119-61-9 benzophenone 
• 108-95-2 phenol 
• 108-86-1 bromobenzene 
• 611-94-9 4-Methoxybenzophenone 
• 847-83-6 p-methoxytrityl alcohol 
• 2945-12-2 1-(diphenylmethyl)-4-nitrobenzene 
• 74087-85-7 3,3-dimethyldioxirane 
• 2051-90-3 Dichlorodiphenylmethane 
• 76-83-5 trityl chloride 
• 14470-28-1 mono-4-methoxytrityl chloride 
• 64-19-7 acetic acid 
• 67678-30-2 3,3-diphenyl-1-oxa-spiro[3.5]nona-5,8-diene-2,7-dione 
• 15658-11-4 p-hydroxytrityl alcohol 

Downstream Products

• 74494-87-4 4-ethoxytriphenylmethyl-O,O-diethylphosphonate 
• 15658-11-4 p-hydroxytrityl alcohol 
• 791-92-4 4-benzhydrylphenol 
• 62345-20-4 Methyl-(4-hydroxyphenyl)-diphenylmethylether 
• 13343-54-9 α-(p-Hydroxyphenyl)-α,α-diphenylacetonitril 
• 74494-88-5 diethyl ((4-hydroxyphenyl)diphenylmethyl)phosphonate 
• 74494-86-3 dimethyl <(4-methoxyphenyl)diphenylmethyl>phosphonate 
• 70679-28-6 diphenyl(p-hydroxyphenyl)methyl radical 
• 53153-46-1 5,6-dihydro-3,5,5-trimethyl-1,4-oxazin-2-one 
• 117949-69-6 fuchsone (diethoxyphosphinyl)hydrazone 
• 74494-89-6 4-hydroxytriphenylmethyl-O,O-diisopropylphosphonate 
• 6938-97-2 methyldiphenyl(4-hydroxyphenyl)methane 

Relevant articles and documents

Silver-Catalyzed Regioselective Phosphorylation of para-Quinone Methides with P(III)-Nucleophiles

A simple and efficient method for the silver-catalyzed regioselective phosphorylation of para-quinone methides (p-QMs) with P(III)-nucleophiles (P(OR)3, ArP(OR)2, Ar2P-OR) has been established via Michaelis-Arbuzov-type reaction. A broad range of P(III)-nucleophiles and para-quinone methides are well tolerated under the mild conditions, giving the expected diarylmethyl-substituted organophosphorus compounds with good to excellent yields. Moreover, a series of corresponding enantiomers can be obtained by employing dialkyl arylphosphonite (ArP(OR)2) as substrates. The control experiments and 31P NMR tracking experiments were also performed to gain insights for the plausible reaction mechanism. This protocol may have significant implications for the formation of C(sp3)-P bonds in Michaelis-Arbuzov-type reactions.

Oxidation of nitrobenzylic carbanions with dimethyldioxirane. New synthesis of quinomethanes and nitrobenzylic carbinols. First examples of methylation of carbanions with dimethyldioxirane

The reaction of nitrobenzylic carbanions with dimethyldioxirane (DMD) results in oxidation at the carbanion center or at the nitronate center to give nitrobenzylic carbinols or quinomethanes, respectively. Minor amounts of the methylation products are also formed. Both of these processes were observed for carbanions of (p-nitroaryl)diarylmethanes. The outcome of the oxidation process is very sensitive to the reaction conditions.