24824-36-0

Basic information

• Product Name: diethyl (diphenylmethylene)malonate
• Synonyms: diethyl (diphenylmethylene)malonate;2-(Diphenylmethylene)propanedioic acid diethyl ester;Einecs 246-481-2
• CAS NO: 24824-36-0
• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.3704
• EINECS: 246-481-2
• Mol File: 24824-36-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 405.7°Cat760mmHg
• Flash Point: 195.1°C
• Appearance: /
• Density: 1.133g/cm³
• Vapor Pressure: 8.58E-07mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: diethyl (diphenylmethylene)malonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (diphenylmethylene)malonate(24824-36-0)
• EPA Substance Registry System: diethyl (diphenylmethylene)malonate(24824-36-0)

Safety Data

• Hazardous Substances Data: 24824-36-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H20O4/c1-3-23-19(21)18(20(22)24-4-2)17(15-11-7-5-8-12-15)16-13-9-6-10-14-16/h5-14H,3-4H2,1-2H3

Upstream product

• 5256-74-6 1,3-diethyl 2-diazopropanedioate 
• 101-81-5 Diphenylmethane 
• 19607-31-9 diethyl 2-(bis(benzylthio)methylene)malonate 
• 105-53-3 diethyl malonate 
• 1315451-72-9 diethyl 2-(benzylthio(phenyl)methylene)malonate 
• 98-80-6 phenylboronic acid 
• 119-61-9 benzophenone 
• 2051-90-3 Dichlorodiphenylmethane 
• 500698-70-4 benzhydryl-bromo-malonic acid diethyl ester 

Downstream Products

• 1346538-15-5 (S,S)-N,N'-bis(2-hydroxy-1-phenylethyl)-2-diphenylmethylidenemalonamide 
• 1346538-14-4 (S,S)-N,N'-bis(2-hydroxy-1-benzylethyl)-2-(diphenylmethylidene)malonamide 
• 1346538-13-3 (S,S)-N,N'-bis(2-hydroxy-1-isopropylethyl)-2-diphenylmethylidenemalonamide 
• 1346538-22-4 1,1-bis[(S)-4-phenyloxazolin-2-yl]-2,2-diphenylethene 
• 1346538-20-2 1,1-bis[(S)-4-benzyloxazolin-2-yl]-2,2-diphenylethene 
• 1346538-17-7 1,1-bis[(S)-4-isopropyloxazolin-2-yl]-2,2-diphenylethene 
• 4472-94-0 2-(diphenylmethylidene)malonic acid 
• 5292-54-6 diethyl 2-benzhydrylmalonate 

Relevant articles and documents

Fe(II)-Catalyzed alkenylation of benzylic C-H bonds with diazo compounds

We report herein an alkenylation of benzylic C(sp3)-H bonds with diazo compounds via carbon cation intermediates with DDQ as the oxidant in the presence of a catalytic amount of Fe(ii). Diphenylmethane, toluene, benzyl methyl sulfide and their derivatives could be applied as substrates to afford the tetra-substituted olefin products, which may serve as useful building blocks in organic synthesis.

(Hexaphenyltrimethylene)methane dication and related carbocations

By ionization of the respective alkenediol (8a), the (hexaphenyltrimethylene)methane dication (2) has been prepared and found stable in solution under superacidic stable ion conditions (FSO3H/SO2CIF) up to at least -20 °C. The spectroscopic data and AMI theoretical modeling indicate that although the entire π-system is twisted, phenyl groups stabilize the positive charges in 2 to a similar degree as those in the trityl cation. The hexa-p-CF3 derivative of 2 was also observable but only at very low temperatures (-90 °C). Disruption of the 3-fold symmetry and reduction of the number of stabilizing phenyl rings even to five resulted in intramolecular allylation and subsequent formation of the corresponding indenyl cations. In all the cases studied no evidence for "Y-aromatic" stabilization was found.