53104-41-9

Basic information

• Product Name: Benzaldehyde, 4-methoxy-3,5-dinitro-
• CAS NO: 53104-41-9
• Molecular Formula: C8H6N2O6
• Molecular Weight: 226.145
• Mol File: 53104-41-9.mol

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-methoxy-3,5-dinitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-methoxy-3,5-dinitro-(53104-41-9)
• EPA Substance Registry System: Benzaldehyde, 4-methoxy-3,5-dinitro-(53104-41-9)

Safety Data

• Hazardous Substances Data: 53104-41-9(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 38365-53-6 p-(2,2-dichlorocyclopropyl)anisole 
• 163596-75-6 4-bromo-3-nitrobenzaldehyde 
• 860725-17-3 4-bromo-3,5-dinitro-benzaldehyde 
• 124-41-4 sodium methylate 
• 99-34-3 3,5-dinitrobenzoic acid 
• 31680-08-7 4-methoxy-3-nitrobenzaldehyde 
• 90325-19-2 1,3-dinitro-5-trichloromethylbenzene 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 108038-53-5 4-methoxy-3,5-dinitro-benzyl alcohol 
• 81286-07-9 4-amino-3,5-dinitro-benzaldehyde 
• 1017293-90-1 (Z)-2-(4`-methoxy-3`,5`-dinitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene 
• 1017293-92-3 15,16,32,33-tetrahydro-8-hydroxymanzamine A 
• 845624-93-3 2-[(Z)-2-(4-Methoxy-3,5-dinitro-phenyl)-vinyl]-naphthalene 
• 845625-34-5 2-[(E)-2-(4-Methoxy-3,5-dinitro-phenyl)-vinyl]-naphthalene 

Relevant articles and documents

Synthesis of 4-methoxy-3,5-dinitrobenzaldehyde: A correction to supposed tele nucleophilic aromatic substitution

1,3-Dinitro-5-trichloromethylbenzene (2) was reacted with sodium methoxide in an attempt to prepare 4-methoxy-3,5-dinitrobenzaldehyde (7) via a reported tele nucleophilic aromatic substitution. The product from this reaction was methyl 3,5-dinitrobenzoate (5) and not the methoxy aldehyde as had been reported. The desired product was prepared by conventional nitration methodology from 4-methoxy-3-nitrobenzaldehyde.

Further naphthylcombretastatins. An investigation on the role of the naphthalene moiety

By synthesis and biological studies of new naphthalene analogues of combretastatins, we have found that the naphthalene is a good surrogate for the isovanillin moiety (3-hydroxy-4-methoxyphenyl) of combretastatin A-4, always generating highly cytotoxic analogues when combined with the 3,4,5-trimethoxyphenyl or related systems. On the other hand, when the naphthalene replaces the 3,4,5-trimethoxyphenyl moiety, the cytotoxic activity is largely decreased. The most cytotoxic naphthalene analogues of combretastatins, which also produce inhibition of tubulin polymerization, exerted their antimitotic effects through microtubule network disruption and subsequent G2/M arrest of the cell cycle in human cancer cells.

Tele nucleophilic aromatic substitutions in 1-nitro-3- and 1,3-dinitro- 5-trichloromethylbenzene, and 3-trichloromethylbenzonitrile. A new synthesis of the 1,4-benzothiazine-3(4H)-one ring system from 3 nitrobenzoic acid

3-Trichloromethylnitrobenzene 2, 1,3-dinitro-5-trichloromethylbenzene 13 and 3-trichloromethylbenzonitrile 18 react with sodium methoxide to give 4- methoxy-3-nitrobenzaldehyde 6, 4-methoxy-3,5-dinitrobenzaldehyde 15 and 5- dimethoxymethyl-2-methoxybenzonitrile 19, respectively. Compounds 2 and 13 react with methyl thioglycolate to afford dichloromethylacetates 7 and 16, respectively. These products are the result of tele nucleophilic aromatic substitution. Compound 18 reacted with methyl thioglycolate to give acetate 20 resulting from nucleophilic displacement of cyanide. Reductive cyclisation of 7 afforded benzothiazine 11. (C) 2000 Elsevier Science Ltd.

Nitration of 2-Aryl-1,1-dichlorocyclopropanes

A series of 2-aryl-1,1-dichlorocyclopropanes were nitrated with a mixture of nitric acid and sulfuric acid.The results suggest that an electron-withdrawing group on the phenyl ring and gem-dihalogens on the cyclopropane ring are essential for isoxazole formation.