500727-44-6

Basic information

• Product Name: 4,4’-((3-nitrophenyl)methylene)bis(methoxybenzene)
• Synonyms: 4,4’-((3-nitrophenyl)methylene)bis(methoxybenzene)
• CAS NO: 500727-44-6
• Molecular Weight: 349.386
• Mol File: 500727-44-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4,4’-((3-nitrophenyl)methylene)bis(methoxybenzene)(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4’-((3-nitrophenyl)methylene)bis(methoxybenzene)(500727-44-6)
• EPA Substance Registry System: 4,4’-((3-nitrophenyl)methylene)bis(methoxybenzene)(500727-44-6)

Safety Data

• Hazardous Substances Data: 500727-44-6(Hazardous Substances Data)

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 100-66-3 methoxybenzene 
• 106484-62-2 4,4'-dihydroxy-3''-nitrotriphenylmethane 
• 77-78-1 dimethyl sulfate 
• 73845-02-0 (E)-4-methyl-N-(3-nitrobenzylidene)-benzenesulfonamide 

Relevant articles and documents

The cooperative effect of Lewis pairs in the Friedel-Crafts hydroxyalkylation reaction: A simple and effective route for the synthesis of (±)-carbinoxamine

An efficient C-C bond formation strategy between aromatic/heteroaromatic π-nucleophiles and Lewis acid activated aldehydes is described. This aromatic electrophilic substitution reaction of arenes or heteroarenes is facilitated by Lewis acid AlBr3. Aromatic rings with electron donating substituents are excellent nucleophilic counterparts in this reaction, generating carbinols in excellent yields (61-94%). The formation of triarylmethanes is also witnessed in the case of certain reactive aldehydes and aromatic π-nucleophiles through reactive carbocation formation. The formation of triarylmethane is reduced to a greater extent via retardation of the second π-nucleophile addition through a Lewis base, for example, pyridine, coordination with an aluminium alkoxide intermediate. Various aliphatic aldehydes also underwent Friedel-Crafts type hydroxyalkylation and generated the expected carbinols in moderate yields (41-53%) in the presence of AlBr3. This protocol has been successfully applied to the synthesize of the (±)-carbinoxamine, a therapeutically important histamine H1 antagonist, in a one-pot manner.

Friedel-Crafts hydroxyalkylation through activation of a carbonyl group using AlBr3: An easy access to pyridyl aryl/heteroaryl carbinols

Aromatic electrophilic substitution of aromatic/electron rich heteroaromatic compounds with AlBr3 activated aldehydes/ketone to afford pyridyl aryl/heteroaryl or diaryl carbinols is described. The strong electron donating group dictates the regiochemical outcome of the product.

Preparation of triaryl- and triheteroarylmethanes under ytterbium triflate catalysis and solvent-free conditions

Triaryl- and triheteroarylmethanes have been synthesized in very good yield under solvent-free conditions from differently substituted aldehydes and 2-methylfuran or methoxybenzene in the presence of Yb(OTf)3 as catalyst. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.