20114-65-2

Basic information

• Product Name: 1,4-Benzenedicarboxaldehyde, bis(dimethylhydrazone)
• CAS NO: 20114-65-2
• Molecular Formula: C12H18N4
• Molecular Weight: 218.302
• Mol File: 20114-65-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,4-Benzenedicarboxaldehyde, bis(dimethylhydrazone)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Benzenedicarboxaldehyde, bis(dimethylhydrazone)(20114-65-2)
• EPA Substance Registry System: 1,4-Benzenedicarboxaldehyde, bis(dimethylhydrazone)(20114-65-2)

Safety Data

• Hazardous Substances Data: 20114-65-2(Hazardous Substances Data)

Upstream product

• 623-27-8 terephthalaldehyde, 
• 57-14-7 N,N-Dimethylhydrazine 

Downstream Products

• 623-26-7 terephthalonitrile 
• 191273-68-4 4-cyanobenzaldehyde N,N-dimethylhydrazone 

Relevant articles and documents

Perfluoroalkylation of Aryl-N,N-dimethyl Hydrazones Using Hypervalent Iodine(III) Reagents or Perfluoroalkyl Iodides

Radical trifluoromethylation of aryl N,N-dimethyl hydrazones using TBAI as an initiator and Togni's reagent as a trifluoromethyl radical source is described. Cascades proceed via electron-catalysis; this approach is generally more applicable to hydrazone perfluoroalkylation using perfluoroalkyl iodides as the radical precursors in combination with a base under visible-light initiation.

Synthesis of o -(dimethylamino)aryl ketones, acridones, acridinium salts, and 1 H -indazoles by the reaction of hydrazones and arynes

A novel, efficient route to biologically and pharmaceutically important o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles has been developed starting from readily available hydrazones of aldehydes and o-(trimethylsilyl)aryl triflates. The reaction proceeds through arynes under mild conditions, tolerates a wide range of functional groups, and provides the final products in good to excellent yields.

Conversion of Aldehydes into Nitriles via Oxidation of Their Dimethylhydrazones

The 3-chloroperoxybenzoic acid oxidation of dimethylhydrazones of aromatic aldehydes gives the corresponding nitriles in good yields.Two further examples of the same oxidative transformation of cinnamaldehyde and of hexanal are also given.Except for hexanal hydrazone, all other aldehyde hydrazones can also be efficiently converted into nitriles by treatment with methanolic 30percent hydrogen peroxide in the presence of catalytic amounts of selenium dioxide or, preferentially, 2-nitrobenzeneseleninic acid.