65259-56-5

Basic information

• Product Name: phenylacetaldehyde dimethylhydrazone
• Synonyms: phenylacetaldehyde dimethylhydrazone
• CAS NO: 65259-56-5
• Molecular Weight: 162.235
• Mol File: 65259-56-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: phenylacetaldehyde dimethylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: phenylacetaldehyde dimethylhydrazone(65259-56-5)
• EPA Substance Registry System: phenylacetaldehyde dimethylhydrazone(65259-56-5)

Safety Data

• Hazardous Substances Data: 65259-56-5(Hazardous Substances Data)

Upstream product

• 122-78-1 phenylacetaldehyde 
• 57-14-7 N,N-Dimethylhydrazine 
• 536-74-3 phenylacetylene 
• 103-63-9 1-phenyl-2-bromoethane 
• 6926-44-9 phenethyl azide 

Downstream Products

• 99412-92-7 1,1-Dimethyl-2-(2-phenylvinyl)-2-(trimethylsilyl)hydrazin 
• 4836-57-1 1,1-dimethyl-2-(2-phenylethyl)hydrazine 
• 64-04-0 phenethylamine 
• 53847-17-9 2-phenyl-5-hexenal 
• 99413-02-2 2,3-Diphenylbutandial-bis(dimethylhydrazon) 
• 99413-03-3 4-(Dimethylhydrazono)-2,3-diphenyl-2-butennitril 
• 99412-95-0 2-(Dimethylamino)-2-phenylacetaldehyd-dimethylhydrazon 
• 99412-97-2 (Ethylthio)phenylacetaldehyd-dimethylhydrazon 
• 99412-96-1 Ethoxyphenylacetaldehyd-dimethylhydrazon 
• 39793-83-4 (E)-benzeneacetaldehyde (E)-2-phenylpropionaldehydedimethylhydrazone 

Relevant articles and documents

Synthesis of hemilabile cyclic (alkyl)(amino)carbenes (CAACs) and applications in organometallic chemistry

A versatile methodology, involving readily available starting materials, allows for the synthesis of stable hemilabile bidentate cyclic (alkyl)(amino)carbenes (CAACs) featuring alkene, ether, amine, imine, and phosphine functionalities. The stability of the free carbenes has been exploited for the synthesis of copper(I) and gold(I) complexes. It is shown that the pendant imine moiety stabilizes the gold(III) oxidation state and enables the C-C bond oxidative addition of biphenylene to the corresponding cationic gold(I) complex. The latter and the corresponding copper(I) complex show high catalytic activity for the hydroarylation of α-methylstyrene with N,N-dimethylaniline, and the copper(I) complex promotes the anti-Markovnikov hydrohydrazination of phenyl acetylene with high selectivity.

A 'one-pot' procedure for the oxidative conversion of alkyl halides and tosylates to N,N-dimethylhydrazones

The treatment of a solution of an alkyl halide with sodium azide results in the formation of a solution of the alkyl azide, which upon filtration to remove the sodium halide, is treated with N,N-dimethyl hydrazine and catalytic FeCl3.6H2O under refluxing conditions. The result is a one pot conversion of an alkyl halide to an N,N-dimethyl hydrazone, a net oxidation of the halogen-bearing carbon.