3995-39-9

Basic information

• Product Name: Benzenamine, N,N-diethyl-3,5-dimethyl-
• CAS NO: 3995-39-9
• Molecular Formula: C12H19N
• Molecular Weight: 177.29
• Mol File: 3995-39-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzenamine, N,N-diethyl-3,5-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N,N-diethyl-3,5-dimethyl-(3995-39-9)
• EPA Substance Registry System: Benzenamine, N,N-diethyl-3,5-dimethyl-(3995-39-9)

Safety Data

• Hazardous Substances Data: 3995-39-9(Hazardous Substances Data)

Upstream product

• 74-96-4 ethyl bromide 
• 108-69-0 3,5-dimethylaminoaniline 
• 773-01-3 2,4,6-trimethylpyrylium tetrafluoroborate 
• 109-89-7 diethylamine 
• 874-63-5 3,5-dimethylmethoxybenzene 
• 461-97-2 3,5-dimethylfluorobenzene 
• 75-03-6 ethyl iodide 

Downstream Products

• 1380544-22-8 4,4'-methylenebis(N,N-diethyl-3,5-dimethylaniline) 
• 24672-76-2 9,10-bis-(4-methoxy-phenyl)-anthracene 
• 129371-69-3 4-(4-diethylamino-2,6-dimethylphenylimino)-1,4-dihydronaphthylidenemalononitrile 
• 2359-40-2 2,6-dimethyl-4-(diethylamino)aniline 
• 723733-82-2 (3,5-Dimethyl-4-nitro-phenyl)-diethyl-amine 
• 67793-03-7 3,5-dimethyl-4-nitroso-N,N-diethylaniline 

Relevant articles and documents

Cu(ii)-catalyzed C-H (SP3) oxidation and C-N cleavage: Base-switched methylenation and formylation using tetramethylethylenediamine as a carbon source

Base-switched methylenation and formylation using tetramethylethylenediamine (TMEDA) as a carbon source have been achieved under mild conditions, catalyzed by CuCl2, with atmospheric oxygen as oxidant. Bisindolylmethanes, diphenylmethanes and 3-formylindoles were synthesized with excellent regioselectivity and good yield.

1,8-Bis(diphenylmethylium)naphthalenediyl dication as an organic oxidant: Synthesis of benzidines via self-coupling of N,N-Dialkylanilines

(Chemical equation presented) 1,8-Bis(diphenylmethylium)naphthalenediyl dications promoted oxidative coupling of various N,N-dialkylanilines to afford the corresponding para-coupled bisanilines, benzidines, in good to excellent yield. The dications were readily prepared from a cyclic ether precursor, derived from 1,8-dibromonaphthalene, via deoxygenation with a silylating reagent in 1,1,1,3,3,3-hexafluoro-2-propanol under anhydrous conditions.

SYNTHESE DE N,N-DIALKYL-3,5-DIALKYL-ANILINES A PARTIR DES SELS DE TRIALKYL-2,4,6-PYRYLIUM

We have optimized through an experimental design the synthesis of N,N-diethyl-3,5-dimethylaniline from 2,4,6-trimethylpyrylium terafluoroborate (I) and diethylamine in a new reaction medium (acetonitrile/triethylamine).Optimal conditions have been applied with high yields to the synthesis of various 3,5-dimethylanilines derived from I and dimethylamine, morpholine, N-methylpiperazine, piperazine, dihexylamine, piperidine, and pyrrolidine respectively. 2-Alkyl-4,6-dimethylpyrylium tetrafluoroborates react regioselectively with diethylamine to afford N,N-diethyl-3-alkyl-5-methyl anilines under these conditions.