13541-35-0

Basic information

• Product Name: N,N-Dimethyl-5,6,7,8-tetrahydronaphthalene-1-amine
• Synonyms: 5,6,7,8-Tetrahydro-N,N-dimethyl-1-naphthalenamine;N,N-Dimethyl-5,6,7,8-tetrahydronaphthalene-1-amine
• CAS NO: 13541-35-0
• Molecular Formula: C₁₂H₁₇N
• Molecular Weight: 0
• Mol File: 13541-35-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N-Dimethyl-5,6,7,8-tetrahydronaphthalene-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyl-5,6,7,8-tetrahydronaphthalene-1-amine(13541-35-0)
• EPA Substance Registry System: N,N-Dimethyl-5,6,7,8-tetrahydronaphthalene-1-amine(13541-35-0)

Safety Data

• Hazardous Substances Data: 13541-35-0(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 2217-41-6 1-amino-5,6,7,8-tetrahydronaphthalene 
• 86-56-6 N,N-dimethyl-1-naphthalenamine 
• 74-88-4 methyl iodide 

Downstream Products

• 7475-26-5 N-(4-dimethylamino-5,6,7,8-tetrahydro-[1]naphthyl)-acetamide 
• 124-04-9 Adipic acid 

Relevant articles and documents

Deactivation of Excited 1-Amino-5,6,7,8-tetrahydronaphthalene in Various Solvents

Fluorescence emission of 1-amino-5,6,7,8-tetrahydronaphthalene is quenched by pyridine at 300 and 77 K and the mechanism involves ?-electron delocalization via a hydrogen bond.The probable effect of conformational changes in the molecule also needs to be considered.In polar solvents ethanol and methanol which form hydrogen-bonding chains a significant role is played by resonance transfer from the aminotetrahydronaphthalene and its methyl derivative NN-dimethylaminotetrahydronaphthalene to pyridine in quenching the fluorescence emission of the molecules.Triethylamine quenches fluorescence of aminotetrahydronaphthalene at 300 K but not at 77 K.Possible deactivation process may involve ion-pair formation.Reaction schemes for quenching by pyridine and triethylamine are described.From the non-exponential nature of phosphorescence decay at 77 K formation of hydrogen bond complex between aminotetrahydronaphthalene in the triplet state and the quenchers is inferred.

Diastereoselective tandem addition-cyclization reactions of unsaturated tertiary amines initiated by photochemical electron transfer (PET)

Polycyclic molecules and tetrahydroquinoleines were obtained in a tandem reaction involving the diastereoselective addition of α-aminoalkyl radicals to (5R)-5-menthyloxy-2[5H]-furanone 1. The facial diastereoselectivity on 1 is ≥90%. The α-aminoalkyl radicals were produced from tertiary amines by photochemical-induced electron transfer. When N, N-dialkylanilines 19 were used as starting tertiary amines, a rearomatization step was involved and important side reactions of 1 were observed. A mechanistic study involving isotopic labeling of the starting amine indicated that the byproducts resulted from reduction of I during the rearomatization process. An efficient optimization of the reaction was obtained by simply adding acetone or cyclopentanone as mild oxidants to the reaction mixture. The side products resulting from reduction of the furanone 1 were completely suppressed under these conditions, and the yields of the tetrahydroquinolines 21ai, 22a-f, and 26g-i were doubled.