58402-54-3

Basic information

• Product Name: Benzenamine, N,N-dimethyl-4-(1H-pentazol-1-yl)-
• Synonyms: 4-dimethylaminophenylpentazole;p-Dimethylaminophenylpentazol;p-dimethylaminophenylpentazole
• CAS NO: 58402-54-3
• Molecular Formula: C8H10N6
• Molecular Weight: 190.208
• Mol File: 58402-54-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 346.4±44.0 °C(Predicted)
• Density: 1.32±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Benzenamine, N,N-dimethyl-4-(1H-pentazol-1-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N,N-dimethyl-4-(1H-pentazol-1-yl)-(58402-54-3)
• EPA Substance Registry System: Benzenamine, N,N-dimethyl-4-(1H-pentazol-1-yl)-(58402-54-3)

Safety Data

• Hazardous Substances Data: 58402-54-3(Hazardous Substances Data)

Upstream product

• 99-98-9 4-amino-N,N-dimethylaniline 
• 536-46-9 4-dimethylaminophenylamine dihydrochloride 

Downstream Products

• 18523-44-9 p-(dimethylamino)phenyl azide 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 99-97-8 Dimethyl-p-toluidine 
• 6257-64-3 methyl orange 
• 34906-70-2 (4-dimethylamino-phenyl)-acetonitrile 

Relevant articles and documents

Solution photochemistry of [ p -(Dimethylamino)phenyl]pentazole (DMAPP) at 193 and 300 nm

The photochemistry of [p-(dimethylamino)phenyl]pentazole (DMAPP) at 193 nm and in the near UV is reported, with emphasis on the nature of the final stable products. The (dimethylamino)phenyl azide (DMAPA) is found as a major product in MeCN, but not in dichloromethane (DCM). (In this paper the acronyms DMAPP and DMAPA refer to the para isomers.) The photochemistry of DMAPA is also explored for comparison. The data obtained in MeCN solutions are consistent with the initial formation of the corresponding nitrene, but in DCM, different products are found, on the basis of NMR data. In the case of high reactant concentration in DCM (10-2 M), quantitative conversion of DMAPP and DMAPA is observed, indicating a high quantum yield. In contrast, MeCN solutions react much more slowly. A radical-type chain reaction mechanism is proposed to account for this observation. At high dilution, DMAPP is completely converted to products in both solvents. Possible mechanisms accounting for these results are discussed.

Experimental detection of the pentaazacyclopentadienide (pentazolate) anion, cyclo-N5-

The long-sought pentazolate anion, cyclo-N5-, the isoelectronic polynitrogen counterpart of the cyclopentadienide anion, has been experimentally detected for the first time. Using electrospray ionization mass spectrometry and carefully selected collision voltages, the aryl substituent in the para-pentazolylphenolate anion can be removed selectively without breaking the nitrogen-nitrogen bonds of the pentazolate anion (see scheme), thus delineating a synthetic method for the bulk synthesis of N5-.