92567-06-1

Basic information

• Product Name: Benzene, 1-(diazidomethyl)-4-nitro-
• CAS NO: 92567-06-1
• Molecular Formula: C7H5N7O2
• Molecular Weight: 219.162
• Mol File: 92567-06-1.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(diazidomethyl)-4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(diazidomethyl)-4-nitro-(92567-06-1)
• EPA Substance Registry System: Benzene, 1-(diazidomethyl)-4-nitro-(92567-06-1)

Safety Data

• Hazardous Substances Data: 92567-06-1(Hazardous Substances Data)

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 762-72-1 allyl-trimethyl-silane 
• 431047-20-0 C₇H₅N₄O₂⁽¹⁺⁾ 

Downstream Products

• 17271-88-4 p-nitrobenzyl azide 
• 1591950-96-7 1-(1-azidobut-3-en-1-yl)-4-nitrobenzene 
• 431047-20-0 C₇H₅N₄O₂⁽¹⁺⁾ 
• 619-72-7 4-nitrobenzonitrile 

Relevant articles and documents

Trapping of azidocarbenium ion: A unique route for azide synthesis

For the first time, a sensitive azidocarbenium ion intermediate has been trapped with various nucleophiles to provide azides in excellent chemoselectivity. This provides a novel approach for the chemoselective synthesis of primary and secondary benzyl azides from aldehydes in a one-pot reaction. Enantioselective nucleophilic addition to the azidocarbenium ion has also been initiated.

Spontaneous cleavage of gem-diazides: A comparison of the effects of α-azido and other electron-donating groups on the kinetic and thermodynamic stability of benzyl and alkyl carbocations in aqueous solution

The solvolysis reactions of ring-substituted benzylic and 1-propyl gem-diazides in water proceed by a stepwise mechanism through α-azido carbocation intermediates, which are captured by water to give the corresponding aldehyde as the sole detectable produ

Improved Schmidt synthesis of 1,5-disubstituted 1H-tetrazoles from ketones

On treatment with an excess of sodium azide in the presence of titanium(IV) chloride in boiling acetonitrile, both aliphatic and aromatic ketones are smoothly converted to 1,5-disubstituted 1H-tetrazoles in high yields.

REACTIONS OF TRIMETHYLSILYL AZIDE WITH ALDEHYDES: FACILE AND CONVENIENT SYNTHESES OF DIAZIDES, TETRAZOLES, AND NITRILES

The reactions of trimethylsilyl azide (TMSA) with various aldehydes were found to be versatile procedures for the synthesis of gem- and 1,3-diazides, tetrazoles, and nitriles, whose formation was varied by controlling the quantities of TMSA, catalyst, and the reaction conditions.