42548-79-8

Basic information

• Product Name: 3-Acetyl-1-(p-cyanphenyl)-3-methyltriazen
• Synonyms: 3-Acetyl-1-(p-cyanphenyl)-3-methyltriazen
• CAS NO: 42548-79-8
• Molecular Weight: 202.216
• Mol File: 42548-79-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-Acetyl-1-(p-cyanphenyl)-3-methyltriazen(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Acetyl-1-(p-cyanphenyl)-3-methyltriazen(42548-79-8)
• EPA Substance Registry System: 3-Acetyl-1-(p-cyanphenyl)-3-methyltriazen(42548-79-8)

Safety Data

• Hazardous Substances Data: 42548-79-8(Hazardous Substances Data)

Upstream product

• 51029-20-0 1-(4-cyanophenyl)-3-methyltriazene 
• 108-24-7 acetic anhydride 

Downstream Products

• 51029-20-0 1-(4-cyanophenyl)-3-methyltriazene 
• 141-78-6 ethyl acetate 
• 79-16-3 N-methyl-acetamide 
• 27373-59-7 1,3-bis(4-cyanophenyl)triazene 
• 873-74-5 4-Aminobenzonitrile 

Relevant articles and documents

Triazene Drug Metabolites. Part 9. Base Catalysed Deacylation of 3-Acyl-3-alkyl-1-aryltriazenes in Ethanol.

3-Acyl-3-alkyl-1-aryltriazenes undergo a base-catalysed deacylation reaction to liberate the corresponding cytotoxic 3-alkyl-1-aryltriazene.Reaction are first-order in both and .Second-order rate constants, k2, depend on the structure of both the substrate and the base.The values of k2 for the deformylation of 1-aryl-3-formyl-3-methyltriazenes by piperidine follow the Hammett relationship giving ρ +2.9; a similar correlation, ρ +1.6, is observed for the morpholine catalysed deacylation of 1-aryl-3-methyl-3-trifluoroacetyltriazenes.For 1-(4-cyanophenyl)-3-methyl-3-trifluoroacetyltriazene, a correlation between the aqueous pKa of the base and k2 is obtained, giving a Broensted β value of 0.36.The solvent deuterium isotope effect, k2EtOH/k2EtOD, for the piperidine-catalysed deacylation of 1-(3-pyridyl)-3-formyl-3-methyltriazene is 2.2, and 2,2,6,6-tetramethylpiperidine is some 2.4 times more effective than piperidine at catalysing the deformylation of this compound.Rate constants for the deacylation of 3-alkyltriazenes diminish in the order Me > Pr > Et.Rate constants also vary with the nature of the acyl group: thus CF3CO > HCO > MeCO > C8H17CO.The data are interpreted in terms of a mechanism that involves a rate-determining, general-base-catalysed attack of a solvent ethanol molecule at the carbonyl carbon atom of the group, followed by rapid collapse of the tetrahedral intermediate to form the monoalkyltriazene.