22752-64-3

Basic information

• Product Name: 2-Dimethylamino-4-methyl-pentadien-(1,3)
• Synonyms: 2-Dimethylamino-4-methyl-pentadien-(1,3)
• CAS NO: 22752-64-3
• Molecular Weight: 125.214
• Mol File: 22752-64-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-Dimethylamino-4-methyl-pentadien-(1,3)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Dimethylamino-4-methyl-pentadien-(1,3)(22752-64-3)
• EPA Substance Registry System: 2-Dimethylamino-4-methyl-pentadien-(1,3)(22752-64-3)

Safety Data

• Hazardous Substances Data: 22752-64-3(Hazardous Substances Data)

Upstream product

• 126191-35-3 2-(tert-Butylazo)-2(dimethylamino)propane 

Relevant articles and documents

Thermolysis, Photolysis, and Acid Catalysis of an α-(Dimethylamino)azoalkane. Amino Stabilization of a Carbon Radical Center

The unsymmetrical azoalkane 2-(tert-butylazo)-2-(dimethylamino)propane (7) has been synthesized cleanly by nucleophilic displacement of chloride from the corresponding α-chloroazoalkane 5 with dimethylamine.Thermolysis of 7 in hydrocarbon solvents affords typical radical-derived products and exhibits activation parameters ΔH(excit.) = 26.6 +/- 0.4 kcal/mol and ΔS(excit.) = -6.6 +/- 1.1 eu.Since the thermolysis rate of 7 is 104 faster than that of 1,2-di-tert-butyldiazene, the large stabilization of α-amino radicals is supported.Unusual products were obtained in acetonitrile, suggesting reduction of the azo linkage by 2-(dimethylamino)-2-propyl radicals and cleavage of the resulting hydrazyl radicals.In protic solvents, 7 undergoes acid catalyzed decomposition via tert-butyldiazene as a postulated intermediate.