29982-72-7

Basic information

• Product Name: 4-cyclohexyl-4H-1,2,4-triazole
• Synonyms: 4-cyclohexyl-4H-1,2,4-triazole
• CAS NO: 29982-72-7
• Molecular Weight: 151.211
• Mol File: 29982-72-7.mol

Chemical Properties

• CAS DataBase Reference: 4-cyclohexyl-4H-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-cyclohexyl-4H-1,2,4-triazole(29982-72-7)
• EPA Substance Registry System: 4-cyclohexyl-4H-1,2,4-triazole(29982-72-7)

Safety Data

• Hazardous Substances Data: 29982-72-7(Hazardous Substances Data)

Upstream product

• 108-91-8 cyclohexylamine 
• 16227-06-8 {N'-[(dimethylamino)methylene]-N,N-dimethylhydrazonoformamide dihydrochloride} 
• 177028-38-5 4-Cyclohexyl-5-diethoxymethyl-2,4-dihydro-[1,2,4]triazole-3-thione 
• 177028-50-1 4-Cyclohexyl-3-diethoxymethyl-4H-[1,2,4]triazole 

Downstream Products

• 1343472-88-7 BH₂(C₂H₂N₃(C₆H₁₁))2⁽¹⁺⁾*I^(1-)=[BH₂(C₂H₂N₃(C₆H₁₁))2]I 

Relevant articles and documents

Stereoelectronic Flexibility of Ammonium-Functionalized Triazole-Derived Carbenes: Palladation and Catalytic Activities in Water

The postmodification approach allows convenient access to charge-tagged ammonium-functionalized bis(1,2,4-triazolin-5-ylidene)palladium(II) complexes even when the respective azolium salts are elusive. Bromo-functionalized 1,2,4-triazolium salts were first metalated to form the respective bromo-functionalized bis(NHC) complexes trans-[PdBr2(R-tazy-Br)2] (R = Ph, Cy, 1a,b). Subsequent postcoordinative nucleophilic substitutions converted the bromo into ammonium functions, leading to the water-soluble, charge-tagged complexes trans-[PdBr2(R-tazy-NEt3)2]Br2 (R = Ph, Cy, 2a,b). The catalytic activities of 2a,b in the aqueous Suzuki-Miyaura reaction were compared to those of their analogues 2c,d bearing more bulky mesityl and diisopropylphenyl substituents, and a detailed stereoelectronic profiling of the NHCs using %Vbur, HEP, and DFT calculations was conducted to rationalize their catalytic differences. Although all complexes are active, the more donating and less bulky complexes 2a,b performed significantly better than 2c,d at a very low catalyst loading of 0.001 mol %. 2a was found to be highly active for various aryl and heteroaryl bromides and some aryl chlorides. More importantly, this study discloses that NHCs with N-phenyl and N-cyclohexyl groups exhibit stereoelectronic flexibility, which could be the cause for the greater activities of their complexes.