520268

4,4′,4″-Tri-tert-Butyl-2,2′:6′,2″-terpyridine

95%

• Synonym(s): 2,6-Bis[4-(tert-butyl)pyridin-2-yl)-4-(tert-butyl)pyridine
• Empirical Formula (Hill Notation): C₂₇H₃₅N₃
• CAS Number: 115091-29-7
• Molecular Weight: 401.59
• MDL number: MFCD02093731
• UNSPSC Code: 12352100
• PubChem Substance ID: 24874100
• NACRES: NA.22

Properties

• assay: 95%
• impurities: oligomers of tert-butyl-terpyridine
• mp: 215-217 °C (lit.)
• SMILES string: CC(C)(C)c1ccnc(c1)-c2cc(cc(n2)-c3cc(ccn3)C(C)(C)C)C(C)(C)C
• InChI: 1S/C27H35N3/c1-25(2,3)18-10-12-28-21(14-18)23-16-20(27(7,8)9)17-24(30-23)22-15-19(11-13-29-22)26(4,5)6/h10-17H,1-9H3
• InChI key: QMABMHJGSFUTPF-UHFFFAOYSA-N

Description

General description

4,4′,4″-Tri-tert-Butyl-2,2′:6′,2″-terpyridine is a terpyridine (terpy) ligands that is commonly used in organic synthesis due to its role in coordination chemistry, particularly in the formation of metal complexes such as Zn(II), Cd, and lanthanide-cadmium pentafluorobenzoate complexes.

Application

4,4′,4-Tri-tert-Butyl-2,2′:6′,2-terpyridine can be used as a ligand:      

• In the synthesis of methylated alkanes and ketones via Ni-catalyzed methylation of unactivated alkyl halides and acid chlorides. 
• In Ni-catalyzed reductive dimerization reaction.      
• In allylic defluorinative reductive cross-coupling reaction in the presence of Ni as a catalyst.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable