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520268

Sigma-Aldrich

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

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1 KG
CA$70.10
5 KG
CA$258.00

About This Item

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

CA$70.10

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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

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This Item
5154771206188.18449
4,4′,4″-Tri-tert-Butyl-2,2′:6′,2″-terpyridine 95%

520268

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

4,4′-Di-tert-butyl-2,2′-dipyridyl 98%

515477

4,4′-Di-tert-butyl-2,2′-dipyridyl

4-Hydroxypyridine 95%

120618

4-Hydroxypyridine

4,4′-Thiobis(2-tert-butyl-5-methylphenol) for synthesis

8.18449

4,4′-Thiobis(2-tert-butyl-5-methylphenol)

assay

95%

assay

98%

assay

95%

assay

≥99.0% (HPLC)

mp

215-217 °C (lit.)

mp

159-161 °C (lit.)

mp

150-151 °C (lit.)

mp

158-162 °C

impurities

oligomers of tert-butyl-terpyridine

impurities

-

impurities

-

impurities

-

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. [1] [2] [3]

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    BGBC3321V
    BGBC3320V
    BGBC3319V
    BGBB9842
    BGBB9841

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    N-PEGylated Thiazolium Salt: A Green and Reusable Homogenous Organocatalyst for the Synthesis of Benzoins and Acyloins
    Haghighi AJ, et al.
    Catalysis Letters, 151(6) (2021)
    Jun Li et al.
    Journal of colloid and interface science, 332(1), 231-236 (2009-01-16)
    In this paper, we report the successful synthesis of Ni(12)P(5) hollow spheres via a facile hydrothermal route, employing white phosphorus (WP) and nickel nitrate as the reactants in the presence of hexamethylenetetramine (HMT) and polyethylene glycol 10000 (PEG-10000). The phase

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