4,4'-Di-tert-butyl-2,2'-bipyridine

Base Information

• Chemical Name: 4,4'-Di-tert-butyl-2,2'-bipyridine
• CAS No.: 72914-19-3
• Molecular Formula: C18H24N2
• Molecular Weight: 268.402
• Hs Code.: 29333990
• European Community (EC) Number: 629-463-2
• ChEMBL ID: CHEMBL100948
• Nikkaji Number: J534.400J
• Wikidata: Q107917643
• Mol file: 72914-19-3.mol

Synonyms:4,4'-Di-tert-butyl-2,2'-bipyridine;72914-19-3;4,4'-Di-tert-butyl-2,2'-dipyridyl;4-tert-butyl-2-(4-tert-butylpyridin-2-yl)pyridine;BBBPY;4,4'-Di-tert-butyl-2,2'-bipyridyl;4-tert-Butyl-2-(4-tert-butyl-2-pyridyl)pyridine;MFCD01863731;4,4'-Bis(tert-butyl)-2,2'-bipyridine;4,4'-BIS(T-BUTYL)-2,2'-BIPYRIDINE;2,2'-Bipyridine, 4,4'-bis(1,1-dimethylethyl)-;DTBPY;4,4'-DI-TERT-BUTYL BIPYRIDINE;SCHEMBL347025;CHEMBL100948;YSSJ1560;TXNLQUKVUJITMX-UHFFFAOYSA-N;4,4'-di-t-butyl-2,2'-bipyridine;4,4'-di-tertbutyl-2,2'-bipyridine;AKOS015841112;AB10412;CS-W004588;4,4'-di-(t-butyl)-2,2'-bipyridyl;4,4'-Di-tert-butyl-[2,2']bipyridinyl;AC-29796;DS-15726;SY012241;4,4'-Bis(di-t-butyl)-2,2'-bipyridine;D3134;FT-0688267;4,4'-Di-tert-butyl-2,2'-dipyridyl, 98%;EN300-195075;W-200561;4,4 inverted exclamation mark -Di-tert-butyl-2,2 inverted exclamation mark -dipyridyl

Chemical Property of 4,4'-Di-tert-butyl-2,2'-bipyridine

Chemical Property:

• Melting Point: 159-161 °C(lit.)
• Boiling Point: 395.4 °C at 760 mmHg
• PKA: 5.15±0.30(Predicted)
• Flash Point: 150.2 °C
• PSA: 25.78000
• Density: 0.977 g/cm³
• LogP: 4.73860
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 268.193948774
• Heavy Atom Count: 20
• Complexity: 278

Purity/Quality:

98% ^*data from raw suppliers

4,4''-Di-tert-butyl-2,2''-bipyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=NC=C1)C2=NC=CC(=C2)C(C)(C)C
• Uses: 4,4''-Di-tert-butyl-2,2''-bipyridine acts as a reagent in the preparation, antiproliferative and cytotoxic activity of apoptotic ruthenium nitrogen heterocyclic complexes via combinatorial library synthesis.

Technology Process of 4,4'-Di-tert-butyl-2,2'-bipyridine

There total 19 articles about 4,4'-Di-tert-butyl-2,2'-bipyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

2-chloro-4-(1,1-dimethylethyl)pyridine (81167-60-4) → 4,4'-di-tert-butyl-2,2'-bipyridine (72914-19-3)

Guidance literature:

With manganese; nickel(II) bromide trihydrate; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 20h; Inert atmosphere;

DOI:10.1055/s-0033-1338520

Reference yield: 80.0%

4-tert-butylpyridine (3978-81-2) → 4,4'-di-tert-butyl-2,2'-bipyridine (72914-19-3)

Guidance literature:

With sodium; In tetrahydrofuran; paraffin oil; at 50 ℃; for 6h;

Reference yield: 78.0%

4-tert-butylpyridine (3978-81-2) → 4,4'-di-tert-butyl-2,2'-bipyridine (72914-19-3) + 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine (115091-29-7)

Guidance literature:

With sodium; In tetrahydrofuran; paraffin oil; at 25 ℃; for 24h;

upstream raw materials:

4-tert-butylpyridine

2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazol-6-one

6-dimethylamino-2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazolium chloride

2-chloro-4-(1,1-dimethylethyl)pyridine

Downstream raw materials:

6,6'-bis(2''-methoxyphenyl)-4,4'-bis(tert-butyl)-2,2'-bipyridine

[(PdI(4,4'-di-tert-butyl-2,2'-bipyridine))3(μ-C6Me3-1,3,5)]

Ti(N(phenyl)(4,4'-di-tert-butyl-2,2'-bipyridine)(N,N-di(pyrrolyl-α-methyl)-N-methylamine)

[Ti(NSiPh3)(N,N-di(pyrrolyl-α-methyl)-N-methylamine)(4,4'-di-tert-butyl-2,2'-bipyridine)]

Refernces

Synthesis, structure, and luminescence of di- and trinuclear palladium/gold and platinum/gold complexes with (2,7-di-tert-butylfluoren-9-ylidene) methanedithiolate

10.1021/ic070164h

This research presents a comprehensive study on the synthesis, structure, and luminescence properties of di- and trinuclear palladium/gold and platinum/gold complexes with the (2,7-di-tert-butylfluoren-9-ylidene)methanedithiolate ligand. The purpose of the study was to explore the formation of short metallophilic contacts, dynamic behavior in solution, and the photophysical properties of these heteronuclear complexes. The researchers synthesized a series of Pd/Au and Pt/Au heterodinuclear and trinuclear complexes by aggregating [Au(PCy3)]+ units to [M{S2Cd(t-Bu-fy)}2]2- or [M{S2Cd(t-Bu-fy)}(dbbpy)] precursors, where M represents Pd or Pt, and dbbpy is 4,4′-di-tert-butyl-2,2′-bipyridyl. The conclusions drawn from the study indicate that the complexes form metallophilic contacts and undergo dynamic processes in solution involving the migration of [Au(PCy3)]+ units between sulfur atoms of the dithiolato ligands. The coordination to [Au(PCy3)]+ units resulted in significant modifications to the photophysical properties, particularly an increase in the energy of MLCT or charge transfer to diimine transitions. The Pd complexes showed luminescence characteristics consistent with metal-centered 3d-d states, while the Pt/Au complexes' emissions were assigned to MLCT triplet states or a mixture of charge transfer to diimine and diimine intraligand π-π* triplet states.