| Identification | Back Directory | [Name]
4 4'-DI-TERT-BUTYL-2 2'-DIPYRIDYL 98 | [CAS]
72914-19-3 | [Synonyms]
dbbpy
BBBPY
4,4'-Di-t-butyl-2,2'-bipyridyl
4,4'-Di-tert-butyl-2,2'-bipyridyl
4,4'-Bis(t-butyl)-2,2'-bipyridine
4,4'-Di-tert-butyl-2,2'-bipyridine
4,4'-DI-TERT-BUTYL-2,2'-BYPYRIDINE
4,4'-Di-tert-butyl-2,2'-dipyridine
4,4'-Bis(di-t-butyl)-2,2'-bipyridine
4,4'-Di-O-tert-butyl-2,2'-bypyridine
4,4'-Di-tert-butyl-[2,2']bipyridinyl
4,4'-Bis(tert-butyl)-2,2'-bipyridine
4 4'-DI-TERT-BUTYL-2 2'-DIPYRIDYL 98
4,4'-Di-tert-butyl-2,2'-dipyridyl 98%
2,2'-Bipyridine,4,4'-bis(1,1-diMethylethyl)-
4,4'-Bis(di-t-butyl)-2,2'-bipyridine, 97% DTBBPY
4-tert-butyl-2-(4-tert-butylpyridin-2-yl)pyridine | [Molecular Formula]
C18H24N2 | [MDL Number]
MFCD01863731 | [MOL File]
72914-19-3.mol | [Molecular Weight]
268.397 |
| Chemical Properties | Back Directory | [Melting point ]
159-161 °C(lit.)
| [Boiling point ]
395.4±42.0 °C(Predicted) | [density ]
0.977 | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
crystal | [pka]
5.15±0.30(Predicted) | [color ]
white | [Stability:]
hygroscopic | [InChI]
InChI=1S/C18H24N2/c1-17(2,3)13-7-9-19-15(11-13)16-12-14(8-10-20-16)18(4,5)6/h7-12H,1-6H3 | [InChIKey]
TXNLQUKVUJITMX-UHFFFAOYSA-N | [SMILES]
C1(C2=NC=CC(C(C)(C)C)=C2)=NC=CC(C(C)(C)C)=C1 |
| Hazard Information | Back Directory | [Chemical Properties]
white cyrstalline powder | [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. | [Synthesis]
In this embodiment, the synthesis of 4,4'-di-tert-butyl-2,2'-bipyridine from 4-tert-butylpyridine was investigated. This was done as follows: 4-tert-butylpyridine (0.5 mmol) was reacted with SD (1 to 2 molar equivalents) in THF (2 to 4 mL) at a reaction temperature of 50°C for a reaction time of 1 to 24 hours. Upon completion of the reaction, the reaction products were isolated and purified according to the method of Example 1 to obtain 4,4'-di-tert-butyl-2,2'-bipyridine (target product), 4-tert-butyl-1,4-dihydropyridine (byproduct 1), and 4,4',4''-tri-tert-butyl-2,2':6',2''-tripyridine (byproduct 3), and the respective yields were calculated. Also, the recovery of unreacted 4-tert-butylpyridine was calculated. The experimental results showed that the highest yield of 4,4'-di-tert-butyl-2,2'-bipyridine was achieved under the optimal conditions (0.5 mmol of 4-tert-butylpyridine reacted with 1 molar equivalent of SD in 4 mL of THF at 50 °C for 6 h) and no by-products were generated. In addition, the use of 2 molar equivalents of SD resulted in a lower yield and material balance. Comparison with Example 1 shows that decreasing the concentration of 4-tert-butylpyridine and SD relative to THF contributes to higher yields. | [References]
[1] Patent: US2018/282278, 2018, A1. Location in patent: Paragraph 0057; 0127-0130
[2] Helvetica Chimica Acta, 1980, vol. 63, # 6, p. 1675 - 1702
[3] Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 2000, # 1, p. 63 - 68
[4] Inorganica Chimica Acta, 2011, vol. 365, # 1, p. 127 - 132
[5] Synthesis (Germany), 2013, vol. 45, # 22, p. 3099 - 3102 |
| Questions And Answer | Back Directory | [Reaction]
- Ligand for the iridium-catalyzed borylation of arenes
- Ligand for the iridium-catalyzed synthesis of arylboronic acids and aryl trifluoroborates
- Ligand for the nickel-catalyzed hydroxycarboxylation of 1,2-dienes by reaction carbon dioxide and oxygen
- Ligand for the iridium-catalyzed meta borylation followed by halogenation of 1,3-disubstituted arenes
- Ligand for the iridium-catalyzed silyl-directed ortho-borylation of arenes
- Ligand for the iridium-catalyzed silane borylation followed by aryl borylation
- Ligand for the iridium-catalyzed microwave-accelerated borylation of aromatic C-H bonds
- Ligand for the iridium-catalyzed silyl-directed borylation of indoles
- Ligand for the nickel-catalyzed synthesis of functionalized dialkyl ketones from carboxylic acids and alkyl halides
- Ligand for the iron-catalyzed arylation of heterocycles
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