4,4'-Di-tert-butyl-2,2'-dipyridyl
Reaction- Product Name
- 4,4'-Di-tert-butyl-2,2'-dipyridyl
- CAS No.
- 72914-19-3
- Chemical Name
- 4,4'-Di-tert-butyl-2,2'-dipyridyl
- Synonyms
- dbbpy;BBBPY;4,4'-Di-tert-butyl-2,2'-bipyridyl;4,4'-Di-tert-butyl-2,2'-dipyidyl;2,2'-Bipyridine,4,4'-bis(1,1-diMethylethyl)-;4-tert-butyl-2-(4-tert-butylpyridin-2-yl)pyridine;Dtbpy;dtbbpy;l-2,2'-bipyridine;4,4'-DI-TERT-BUTYL BIPYRIDINE
- CBNumber
- CB5499526
- Molecular Formula
- C18H24N2
- Formula Weight
- 268.4
- MOL File
- 72914-19-3.mol
4,4'-Di-tert-butyl-2,2'-dipyridyl Property
- 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)
- pka
- 5.15±0.30(Predicted)
- form
- crystal
- 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 and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- 515477
- Product name
- 4,4′-Di-tert-butyl-2,2′-dipyridyl
- Purity
- 98%
- Packaging
- 5g
- Price
- $134
- Updated
- 2025/07/31
- Product number
- 515477
- Product name
- 4,4′-Di-tert-butyl-2,2′-dipyridyl
- Purity
- 98%
- Packaging
- 25g
- Price
- $389
- Updated
- 2025/07/31
- Product number
- D3134
- Product name
- 4,4'-Di-tert-butyl-2,2'-bipyridyl
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $55
- Updated
- 2025/07/31
- Product number
- R0320
- Product name
- 4,4'-Di-tert-butyl-2,2'-bipyridyl (HPMC encapsulated)
- Packaging
- 10EACH
- Price
- $60
- Updated
- 2025/07/31
- Product number
- D3134
- Product name
- 4,4'-Di-tert-butyl-2,2'-bipyridyl
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $194
- Updated
- 2025/07/31
4,4'-Di-tert-butyl-2,2'-dipyridyl Chemical Properties,Usage,Production
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
Chemical Properties
white cyrstalline powder
Uses
4,4'-Di-tert-butyl-2,2'-dipyridyl acts as a reagent in the preparation, antiproliferative and cytotoxic activity of apoptotic ruthenium nitrogen heterocyclic complexes via combinatorial library synthesis.
Synthesis
3978-81-2
72914-19-3
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
4,4'-Di-tert-butyl-2,2'-dipyridyl Preparation Products And Raw materials
Raw materials
Preparation Products
4,4'-Di-tert-butyl-2,2'-dipyridyl Suppliers
- Tel
- 03-36680489
- Fax
- 03-3668-0520
- Sales-JP@TCIchemicals.com
- Country
- Japan
- ProdList
- 28387
- Advantage
- 80
View Lastest Price from 4,4'-Di-tert-butyl-2,2'-dipyridyl manufacturers
- Product
- 4,4'-Di-tert-butyl-2,2'-bipyridine 72914-19-3
- Price
- US $10.00/g
- Min. Order
- 5g
- Purity
- 98%
- Supply Ability
- 200kgs
- Release date
- 2020-06-28
- Product
- 4,4'-Di-tert-butyl-2,2'-bipyridine 72914-19-3
- Price
- US $23.00-433.00/g
- Min. Order
- 1g
- Purity
- 0.98
- Supply Ability
- 10kg
- Release date
- 2024-04-12
- Product
- 4,4'-Di-tert-butyl-2,2'-bipyridine 72914-19-3
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-28