53911-36-7

Basic information

• Product Name: 4-(1,1-diMethylethyl)-2 -phenyl-pyridine
• Synonyms: 4-(1,1-diMethylethyl)-2 -phenyl-pyridine;4-(tert-Butyl)-2-phenylpyridine
• CAS NO: 53911-36-7
• Molecular Formula: C₁₅H₁₇N
• Molecular Weight: 211.30218
• Mol File: 53911-36-7.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 330.8±21.0 °C(Predicted)
• Appearance: /
• Density: 0.984±0.06 g/cm3(Predicted)
• PKA: 5.10±0.10(Predicted)
• CAS DataBase Reference: 4-(1,1-diMethylethyl)-2 -phenyl-pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1,1-diMethylethyl)-2 -phenyl-pyridine(53911-36-7)
• EPA Substance Registry System: 4-(1,1-diMethylethyl)-2 -phenyl-pyridine(53911-36-7)

Safety Data

• Hazardous Substances Data: 53911-36-7(Hazardous Substances Data)

Usage

General Description

4-(1,1-dimethylethyl)-2-phenylpyridine is a chemical compound with the formula C18H21N. It is a yellow solid that belongs to the class of pyridines, which are aromatic compounds containing a six-membered ring with five carbon atoms and a nitrogen atom. This particular compound has a tert-butyl group (1,1-dimethylethyl) attached to the 4-position and a phenyl group attached to the 2-position of the pyridine ring. It is commonly used in organic synthesis and pharmaceutical research, as well as in the manufacturing of specialty chemicals and pharmaceuticals. It has also been studied for its potential pharmacological properties, including its potential as a therapeutic agent for cancer and neurological disorders.

Upstream product

• 3978-81-2 4-tert-butylpyridine 
• 591-51-5 phenyllithium 
• 507-19-7 t-butyl bromide 
• 50488-34-1 4-(tert-butyl)-2-bromopyridine 
• 98-80-6 phenylboronic acid 
• 23569-17-7 4-tert-butylpyridine N-oxide 
• 81167-60-4 2-chloro-4-(1,1-dimethylethyl)pyridine 
• 1008-89-5 2-phenylpyridine 
• 38442-51-2 tert-butylmercury chloride 

Downstream Products

• 201607-62-7 2-(2-hydroxyphenyl)-4-(t)butyl-pyridine 

Relevant articles and documents

Visible-Light-Driven C4-Selective Alkylation of Pyridinium Derivatives with Alkyl Bromides

Reported herein is a general strategy for the photochemical cross-coupling between N-amidopyridinium salts and various alkyl bromides under photocatalyst-free conditions, granting facile access to various C4-alkylated pyridines. This approach exploits the intriguing photochemical activity of electron donor-acceptor (EDA) complexes between N-amidopyridinium salts and bromide, which provides a photoactive handle capable of generating silyl radicals and driving the alkylation process. The robustness of this protocol was further demonstrated by the late-stage functionalization of complex compounds under mild and metal-free conditions.

Stereodivergent Synthesis of Alkenylpyridines via Pd/Cu Catalyzed C-H Alkenylation of Pyridinium Salts with Alkynes

The first Pd/Cu catalyzed selective C2-alkenylation of pyridines with internal alkynes has been developed via the pyridinium salt activation strategy. Importantly, the configuration of the product alkenylpyridines could be tuned by the choice of the proper N-alkyl group of the pyridinium salts, thus allowing for both the Z- and E-alkenylpyridines synthesized with good regio- and stereoselectivity. A plausible mechanism was proposed based on the Hammett study and KIE experiment.

Impact of the use of sterically congested Ir(iii) complexes on the performance of light-emitting electrochemical cells

The synthesis, structural and optoelectronic characterization of a family of sterically congested cyclometalated cationic Ir(iii) complexes of the form [Ir(C^N)2(dtBubpy)]PF6 (with dtBubpy = 4,4′-di-tert-butyl-2,2′-bipyridine and C^N = a cyclometalating ligand decorated at the 4-position of the pyridine ring and/or the 3-position of the phenyl ring with a range of sterically bulky substituents) are reported. This family of complexes is compared to the unsubstituted analogue complex R1 bearing 2-phenylpyridinato as cyclometalating ligand. The impact of sterically bulky substituents on the C^N ligands on both the solid state photophysics and light-emitting electrochemical cell (LEEC) device performance is investigated. X-ray diffraction analysis of complexes 1a, R2, 2a, and 1b show an increasing internuclear distance in the solid state, within these four complexes. Emission studies in solution and neat film show that the chosen substituents essentially do not impact the emission energy. The photoluminescence quantum yields (ΦPL) are in the same range (ΦPL ～ 25-31%), except for 1b, which shows a lower ΦPL of 12%. All complexes exhibit similar monoexponential emission lifetimes in the submicrosecond regime. LEECs based on R1, 1a, 1b and R2 were fabricated, showing yellow luminescence and moderate efficiencies and lifetimes. The arguably best performing LEEC device, showing the highest luminance (737 cd m-2), current efficiency (7.4 cd A-1) and EQE (2.6%), employed emitter 1a.