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

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

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.

C6-Selective Direct Arylation of 2-Phenylpyridine via an Activated N-methylpyridinium Salt: A Combined Experimental and Theoretical Study

An elegant pre-activation strategy, based on the formation of N-methylpyridinium iodide salts for C6-selective direct arylation of 2-phenylpyridines using Pd/Cu cooperative catalysis, has been developed. By this methodology, a wide range of unsymmetrical 2, 6-diarylpyridines were synthesized with high reactivity and regioselectivity as well as good functional group tolerance. In particular, challenging substrates bearing electron donating groups (EDGs), such as OMe, NMe2, were also successfully employed in this reaction. Deuterium incorporation studies revealed that the C?H bond acidity is improved significantly in N-methylpyridinium salts compared with their N-Oxide and N-iminopyridinium ylide counterparts, thus solving the long-standing problem associated with previous strategies for the synthesis of diaryl pyridines. Finally, the control experiments and DFT calculations supported a Pd-catalyzed and Cu-mediated mechanism in which a carbenoid copper species that is formed in-situ from N-methylpyridinium salts, participates in a Pd-catalyzed arylation followed by an iodide-promoted N-demethylation process. (Figure presented.).