3044-71-1

Basic information

• Product Name: 4-Phenyl-2,6-dimethylpyridine
• Synonyms: 4-Phenyl-2,6-dimethylpyridine;2,6-dimethyl-4-phenylpyridine;2,6-dimethyl-4-phenyl-pyridine
• CAS NO: 3044-71-1
• Molecular Formula: C₁₃H₁₃N
• Molecular Weight: 183.25
• Mol File: 3044-71-1.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 265.8°Cat760mmHg
• Flash Point: 105.7°C
• Appearance: /
• Density: 1.015g/cm³
• Vapor Pressure: 0.0147mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 4-Phenyl-2,6-dimethylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenyl-2,6-dimethylpyridine(3044-71-1)
• EPA Substance Registry System: 4-Phenyl-2,6-dimethylpyridine(3044-71-1)

Safety Data

• Hazardous Substances Data: 3044-71-1(Hazardous Substances Data)

Usage

General Description

4-Phenyl-2,6-dimethylpyridine, also known as "DMP," is a chemical compound with the molecular formula C14H13N. It is a yellow liquid that is commonly used as a flavoring agent in the food industry, particularly in the production of citrus flavors. DMP is also used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It has a strong, sweet, floral odor and is considered to be relatively stable under normal conditions. However, DMP may pose health hazards if inhaled, ingested, or absorbed through the skin, and proper safety precautions should be taken when handling and storing this chemical.

InChI:InChI=1/C13H13N/c1-10-8-13(9-11(2)14-10)12-6-4-3-5-7-12/h3-9H,1-2H3

Upstream product

• 1896-62-4 (E)-benzalacetone 
• 5337-88-2 3-methyl-5-phenyl-2-cyclohexen-1-one 
• 5093-70-9 4-bromo-2,6-dimethylpyridine 
• 591-50-4 iodobenzene 
• 22282-67-3 4-iodo-2,6-dimethylpyridine 
• 7664-41-7 ammonia 
• 67-64-1 acetone 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 631-61-8 ammonium acetate 
• 67-56-1 methanol 
• 939-23-1 p-phenylpyridine 
• 23118-54-9 di-tert-butyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 98-80-6 phenylboronic acid 
• 71-43-2 benzene 

Downstream Products

• 82671-55-4 2,6-dimethyl-4-(4-nitrophenyl)pyridine 
• 848088-52-8 4-(2,6-dimethyl-[4]pyridyl)-aniline 
• 117095-88-2 4-phenyl-2,6-pyrido-27-crown-9 
• 117095-81-5 4-phenyl-2,6-pyridinedicarboxylic acid dimethyl ester 
• 117095-84-8 4-phenyl-bis(2,6-bromomethyl)pyridine 
• 117095-83-7 2,6-bis(hydroxymethyl)-4-phenylpyridine 
• 1378850-79-3 2,6-dimethyl-4-phenyl-piperidine 
• 82671-54-3 2,6-dimethyl-4-phenylpyridine N-oxide 
• 83463-12-1 4-phenyl-2,6-pyridinedicarboxylic acid 
• 40034-60-4 2,6-dimethyl-4-(3-nitrophenyl)pyridine 
• 82671-56-5 2,6-dimethyl-4-(2-nitrophenyl)pyridine 
• 39795-50-1 1,2,6-trimethyl-4-phenyl-pyridinium; iodide 

Relevant articles and documents

Syntheses and anti-HIV and human cluster of differentiation 4 (CD4) down-modulating potencies of pyridine-fused cyclotriazadisulfonamide (CADA) compounds

CADA compounds selectively down-modulate human cell-surface CD4 protein and are of interest as HIV entry inhibitors and as drugs for asthma, rheumatoid arthritis, diabetes and some cancers. Postulating that fusing a pyridine ring bearing hydrophobic subst

Anti-Markovnikov Hydroarylation of Unactivated Olefins via Pyridyl Radical Intermediates

The intermolecular alkylation of pyridine units with simple alkenes has been achieved via a photoredox radical mechanism. This process occurs with complete regiocontrol, where single-electron reduction of halogenated pyridines regiospecifically yields the corresponding radicals in a programmed fashion, and radical addition to alkene substrates occurs with exclusive anti-Markovnikov selectivity. This system is mild, tolerant of many functional groups, and effective for the preparation of a wide range of complex alkylpyridines.

Alcohols as alkylating agents in heteroarene C-H functionalization

Redox processes and radical intermediates are found in many biochemical processes, including deoxyribonucleotide synthesis and oxidative DNA damage. One of the core principles underlying DNA biosynthesis is the radical-mediated elimination of H2O to deoxygenate ribonucleotides, an example of 'spin-centre shift', during which an alcohol C-O bond is cleaved, resulting in a carbon-centred radical intermediate. Although spin-centre shift is a well-understood biochemical process, it is underused by the synthetic organic chemistry community. We wondered whether it would be possible to take advantage of this naturally occurring process to accomplish mild, non-traditional alkylation reactions using alcohols as radical precursors. Because conventional radical-based alkylation methods require the use of stoichiometric oxidants, increased temperatures or peroxides, a mild protocol using simple and abundant alkylating agents would have considerable use in the synthesis of diversely functionalized pharmacophores. Here we describe the development of a dual catalytic alkylation of heteroarenes, using alcohols as mild alkylating reagents. This method represents the first, to our knowledge, broadly applicable use of unactivated alcohols as latent alkylating reagents, achieved via the successful merger of photoredox and hydrogen atom transfer catalysis. The value of this multi-catalytic protocol has been demonstrated through the late-stage functionalization of the medicinal agents, fasudil and milrinone.