38031-78-6

Basic information

• Product Name: 3-(tert-Butyl)pyridine
• Synonyms: Pyridine, 3-(1,1-dimethylethyl)-
• CAS NO: 38031-78-6
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.20622
• Mol File: 38031-78-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: -44°C
• Boiling Point: 203.93°C (estimate)
• Appearance: /
• Density: 0.9354 (estimate)
• Refractive Index: 1.4965
• Storage Temp.: 2-8°C
• PKA: 5.54±0.10(Predicted)
• CAS DataBase Reference: 3-(tert-Butyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(tert-Butyl)pyridine(38031-78-6)
• EPA Substance Registry System: 3-(tert-Butyl)pyridine(38031-78-6)

Safety Data

• Hazardous Substances Data: 38031-78-6(Hazardous Substances Data)

Usage

General Description

3-(tert-Butyl)pyridine, also known as t-BuPy, is a chemical compound with the molecular formula C10H15N. It is an aromatic compound with a pyridine ring and a tert-butyl group attached to the 3-position. t-BuPy is commonly used as a ligand in organic and inorganic chemistry, particularly in coordination chemistry and catalysis. It can also serve as a building block for the synthesis of complex organic molecules and pharmaceuticals. The tert-butyl group provides steric hindrance, which can influence the reactivity and selectivity of reactions involving t-BuPy. Overall, 3-(tert-Butyl)pyridine is an important and versatile chemical reagent with various applications in the field of chemistry.

Upstream product

• 6304-18-3 3-isopropylpyridine 
• 74-87-3 methylene chloride 
• 108-99-6 3-Methylpyridine 
• 626-55-1 3-Bromopyridine 
• 15031-77-3 2-(3-pyridinyl)-2-propanol 
• 15825-89-5 3-(1-methylethenyl)pyridine 
• 677-22-5 tert-butylmagnesium chloride 
• 1379538-71-2 N-allyl-N-tert-butoxycarbonyl-3,3-dimethylbut-1-yn-1-ylamine 
• 13601-86-0 1-bromo-3,3-dimethyl-1-butyne 
• 75-24-1 trimethylaluminum 
• 350-03-8 methyl-3-pyridylketone 
• 7664-41-7 ammonia 

Downstream Products

• 70451-64-8 1-(3,4-dimethoxyphenethyl)-3-(1,1-dimethylethyl)pyridinium bromide 
• 80426-69-3 1-(3,4-dimethoxyphenacyl)-3-(1,1-dimethylethyl)pyridinium bromide 
• 80109-92-8 1-benzyl-3-(1,1-dimethylethyl)pyridinium bromide 
• 80109-93-9 1-phenethyl-3-(1,1-dimethylethyl)pyridinium bromide 
• 80109-91-7 1-methyl-3-(1,1-dimethylethyl)pyridinium iodide 
• 345300-15-4 1-<2-(3,4-dimethoxyphenyl)-2-hydroxyethyl>-5-(1,1-dimethylethyl)-2-piperidone 
• 345300-13-2 1-<2-(3,4-dimethoxyphenyl)-2-hydroxyethyl>-3-(1,1-dimethylethyl)-2-piperidone 
• 80426-73-9 1-(3,4-dimethoxyphenethyl)-5-(1,1-dimethylethyl)-2-piperidone 
• 345302-49-0 1-(3,4-dimethoxyphenyl)-2-<3-(1,1-dimethylethyl)piperidino>ethanol 
• 80109-97-3 1-phenethyl-5-(1,1-dimethylethyl)-2(1H)-pyridone 
• 80109-95-1 1-phenethyl-3-(1,1-dimethylethyl)-2(1H)-pyridone 
• 80109-96-2 1-benzyl-5-(1,1-dimethylethyl)-2(1H)-pyridone 
• 80109-94-0 1-benzyl-3-(1,1-dimethylethyl)-2(1H)-pyridone 
• 70451-67-1 1-(3,4-dimethoxyphenethyl)-5-(1,1-dimethylethyl)-2(1H)-pyridone 

Relevant articles and documents

Synthesis of a Series of Structurally Diverse MB327 Derivatives and Their Affinity Characterization at the Nicotinic Acetylcholine Receptor

A novel series of 30 symmetric bispyridinium and related N-heteroaromatic bisquaternary salts with a propane-1,3-diyl linker was synthesized and characterized for their binding affinity at the MB327 binding site of nicotinic acetylcholine receptor (nAChR) from Torpedo californica. Compounds targeting this binding site are of particular interest for research into new antidotes against organophosphate poisoning, as therapeutically active 4-tert-butyl-substituted bispyridinium salt MB327 was previously identified as a nAChR re-sensitizer. Efficient access to the target compounds was provided by newly developed methods enabling N-alkylation of sterically hindered or electronically deactivated heterocycles exhibiting a wide variety of functional groups. Determination of binding affinities toward the MB327 binding site at the nAChR, using a recently developed mass spectrometry (MS)-based Binding Assay, revealed that several compounds reached affinities similar to that of MB327 (pKi=4.73±0.03). Notably, the newly prepared lipophilic 4-tert-butyl-3-phenyl-substituted bispyridinium salt PTM0022 (3 h) was found to have significantly higher binding affinity, with a pKi value of 5.16±0.07, thus representing considerable progress toward the development of more potent nAChR re-sensitizers.

Intramolecular carbolithiation of N-allyl-ynamides: An efficient entry to 1,4-dihydropyridines and pyridines - Application to a formal synthesis of sarizotan

We have developed a general synthesis of polysubstituted 1,4-dihydropyridines and pyridines based on a highly regioselective lithiation/6-endo-dig intramolecular carbolithiation from readily available N-allyl-ynamides. This reaction, which has been successfully applied to the formal synthesis of the anti-dyskinesia agent sarizotan, further extends the use of ynamides in organic synthesis and further demonstrates the synthetic efficiency of carbometallation reactions.

Synthesis of 3-tert-butylpyridine

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