2-(Methylsulfonyl)pyridine

• CAS: 17075-14-8
• Catalog Number: ACM17075148
• Category: Main Products
• Molecular Weight: 157.19
• Molecular Formula: C₆H₇NO₂S
• Synonyms: 2-(methylsulfonyl)pyridine
• IUPAC Name: 2-methylsulfonylpyridine
• SMILES: CS(=O)(=O)C1=CC=CC=N1
• InChI Key: PCLKVJBRTCQNDU-UHFFFAOYSA-N
• Boiling Point: 340.9ºC at 760mmHg
• Flash Point: 160ºC
• Density: 1.263g/cm³
• Exact Mass: 157.02000

Case Study

Homolytic Adamantylation of Alkylsulfonylpyridines Including 2-(Methylsulfonyl)Pyridine

Rybakova, I. A., et al.Doklady Chemistry. 2005, 400, 3-6.

The research examined 2- and 4-alkylsulfonylpyridines functioning as heteroaromatic bases during 1-adamantyl radical reactions. The study utilized heteroaromatic bases including 2-methylsulfonylpyridine (VIIa) and 2-tert-butylsulfonylpyridine (VIIb). The experimental findings demonstrate that electron-withdrawing groups activate both the 2- and 4-positions in protonated pyridines.
The acid medium reaction of compounds VIIa and VIIb yields mixtures containing 4-(1-adamantyl)-2-alkylsulfonylpyridines (Xa, Xb), 5-(1-adamantyl)-2-alkylsulfonylpyridines (XIa, XIb), 6-(1-adamantyl)-2-alkylsulfonylpyridines (XIIa, XIIb), and 4,6-di(1-adamantyl)sulfonylpyridines (XIIIa, XIIIb).
Researchers analyzed the UV spectra of pyridine derivatives alongside the spectra from their protonated forms produced by adding an excess amount of HCl. Analyzing the UV spectra of pyridine and pyridine hydrochloride demonstrates how HCl causes electron density reallocation within the pyridine ring. The absorption band between 250-275 nm shows a shape transformation and doubles in intensity. UV spectral analysis shows that nonprotonated alkylsulfonylpyridines exhibit significant differences from pyridine but display greater similarity to the spectrum of pyridine hydrochloride. When HCl is added to either starting sulfones 2-methylsulfonylpyridine (VIIa) and VIIb or to product Xa, there is little impact on the spectral characteristics.

Custom Q&A

What is the molecular formula of 2-(Methylsulfonyl)pyridine?

The molecular formula of 2-(Methylsulfonyl)pyridine is C6H7NO2S.

What is the molecular weight of 2-(Methylsulfonyl)pyridine?

The molecular weight of 2-(Methylsulfonyl)pyridine is 157.19 g/mol.

What are the synonyms of 2-(Methylsulfonyl)pyridine?

The synonyms of 2-(Methylsulfonyl)pyridine are 2-methanesulfonylpyridine and Pyridine, 2-(methylsulfonyl)-.

What is the IUPAC name of 2-(Methylsulfonyl)pyridine?

The IUPAC name of 2-(Methylsulfonyl)pyridine is 2-methylsulfonylpyridine.

What is the InChI of 2-(Methylsulfonyl)pyridine?

The InChI of 2-(Methylsulfonyl)pyridine is InChI=1S/C6H7NO2S/c1-10(8,9)6-4-2-3-5-7-6/h2-5H,1H3.

What is the InChIKey of 2-(Methylsulfonyl)pyridine?

The InChIKey of 2-(Methylsulfonyl)pyridine is PCLKVJBRTCQNDU-UHFFFAOYSA-N.

What is the Canonical SMILES of 2-(Methylsulfonyl)pyridine?

The Canonical SMILES of 2-(Methylsulfonyl)pyridine is CS(=O)(=O)C1=CC=CC=N1.

What is the CAS number of 2-(Methylsulfonyl)pyridine?

The CAS number of 2-(Methylsulfonyl)pyridine is 17075-14-8.

What is the XLogP3 value of 2-(Methylsulfonyl)pyridine?

The XLogP3 value of 2-(Methylsulfonyl)pyridine is 0.4.

Is 2-(Methylsulfonyl)pyridine a canonicalized compound?

Yes, 2-(Methylsulfonyl)pyridine is a canonicalized compound.