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Structure and Nomenclature of Alcohols and Phenols

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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes

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1,2,3,4-Tetra-hydro-1,4-methano-naphthalene-2,3-diol.

Jian Xu¹, Hao Xu, Ji-Cai Quan

¹College of Science, Nanjing University of Technology, Xinmofan Road No. 5, Nanjing 210009, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This summary is machine-generated.

The crystal structure of a Varenicline intermediate, C(11)H(12)O(2), reveals specific hydrogen bonding. These bonds form ring motifs and link molecules into chains, aiding in understanding its chemical properties.

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Area of Science:

Organic Chemistry
Crystallography
Medicinal Chemistry

Background:

Varenicline is a prescription medication used for smoking cessation.
Understanding the chemical properties of intermediates is crucial for drug synthesis.
Crystal structure analysis provides detailed molecular information.

Purpose of the Study:

To characterize the crystal structure of the intermediate compound C(11)H(12)O(2).
To identify and describe hydrogen bonding patterns within the crystal lattice.
To provide structural insights relevant to the synthesis of Varenicline.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
Analysis of intermolecular and intramolecular interactions, including hydrogen bonds.
Topological analysis of hydrogen bond networks.

Main Results:

The crystal structure of C(11)H(12)O(2) was successfully elucidated.
An intramolecular O-H⋯O hydrogen bond forming an S(5) ring was identified.
Intermolecular O-H⋯O hydrogen bonds were observed, forming centrosymmetric dimers and extended chains along the a axis.

Conclusions:

The determined crystal structure provides a detailed molecular-level understanding of the Varenicline intermediate.
The identified hydrogen bonding patterns are key structural features influencing the compound's solid-state properties.
This structural data can inform and optimize synthetic routes for Varenicline.