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Electrophilic Aromatic Substitution: Nitration of Benzene

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1-(2-Methoxy-ethoxy)-4-nitro-benzene.

Yang Liu¹, Wei-Na Xu, Xiao-Ling Zhang

¹Department of Chemistry, Shandong Normal University, Jinan 250014, People's Republic of China.

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|January 5, 2011

Summary

This summary is machine-generated.

This study details a chemical compound, C(9)H(11)NO(4), used as an intermediate in dye and drug manufacturing. Its crystal structure reveals a synclinal conformation stabilized by specific hydrogen bonds, offering insights for chemical synthesis.

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Area of Science:

Organic chemistry
Crystallography
Materials science

Background:

The compound C(9)H(11)NO(4) serves as a crucial intermediate in the synthesis of various dyes and pharmaceuticals.
Understanding the molecular conformation and crystal packing is essential for optimizing its use in industrial applications.

Purpose of the Study:

To elucidate the three-dimensional molecular structure and conformation of C(9)H(11)NO(4).
To investigate the intermolecular interactions, specifically hydrogen bonding, that stabilize the crystal lattice.
To provide foundational data for the development of novel dyes and drugs utilizing this intermediate.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the precise atomic arrangement.
Conformational analysis of the O-C-C-O chain was performed.
Analysis of intermolecular forces, including C-H⋯O hydrogen bonds, was conducted.

Main Results:

The O-C-C-O fragment within the molecule adopts a synclinal conformation.
The crystal structure is characterized by the presence of stabilizing C-H⋯O hydrogen bonds.
The compound C(9)H(11)NO(4) was confirmed as a valuable intermediate for synthesizing dyes and drugs.

Conclusions:

The synclinal conformation and hydrogen bonding network are key features of C(9)H(11)NO(4)'s crystal structure.
This structural information is vital for its application as an intermediate in the chemical industry.
Further research can leverage these findings for targeted synthesis of new compounds.