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Updated: Jun 1, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
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Naphthalene-1,8-dicarb-oxy-lic anhydride: a monoclinic polymorph
Dan Zhao1, Feifei Li, Aiyun Zhang
1Department of Physics and Chemistry, Henan Polytechnic University, Jiaozuo, Henan 454000, People's Republic of China.
A novel naphthalene-1,8-dicarboxylic anhydride polymorph was synthesized hydrothermally. This new crystal structure, unlike previous forms, crystallizes in the monoclinic space group P2(1)/c.
Area of Science:
- Crystallography
- Materials Science
- Organic Chemistry
Background:
- Naphthalene-1,8-dicarboxylic anhydride exists in multiple polymorphic forms.
- Previous polymorphs were reported in orthorhombic space groups P2(1)2(1)2(1) and Pbca.
Purpose of the Study:
- To synthesize and characterize a new polymorphic form of naphthalene-1,8-dicarboxylic anhydride.
- To determine the crystal structure of the newly synthesized polymorph.
Main Methods:
- Hydrothermal synthesis.
- Single-crystal X-ray diffraction.
Main Results:
- A new polymorph of naphthalene-1,8-dicarboxylic anhydride was successfully synthesized.
- The crystal structure was determined to be in the monoclinic space group P2(1)/c.
- The planar molecules exhibit a total puckering amplitude Q = 0.0362(15) and are arranged parallel along the a axis.
Conclusions:
- A novel monoclinic polymorph of naphthalene-1,8-dicarboxylic anhydride has been identified.
- This discovery expands the known polymorphic landscape of this compound.
- The structural characterization provides insights into molecular packing in crystalline organic anhydrides.
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