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Benzene to Phenol via Cumene: Hock Process

The synthesis of phenol from benzene via cumene and cumene hydroperoxide is called the Hock process. First, a Friedel–Crafts alkylation reaction of benzene with propene gives cumene. Then cumene forms cumene hydroperoxide via a radical chain reaction. In the chain initiation step, the benzylic hydrogen is abstracted to give a benzylic radical. In the chain propagation step, the benzylic radical reacts with an oxygen diradical to form a cumene hydroperoxide radical. The cumene hydroperoxide...
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Related Experiment Video

Updated: May 18, 2026

Real-time Monitoring of Reactions Performed Using Continuous-flow Processing: The Preparation of 3-Acetylcoumarin as an Example
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Real-time Monitoring of Reactions Performed Using Continuous-flow Processing: The Preparation of 3-Acetylcoumarin as an Example

Published on: November 18, 2015

3-Phenyl-coumarin.

Maria J Matos1, Lourdes Santana, Eugenio Uriarte

  • 1Department of Organic Chemistry, University of Santiago de Compostela, Santiago de Compostela, Spain.

Acta Crystallographica. Section E, Structure Reports Online
|September 13, 2012
PubMed
Summary
This summary is machine-generated.

This study details the molecular structure of a 3-phenyl coumarin derivative. The research specifically quantifies the torsion angle between the coumarin and phenyl rings, revealing a distinct spatial arrangement.

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Last Updated: May 18, 2026

Real-time Monitoring of Reactions Performed Using Continuous-flow Processing: The Preparation of 3-Acetylcoumarin as an Example
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Area of Science:

  • Organic Chemistry
  • Crystallography
  • Molecular Structure

Background:

  • Coumarin derivatives are prevalent in medicinal chemistry and materials science.
  • Understanding the precise three-dimensional structure of these compounds is crucial for predicting their properties and designing new molecules.

Purpose of the Study:

  • To elucidate the detailed molecular geometry of a specific 3-phenyl coumarin derivative.
  • To accurately determine the torsion angle between the coumarin core and the pendant phenyl ring.

Main Methods:

  • Single-crystal X-ray diffraction analysis was employed to determine the solid-state structure.
  • The C(p)-C(p)-C(c)-C(c) torsion angle was precisely calculated from the crystallographic data.

Main Results:

  • The title compound, C(15)H(10)O(2), was structurally characterized.
  • A significant C(p)-C(p)-C(c)-C(c) torsion angle of -47.6(2)° was measured between the coumarin (c) and phenyl (p) rings.

Conclusions:

  • The determined torsion angle provides critical insight into the non-planar conformation of this 3-phenyl coumarin derivative.
  • This structural information is vital for structure-activity relationship studies and the development of novel coumarin-based compounds.