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Oxidation of Phenols to Quinones01:17

Oxidation of Phenols to Quinones

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In the presence of oxidizing agents, phenols are oxidized to quinones. Quinones can be easily reduced back to phenols using mild reducing agents. The electron-donating hydroxyl group enhances the reactivity of the aromatic ring, enabling oxidation of the ring even in the absence of an α hydrogen.
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox...
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Single Nucleotide Polymorphisms-SNPs01:05

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A single nucleotide polymorphism or SNP is a single nucleotide variation at a specific genomic position in a large population. It is the most prevalent type of sequence variation found in the human genome. Point mutations that occur in more than 1% of the population qualify as SNPs. These are present once every 1000 nucleotides on an average in the human genome. Replacement of a purine with another purine (A/G) or a pyrimidine with another pyrimidine (C/T) is known as a transition. In contrast,...
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Structure and Nomenclature of Alcohols and Phenols02:23

Structure and Nomenclature of Alcohols and Phenols

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Overview
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
As with other organic compounds, alcohols and...
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Physical Properties of Alcohols and Phenols02:32

Physical Properties of Alcohols and Phenols

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Alcohols are organic compounds in which a hydroxy group is attached to a saturated carbon. Phenols are a class of alcohols containing a hydroxy group attached to an aromatic ring. The physical properties of the alcohols and phenols are influenced by hydrogen bonding due to the oxygen–hydrogen dipole in the hydroxy functional group and dispersion forces between alkyl or aryl regions of alcohol and phenol molecules.
Alcohols possess a higher boiling point than aliphatic hydrocarbons of similar...
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Acidity and Basicity of Alcohols and Phenols02:36

Acidity and Basicity of Alcohols and Phenols

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Like water, alcohols are weak acids and bases. This is attributed to the polarization of the O–H bond making the hydrogen partially positive. Moreover, the electron pairs on the oxygen atom of alcohol make it both basic and nucleophilic. Protonation of an alcohol converts hydroxide, a poor leaving group, into water—a good one. The two acid–base equilibria corresponding to ethanol are depicted below.
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Factors Affecting Dissolution: Polymorphism, Amorphism and Pseudopolymorphism01:21

Factors Affecting Dissolution: Polymorphism, Amorphism and Pseudopolymorphism

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Polymorphism refers to the existence of a drug substance in multiple crystalline forms, known as polymorphs. Recently, this term has been expanded to include solvates (forms containing a solvent), amorphous forms (non-crystalline forms), and desolvated solvates (forms from which the solvent has been removed).
Some polymorphic crystals possess lower aqueous solubility than their amorphous counterparts, leading to incomplete absorption. For instance, the oral suspension of Chloramphenicol, which...
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Related Experiment Video

Updated: Feb 10, 2026

A Method to Study the C924T Polymorphism of the Thromboxane A2 Receptor Gene
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A Method to Study the C924T Polymorphism of the Thromboxane A2 Receptor Gene

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New polymorph of 2,6-di-methyl-phenol.

Thij Slaats1, Martin Lutz1

  • 1Structural Biochemistry, Bijvoet Centre for Biomolecular Research, Faculty of Science, Utrecht University, Universiteitsweg 99, 3584 CG Utrecht, The Netherlands.

Acta Crystallographica. Section E, Crystallographic Communications
|February 9, 2026
PubMed
Summary
This summary is machine-generated.

Researchers redetermined a known crystal structure and discovered a new enantiopure polymorph of C8H10O. Both forms exhibit similar hydrogen-bonded chains, but differ in crystal packing arrangements.

Keywords:
2,6-dimethylphenolcrystal structurefingerprint plotshy­dro­gen bondingpolymorphism

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Area of Science:

  • Crystallography
  • Solid-state chemistry
  • Materials science

Background:

  • The title compound, C8H10O, exists as a racemic monoclinic polymorph previously documented in scientific literature.
  • Polymorphism, the ability of a solid material to exist in more than one crystal form, is crucial in determining material properties.

Purpose of the Study:

  • To redetermine the crystal structure of the known racemic monoclinic polymorph of C8H10O.
  • To report and characterize a newly discovered enantiopure orthorhombic polymorph of the same compound.
  • To compare the intermolecular interactions and crystal packing of the two polymorphs.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine and confirm the crystal structures of both polymorphs.
  • Crystallographic data analysis was performed to identify and compare structural features, including hydrogen bonding and molecular packing.

Main Results:

  • The crystal structure of the racemic monoclinic polymorph of C8H10O was successfully redetermined.
  • A novel enantiopure orthorhombic polymorph of C8H10O was identified and characterized.
  • Both polymorphs feature strong one-dimensional hydrogen-bonded chains, showing high similarity.
  • Significant differences were observed in the arrangement and packing of these hydrogen-bonded chains between the two crystal forms.

Conclusions:

  • The study confirms the existence of two distinct polymorphs of C8H10O: a racemic monoclinic form and a new enantiopure orthorhombic form.
  • While the fundamental hydrogen bonding motifs are conserved, the distinct crystal packing in each polymorph suggests varied solid-state properties.
  • Understanding these polymorphic differences is essential for controlling the material's behavior in different applications.