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Related Concept Videos

Structure and Nomenclature of Alcohols and Phenols02:23

Structure and Nomenclature of Alcohols and Phenols

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 phenols...
Five-Membered Heterocyclic Aromatic Compounds: Overview01:13

Five-Membered Heterocyclic Aromatic Compounds: Overview

Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom, respectively.
Acidity and Basicity of Alcohols and Phenols02:36

Acidity and Basicity of Alcohols and Phenols

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.
Physical Properties of Alcohols and Phenols02:32

Physical Properties of Alcohols and Phenols

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...
Basicity of Heterocyclic Aromatic Amines01:25

Basicity of Heterocyclic Aromatic Amines

Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine having a nitrogen atom as part of an aromatic ring has much less basicity than its corresponding alicyclic counterpart. For this reason, as presented in Figure 1, piperidine (pKb = 2.8) is significantly more basic than pyridine (pKb = 8.8).
IUPAC Nomenclature of Aldehydes01:16

IUPAC Nomenclature of Aldehydes

Aldehydes are named based on the systematic nomenclature rules set by the IUPAC. For acyclic aldehydes, the longest carbon chain containing the aldehydic (–CHO) group is considered the parent chain. The aldehyde is named by replacing the last letter “e” in the hydrocarbon name with “al”. For instance, a simple, seven-carbon-membered acyclic aldehyde is called heptanal, derived from heptane. The carbon chain is numbered starting from the aldehydic carbon, although the aldehydic carbon’s locant...

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Related Experiment Video

Updated: Jun 5, 2026

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
05:07

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines

Published on: June 23, 2019

5-Methyl-2-phenyl-2H-pyrazol-3-ol.

Qiang Wang, Yi Zhang, Rong Wang

    Acta Crystallographica. Section E, Structure Reports Online
    |January 5, 2011
    PubMed
    Summary

    Edaravone (MCI-186) was crystallized, revealing distinct ketone and enol forms. These molecules form hydrogen-bonded chains in the crystal structure, offering insights into its solid-state properties.

    Area of Science:

    • Crystallography
    • Solid-state chemistry
    • Pharmaceutical science

    Background:

    • Edaravone (MCI-186) is a neuroprotective agent.
    • Understanding its crystal structure is crucial for formulation and stability.
    • Polymorphism can impact drug efficacy and bioavailability.

    Purpose of the Study:

    • To elucidate the crystal structure of Edaravone.
    • To investigate the tautomeric forms present in the solid state.
    • To characterize the intermolecular interactions within the crystal lattice.

    Main Methods:

    • Single-crystal X-ray diffraction.
    • Crystallization from methanol.
    • Analysis of hydrogen bonding and molecular conformation.

    More Related Videos

    A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
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    A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

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    Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
    06:46

    Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

    Published on: June 21, 2017

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    Last Updated: Jun 5, 2026

    Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
    05:07

    Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines

    Published on: June 23, 2019

    A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
    08:12

    A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

    Published on: August 16, 2018

    Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
    06:46

    Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

    Published on: June 21, 2017

    Main Results:

    • Edaravone crystallized with the chemical formula C(10)H(10)N(2)O.
    • Two independent molecules in the asymmetric unit exhibited distinct ketone and enol tautomeric forms.
    • Intermolecular N-H⋯O hydrogen bonds formed chains along the b-axis.

    Conclusions:

    • The crystal structure reveals the coexistence of keto and enol tautomers of Edaravone.
    • Hydrogen bonding plays a significant role in the self-assembly of Edaravone in the solid state.
    • This structural information is vital for understanding Edaravone's physical properties and potential drug development.