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Related Concept Videos

Structure and Nomenclature of Ethers02:28

Structure and Nomenclature of Ethers

Structure and Bonding
Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
Classification of Ethers
Based on their attached substituent groups, ethers can be classified into two...
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...
Autoxidation of Ethers to Peroxides and Hydroperoxides02:23

Autoxidation of Ethers to Peroxides and Hydroperoxides

Ethers represent a class of chemical compounds that become more dangerous with prolonged storage because they tend to form explosive peroxides when standing in the air. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly oxidize to form hydroperoxides and dialkyl peroxides.
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.
Structure and Nomenclature of Epoxides02:38

Structure and Nomenclature of Epoxides

Cyclic ethers are heterocyclic compounds with an oxygen atom in the ring along with carbon atoms. They are named depending on the number of carbon atoms present in their ring system. Cyclic ethers with a three-membered ring system are called “oxirane”, four-membered ring systems as “oxetane”, five-membered ring systems as “oxolane”, and six-membered ring systems as “oxane”. The cyclic structure of these rings imposes angle strain, and this strain is more in the ring having a smaller number of...
Preparation of Epoxides03:00

Preparation of Epoxides

Overview
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...

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A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
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Published on: August 16, 2018

1-[2-(Trit-yloxy)phen-yl]ethanone.

Pengying Zhao1

  • 1Department of Basic Science, Tianjin Agricultural University, Tianjin 300384, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|June 25, 2013
PubMed
Summary

This study details the molecular structure of a C27H22O2 compound, revealing specific torsion angles and nearly perpendicular phenyl groups. The crystal packing is characterized by intra-molecular and inter-molecular C-H⋯O hydrogen bonds forming chains.

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Molecular Structure Analysis

Background:

  • Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
  • The study of intermolecular forces, such as hydrogen bonds, provides insights into crystal packing and solid-state behavior.

Purpose of the Study:

  • To elucidate the detailed molecular geometry of the title compound, C27H22O2.
  • To investigate the conformation of the acetyl group and the spatial arrangement of the triphenylmethyl substituent.
  • To identify and characterize intra-molecular and inter-molecular hydrogen bonding interactions within the crystal structure.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the atomic coordinates and bond parameters.

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Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
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Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
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Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

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Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
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Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts

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

Published on: June 21, 2017

  • Analysis of torsion angles and dihedral angles was performed to describe the molecular conformation.
  • Intermolecular interactions, specifically C-H⋯O hydrogen bonds, were identified and analyzed.

    • Main Results:

    • The acetyl group was found to be nearly coplanar with its attached ring (torsion angle = -5.5°).
    • The three phenyl rings of the triphenylmethyl substituent exhibited large dihedral angles (approx. 90°, 78°, and 60°), indicating a near-perpendicular arrangement.
    • Two intra-molecular C-H⋯O hydrogen bonds were observed within the molecule.
    • In the crystal lattice, C-H⋯O hydrogen bonds facilitated the formation of molecular chains along the b-axis.

    Conclusions:

    • The molecular structure of C27H22O2 is characterized by a planar acetyl group and a propeller-like triphenylmethyl moiety.
    • Intra-molecular hydrogen bonding contributes to the molecule's specific conformation.
    • Intermolecular C-H⋯O hydrogen bonds dictate the crystal packing, leading to chain formation along the b-axis.