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Related Concept Videos

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction01:16

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

8.3K
The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
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Diels–Alder Reaction Forming Cyclic Products: Stereochemistry01:28

Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

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The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.
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Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene01:14

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Electrophilic addition of halogens to alkenes proceeds via a cyclic halonium ion to form a 1,2-dihalide or a vicinal dihalide.
2.7K
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry01:29

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Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.
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Hydroboration-Oxidation of Alkenes03:08

Hydroboration-Oxidation of Alkenes

10.3K
In addition to the oxymercuration–demercuration method, which converts the alkenes to alcohols with Markovnikov orientation, a complementary hydroboration-oxidation method yields the anti-Markovnikov product. The hydroboration reaction, discovered in 1959 by H.C. Brown, involves the addition of a B–H bond of borane to an alkene giving an organoborane intermediate. The oxidation of this intermediate with basic hydrogen peroxide forms an alcohol.
10.3K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide02:44

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11.2K
Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
11.2K

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Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
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2,2'-[Ethane-1,2-diylbis(-oxy)]dibenz-alde-hyde.

Mehmet Akkurt1, Shaaban K Mohamed, Peter N Horton

  • 1Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.

Acta Crystallographica. Section E, Structure Reports Online
|October 11, 2013
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of C16H14O4, revealing specific molecular orientations and interactions. Hydrogen bonds and pi-pi stacking stabilize the crystal packing, providing insights into molecular assembly.

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Area of Science:

  • Crystallography
  • Molecular Chemistry
  • Solid-State Physics

Background:

  • Understanding crystal packing is crucial for predicting material properties.
  • Intermolecular forces significantly influence the stability and arrangement of molecules in a solid state.

Purpose of the Study:

  • To elucidate the crystal structure and intermolecular interactions of the title compound, C16H14O4.
  • To analyze the dihedral and torsion angles governing molecular conformation.
  • To identify and characterize the non-covalent interactions responsible for crystal stabilization.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
  • Analysis of bond lengths, bond angles, and torsion angles provided conformational details.
  • Intermolecular interactions, including hydrogen bonds and pi-pi stacking, were identified and quantified.

Main Results:

  • The crystal structure of C16H14O4 was determined, showing benzene rings inclined at a dihedral angle of 75.14(9)°.
  • The bridging O-C-C-O group exhibited a torsion angle of -76.50(11)°.
  • Molecules are organized into C(6) chains via C-H⋯O hydrogen bonds, further stabilized by C-H⋯π and π-π stacking interactions.

Conclusions:

  • The crystal packing of C16H14O4 is stabilized by a combination of hydrogen bonding and pi-pi stacking interactions.
  • The specific molecular arrangement and observed interactions provide a foundation for understanding the material's physical properties.
  • This detailed structural analysis contributes to the broader understanding of crystal engineering principles.