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Hydrogen Bonds01:04

Hydrogen Bonds

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A hydrogen bond is formed when a weakly positive hydrogen atom already bonded to one electronegative atom (for example, the oxygen in the water molecule) is attracted to another electronegative atom from another polar molecule, such as water (H2O), hydrogen fluoride (HF), or ammonia (NH3). The huge electronegativity difference between the H atom (2.1) and the atom to which it is bonded (4.0 for an F atom, 3.5 for an O atom, or 3.0 for an N atom), combined with the very small size of an H atom...
16.6K
Hydrogen Bonds00:26

Hydrogen Bonds

136.7K
Hydrogen bonds are weak attractions between atoms that have formed other chemical bonds. One of these atoms is electronegative, like oxygen, and has a partial negative charge. The other is a hydrogen atom that has bonded with another electronegative atom and has a partial positive charge.
Hydrogen Bonds Control the World!
Because hydrogen has very weak electronegativity when it binds with a strongly electronegative atom, such as oxygen or nitrogen, electrons in the bond are unequally shared....
136.7K
Conformations of Cyclohexane02:11

Conformations of Cyclohexane

17.5K
Cyclohexane does not exist in a planar form due to the high angle and torsional strain it would experience in the planar structure. Instead, it adopts non-planar chair and boat conformations.
The chair form is the most stable and derives its name from its resemblance to the “easy chair.” In the chair conformation, two carbon atoms are arranged out-of-plane — one above and one below, minimizing the torsional strain. In the chair form, the bond angle is very close to the ideal...
17.5K
¹H NMR of Conformationally Flexible Molecules: Temporal Resolution00:52

¹H NMR of Conformationally Flexible Molecules: Temporal Resolution

1.4K
At room temperature, the chair conformer of cyclohexane undergoes rapid ring flipping between two equivalent chair conformers at a rate of approximately 105 times per second. These two chair conformers are in equilibrium. The rapid ring flipping results in the interconversion of the axial proton to an equatorial proton and an equatorial to the axial proton. Such interconversions are too rapid and cannot be detected on the NMR timescale. Hence, the NMR spectrometer cannot distinguish between the...
1.4K
¹H NMR of Conformationally Flexible Molecules: Variable-Temperature NMR01:15

¹H NMR of Conformationally Flexible Molecules: Variable-Temperature NMR

1.8K
The axial and equatorial protons in cyclohexane can be distinguished by performing a variable-temperature NMR experiment. In this process, except for one proton, the remaining eleven protons are replaced by deuterium. The deuterium substitution avoids the possible peak splitting caused by the spin-spin coupling between the adjacent protons. The remaining proton flips between the axial and equatorial positions.
1.8K
Spin–Spin Coupling: Two-Bond Coupling (Geminal Coupling)01:20

Spin–Spin Coupling: Two-Bond Coupling (Geminal Coupling)

2.0K
Two NMR-active nuclei bonded to a central atom can be involved in geminal or two-bond coupling. Geminal coupling is commonly seen between diastereotopic protons in chiral molecules and unsymmetrical alkenes, among others.
The central atom need not be NMR-active because its electrons are affected by the electron polarization of the spin-active atoms. However, spin information is transmitted less effectively than in one-bond coupling, and 2J values are usually weaker than 1J values. The energy of...
2.0K

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Related Experiment Video

Updated: Apr 20, 2026

High-Contrast and Fast Photorheological Switching of a Twist-Bend Nematic Liquid Crystal
06:24

High-Contrast and Fast Photorheological Switching of a Twist-Bend Nematic Liquid Crystal

Published on: October 31, 2019

7.0K

A twist-bend nematic phase driven by hydrogen bonding.

Suzanne M Jansze1, Alfonso Martínez-Felipe, John M D Storey

  • 1Department of Chemistry, School of Natural and Computing Sciences, University of Aberdeen, Meston Building, Aberdeen AB24 3UE (UK); Laboratory of Organic Chemistry, Wageningen University (The Netherlands).

Angewandte Chemie (International Ed. in English)
|November 19, 2014
PubMed
Summary

Hydrogen bonding in benzoic acid derivatives drives liquid crystal phases, including the novel twist-bend nematic phase. Molecular shape influences phase stability, with specific hydrogen bonding patterns stabilizing helical arrangements.

Keywords:
hydrogen bondingliquid crystal trimersliquid crystalssupramolecular chemistry

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Area of Science:

  • Materials Science
  • Chemistry
  • Physics

Background:

  • Liquid crystals exhibit unique phase behaviors crucial for display technologies.
  • Supramolecular chemistry explores self-assembly driven by non-covalent interactions like hydrogen bonding.
  • The twist-bend nematic phase is a recently discovered liquid crystalline phase with exotic properties.

Purpose of the Study:

  • To investigate the liquid crystalline phase behavior of two benzoic acid derivatives: 4-[6-(4'-cyanobiphenyl-4-yl)hexyloxy]benzoic acid (CB6OBA) and 4-[5-(4'-cyanobiphenyl-4-yloxy)pentyloxy]benzoic acid (CBO5OBA).
  • To elucidate the role of hydrogen bonding in the formation of nematic and twist-bend nematic phases.
  • To understand the influence of molecular shape on the stabilization of the twist-bend nematic phase.

Main Methods:

  • Synthesis and characterization of CB6OBA and CBO5OBA.
  • Differential scanning calorimetry and polarized optical microscopy to determine phase transitions.
  • Temperature-dependent Fourier-transform infrared (FTIR) spectroscopy to analyze hydrogen bonding.

Main Results:

  • Both CB6OBA and CBO5OBA exhibit enantiotropic nematic phases due to hydrogen-bonded supramolecular complexes.
  • CB6OBA uniquely forms a twist-bend nematic phase, driven by hydrogen bonding.
  • FTIR analysis revealed distinct hydrogen bonding characteristics in the nematic and twist-bend nematic phases of CB6OBA.

Conclusions:

  • Hydrogen bonding is a key driving force for the formation of both nematic and twist-bend nematic phases in these benzoic acid derivatives.
  • The molecular geometry of the hydrogen-bonded complexes, particularly the bent shape in CB6OBA, is critical for stabilizing the twist-bend nematic phase.
  • Specific hydrogen bonding interactions, potentially involving open complexes, contribute to the helical structure of the twist-bend nematic phase.