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Related Concept Videos

¹H NMR of Conformationally Flexible Molecules: Temporal Resolution00:52

¹H NMR of Conformationally Flexible Molecules: Temporal Resolution

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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...
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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.
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π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds01:14

π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds

2.0K
In aromatic compounds, such as benzene, the circulation of (4n + 2) π-electrons sets up a diamagnetic or diatropic ring current around the perimeter of the molecule. This current induces a magnetic field that opposes the external field inside the ring and reinforces it on the outside. The protons in benzene are deshielded and exhibit high chemical shifts in the range 6.5–8.5 ppm. The shielding effect at the center of the ring is evident in complex aromatic molecules, such as...
2.0K
Structure of Amines01:19

Structure of Amines

3.4K
The hybridized nitrogen atom in amines possesses a lone pair of electrons and is bound to three substituents with a bond angle of around 108°, which is less than the tetrahedral angle of 109.5°. However, the C–N–H bond angle is slightly larger at 112°, with a carbon–nitrogen bond length of 147 pm. This carbon–nitrogen bond length of of amines is longer than the carbon–oxygen bond of alcohols (143 pm) but shorter than alkanes’ carbon–carbon bond (154 pm). These aspects are...
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Stereoisomerism of Cyclic Compounds02:33

Stereoisomerism of Cyclic Compounds

11.9K
In this lesson, we delve into the role of ring conformation and its stability, which determines the spatial arrangement and, consequently, the molecular symmetry and stereoisomerism of cyclic compounds. 1,2-Dimethylcyclohexane is used as a case study to evaluate the possible number of stereoisomers. Here, given the multiple (n = 2) chiral centers, there are 2n = 4 possible configurations that lack a plane of symmetry, as the ring skeleton exists in a non-planar chair conformation. In addition,...
11.9K
Chair Conformation of Cyclohexane02:02

Chair Conformation of Cyclohexane

21.5K
The chair conformation is the most stable form of cyclohexane due to the absence of angle and torsional strain. The absence of angle strain is a result of cyclohexane’s bond angle being very close to the ideal tetrahedral bond angle of 109.5° in its chair conformer. Similarly, the torsional strain is also absent owing to the perfectly staggered arrangement of bonds.
The hydrogen atoms linked to carbons are arranged in two different axial and equatorial orientations to achieve this...
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High-Contrast and Fast Photorheological Switching of a Twist-Bend Nematic Liquid Crystal
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Three-Ring-Based Room-Temperature Bent-Core Nematic Compounds: Synthesis and Characterization.

Golam Mohiuddin1, Vidhika Punjani1, Santanu Kumar Pal1

  • 1Department of Chemical Sciences, Indian Institute of Science Education and Research Mohali (IISERM), Sector-81, SAS Nagar, Knowledge City, Manauli-140306 (India).

Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry
|July 31, 2015
PubMed
Summary
This summary is machine-generated.

Researchers developed new achiral bent-core compounds exhibiting a room temperature nematic phase. These materials show strong photoluminescence and potential for optical and sensing applications.

Keywords:
bent-core materialshydrogen bondingnematic compoundsoptical propertiesphotoluminescence

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Area of Science:

  • Materials Science
  • Organic Chemistry
  • Liquid Crystals

Background:

  • Bent-core liquid crystals are known for unique mesophases but often lack room temperature nematic phases.
  • Achiral bent-core compounds are less explored compared to their chiral counterparts.
  • Developing materials with accessible nematic phases near room temperature is crucial for practical applications.

Purpose of the Study:

  • To synthesize and characterize a novel class of achiral three-ring bent-core compounds.
  • To investigate the mesomorphic properties, particularly the presence of a room temperature nematic phase.
  • To explore the photoluminescent and alignment characteristics of these new materials.

Main Methods:

  • Synthesis of three-ring bent-core compounds featuring amide and ester linkages at the molecular bend.
  • Differential scanning calorimetry (DSC) and polarized optical microscopy (POM) for phase characterization.
  • Spectroscopic analysis to study photoluminescence properties.
  • X-ray diffraction (XRD) to investigate molecular ordering and hydrogen bonding.

Main Results:

  • Successful synthesis of achiral bent-core compounds with amide and ester linkages.
  • Observation of nematic phases over wide temperature ranges around room temperature (RT).
  • Exhibition of undulated SmC phases below RT.
  • Demonstration of a true RT nematic phase with fluid characteristics, unlike previous studies.
  • Strong photoluminescence observed in the mesophase.
  • Evidence of a one-dimensional array of intermolecular hydrogen bonding.
  • Good homeotropic alignment of the nematic phases.

Conclusions:

  • A new class of achiral bent-core compounds exhibiting a promising RT nematic mesophase has been developed.
  • The observed fluid nematic phase and strong photoluminescence open avenues for advanced optical and sensing applications.
  • The capacity for good homeotropic alignment further enhances their potential utility in optoelectronic devices.