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NMR Spectroscopy of Benzene Derivatives01:34

NMR Spectroscopy of Benzene Derivatives

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Simple unsubstituted benzene has six aromatic protons, all chemically equivalent. Therefore, benzene exhibits only a singlet peak at δ 7.3 ppm in the 1H NMR spectrum. The observed shift is far downfield because the aromatic ring current strongly deshields the protons. Any substitution on the benzene ring makes the aromatic protons nonequivalent, and the protons split each other. The peak is, therefore, no longer a singlet and the splitting pattern and their associated coupling...
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UV–Visible absorption spectra of conjugated dienes arise from the lowest energy π → π* transitions. The light-absorbing part of the molecule is called the chromophore, and the substituents directly attached to the chromophore are called auxochromes. A strong correlation exists between the absorption maxima, λmax, and the structure of a conjugated π system. The Woodward–Fieser rules predict the value of λmax for a given...
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Infrared spectroscopy, also known as vibrational spectroscopy, is mainly used to determine the types of bonds and functional groups in molecules. In aldehydes and ketones, the carbonyl (C=O) bond shows an absorption around 1710 cm-1. The C=O bond vibration of an aldehyde occurs at lower frequencies than that of a ketone. In addition to the C=O absorption in an aldehyde, the aldehydic C–H bond also gives two peaks in the 2700–2800 cm-1 range. This absorption, coupled with the...
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Updated: Jun 22, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
11:51

Facile Preparation of 4-Substituted Quinazoline Derivatives

Published on: February 15, 2016

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Synthesis, DFT studies on a series of tunable quinoline derivatives.

Nagesh Dhanaji Chavan1, Vijayaparthasarathi Vijayakumar1

  • 1Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology Vellore 632016 India chavannagesh605@gmail.com vvijayakumar@vit.ac.in kvpsvijayakumar@gmail.com.

RSC Advances
|July 5, 2024
PubMed
Summary

This study details the synthesis and characterization of novel quinoline derivatives. Compound 6z shows an exceptional Stokes shift, highlighting its potential as a fluorescent material.

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Area of Science:

  • Organic Chemistry
  • Computational Chemistry
  • Materials Science

Background:

  • Quinoline derivatives are important scaffolds in medicinal chemistry and materials science.
  • Understanding structure-property relationships is crucial for designing new functional molecules.

Purpose of the Study:

  • To synthesize novel quinoline derivatives.
  • To investigate their photophysical properties using experimental and computational methods.
  • To explore their electronic properties via Density Functional Theory (DFT) calculations.

Main Methods:

  • Synthesis via cyclization and cross-coupling reactions.
  • Photophysical characterization (e.g., Stokes shift).
  • DFT and Time-Dependent DFT (TD-DFT) calculations at the B3LYP/6-31G'(d,p) level.

Main Results:

  • Successful synthesis of a series of quinoline derivatives.
  • Compound 6z exhibited a significant Stokes shift, indicating promising fluorescence.
  • DFT calculations provided insights into electronic properties like electronegativity and hardness.

Conclusions:

  • The synthesized quinoline derivatives possess interesting photophysical and electronic properties.
  • Compound 6z is a notable fluorophore with potential applications.
  • DFT calculations are valuable for predicting and understanding molecular properties.