Muhammad Javed - A One-Pot Synthesis of m-Terphenyls: A Guided Exploration of Reaction Chemistry, Chromatography, and Spectroscopy. A Miniproject for the Advanced Organic Chemistry Laboratory

Document created by Muhammad Javed on Aug 22, 2014
Version 1Show Document
  • View in full screen mode

  Publication Details (including relevant citation   information):

  A one-pot synthesis of m-terphenyls

  Abstract:

  This four-week project-based laboratory exercise, developed for   advanced organic chemistry students, involves a one-pot synthesis   of m-terphenyls. Chemistry of aryl diazonium salts and Grignard   reagents and reactivity of aryne intermediates toward   nucleophilic reagents form the reaction chemistry basis for the   project. The project exposes students to a number of important   laboratory techniques (thin-layer chromatography, gas   chromatography-mass spectrometry, and column chromatography) for   monitoring reaction progress and product isolation. A variety of   spectroscopic techniques, including IR, 1H NMR, 13C NMR, and   attached proton test are used for product characterization.   Students are also introduced to a useful empirical relationship   to help predict (with considerable accuracy) the 13C chemical   shift values of carbon atoms of substituted benzenes.

  Address (URL): http://pubs.acs.org/doi/abs/10.1021/ed079p629?prevSearch=%255Bauthor%253A%2BT.%2 BK.%2Bvinod%255D%2BNOT%2B%255Batype%253A%2Bad%255D%2BNOT%2B%255Batype%253A%2Bacs -toc%255D&searchHistoryKey=

 

Attachments

    Outcomes