학술논문

Using [superscript 1]H NMR Spectroscopy to Study the Free Radical Chlorination of Alkanes
Document Type
Journal Articles
Reports - Descriptive
Author
Soulsby, David (ORCID 0000-0002-7095-3646)
Source
Journal of Chemical Education. Aug 2020 97(8):2286-2290.
Subject
Science Instruction
College Science
Undergraduate Study
Organic Chemistry
Inquiry
Spectroscopy
Science Experiments
Science Laboratories
Laboratory Experiments
Scientific Concepts
Concept Formation
Language
English
ISSN
0021-9584
Abstract
The free radical chlorination of an alkane experiment is often used in the undergraduate laboratory curriculum to introduce students to the free radical mechanism, substituent effects, intermediate stability, and the relative reactivity of radicals. In this experiment, students monochlorinate multiple alkanes and analyze the reaction mixture using 1D [superscript 1]H NMR spectroscopy. Chemical shift information is provided for characteristic signals for each chlorinated product, and each student then determines product ratios for all of the products to determine reactivity values. This approach allows students to construct a more comprehensive relative reactivity model than is possible when using a single substrate so that they can better understand the role of substituents and their effect on radical stability.