ERIC Number: EJ1195627
Record Type: Journal
Publication Date: 2018-Oct
Pages: 5
Abstractor: As Provided
ISBN: N/A
ISSN: ISSN-0021-9584
EISSN: N/A
Available Date: N/A
Unimolecular Nucleophilic Substitution (S[subscript n]1): Structural Reactivity Evidenced by Colored Acid-Base Indicators
Castro-Godoy, Willber D.; Argüello, Juan E.; Martinelli, Marisa; Caminos, Daniel A.
Journal of Chemical Education, v95 n10 p1827-1831 Oct 2018
The different reactivities between 1°, 2°, and 3° butyl chlorides by the unimolecular nucleophilic substitution (S[subscript N]1) mechanism were easily observed at 60 °C by a solvolysis reaction in ethanol with ether formation. The hydrogen ion from the byproduct HCl reacted with an acid--base indicator such as methyl red to induce a color change. At room temperature, the addition of AgNO3 was used to detect the released chloride ion by AgCl precipitation. The reactivity order (3° > 2° »1°) was visually confirmed by both a color change in an indicator and precipitate formation by these safe, quick, and easy assays. [To view the graphic for this abstract, see the Direct Link.]
Descriptors: Science Instruction, Science Experiments, Science Laboratories, Laboratory Experiments, College Science, Undergraduate Study, Hands on Science, Organic Chemistry
Division of Chemical Education, Inc. and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Publication Type: Journal Articles; Reports - Research
Education Level: Higher Education; Postsecondary Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Grant or Contract Numbers: N/A
Author Affiliations: N/A

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