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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.]
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