Reaction of Silver Nitrate with Bromobutane Isomers

CCA! Volume 5

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Reaction of Silver Nitrate with Bromobutane Isomers

1-bromobutane, 2-bromobutane, and 2-bromo-2-methylpropane are each added to a 2% ethanolic solution of silver nitrate.


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Voiceover
These three test tubes contain a 2% solution of silver nitrate in ethanol. The isomeric halides 1-bromobutane, 2-bromobutane, and 2-bromo-2-methylpropane are added to separate test tubes. Reaction is indicated by the formation of a pale yellow precipitate of silver bromide.

Discussion
The tertiary halide 2-bromo-2-methylpropane immediately forms a light yellow precipitate of silver bromide. The secondary halide 2-bromobutane reacts next. The order of reactivity of tertiary > secondary > primary halides indicates a S_N1 mechanism.

Citation:
	Shriner, R. L.; Fuson, R. C.; Curtin, D. Y.; Morrill, T. C.	The Systematic Identification of Organic Compounds; 6th ed.; Wiley: New York, 1980; pp 202-204.

Design, Text and Demonstrator:
	Gary Trammell	University of Illinois at Springfield, Springfield, IL 62794

Videographer/Editor:
	Steve Dykema	University of Illinois at Springfield, Springfield, IL 62794

Voice:
	Margaret Biddle	University of Wisconsin - Madison, Madison, WI 53706

Audio Production:
	Greg Minix	University of Wisconsin - Madison, College of Engineering, Madison, WI 53706
	Jerrold J. Jacobsen	University of Wisconsin - Madison, Madison, WI 53706