Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
12th Edition
ISBN: 9780357119303
Author: Bettelheim, Frederick A., Brown, William H., Campbell, Mary K., FARRELL, Shawn O., Torres, Omar
Publisher: Cengage Learning
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Chapter 15, Problem 49P

16-54 Several poisonous plants, including Atropa

belladonna, contain the alkaloid atropine. The name “belladonna” (which means “beautiful lady”) probably comes from the fact that Roman women used extracts from this plant to make themselves more attractive. Atropine is widely used by ophthal mologists and optometrists to dilate the pupils for eye examination.

Chapter 15, Problem 49P, 16-54 Several poisonous plants, including Atropa belladonna, contain the alkaloid atropine. The name

  1. Classify the amino group in atropine as primary, secondary, or tertiary.

  • Locate all stereocenters in atropine.
  • Account for the fact that atropine is almost insoluble in water (1 g in 455 mL of cold water) but atropine hydrogen sulfate is very soluble (1 g in 5 mL of cold water).
  • Account for the fact that a dilute aqueous solution of atropine is basic (pH approximately 10.0).
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