Chemistry 3. The following sequence generates crystals. The crystals produced are insoluble in organic solvents but freely soluble in water. They have a melting point of 203 °C. There is an instantaneous precipitate formed with silver nitrate solution. Catalytic hydrogenation gives cycloheptane. What is the crystalline compound? Why does it have these unexpected properties? heat 1 equiv Br2 dibromide crystals - HBr tropilidene

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.16P
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Chemistry
3. The following sequence generates crystals. The crystals produced are insoluble in
organic solvents but freely soluble in water. They have a melting point of 203 °C. There
is an instantaneous precipitate formed with silver nitrate solution. Catalytic
hydrogenation gives cycloheptane. What is the crystalline compound? Why does it have
these unexpected properties?
heat
1 equiv Br2
dibromide
crystals
- HBr
tropilidene
Transcribed Image Text:Chemistry 3. The following sequence generates crystals. The crystals produced are insoluble in organic solvents but freely soluble in water. They have a melting point of 203 °C. There is an instantaneous precipitate formed with silver nitrate solution. Catalytic hydrogenation gives cycloheptane. What is the crystalline compound? Why does it have these unexpected properties? heat 1 equiv Br2 dibromide crystals - HBr tropilidene
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