A compound with the molecular formula, C,,H0 was treated with Wolff-Kishner reagent and the product, C,,H,, was formed. Treatment of this compound with hot KMNO,, generated C,H,0, as one of the products. When this product was heated with 10° 12 4 AIPO, at 7000C, an anhydrous product was formed with the formula, C3H,O,. Determine the structures of all the reactants and products.

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
Chapter29: Organic Polymer Chemistry
Section: Chapter Questions
Problem 29.28P
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A compound with the molecular formula, C,,H0 was treated with Wolff-Kishner
reagent and the product, C,,H,, was formed. Treatment of this compound with hot
KMNO,, generated C,H,0, as one of the products. When this product was heated with
10°
12
4
AIPO, at 7000C, an anhydrous product was formed with the formula, C3H,O,.
Determine the structures of all the reactants and products.
Transcribed Image Text:A compound with the molecular formula, C,,H0 was treated with Wolff-Kishner reagent and the product, C,,H,, was formed. Treatment of this compound with hot KMNO,, generated C,H,0, as one of the products. When this product was heated with 10° 12 4 AIPO, at 7000C, an anhydrous product was formed with the formula, C3H,O,. Determine the structures of all the reactants and products.
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