elect the method(s) that would be successful in producing the product starting from given reactant in good yield. ote: The steps in a method are written in the order carried out. Br CH =CH• lethod I: (a)Mg,(b)CO2,(c)H30*, (d)LIAIH4, (e)H3O*,(f) Dess-Martin reagent, (g)Ph3P* "CHCH(CH3)2. lethod II:(a)Mg, (b)CNCH2CH(CH3)2, (c)H3O*, (d)NABH4, (e)H3O*, (f)POCI3/pyridine. lethod III:(a)Mg,(b)HCOCH2CH2CH(CH3)2, (c)H3O*,(d)POCI3/pyridine. lethod IV:(a)Mg,(b)CO2, (c)BrCH2CH(CH3)2/Mg, (d)H3O*,(e)POCI3/pyridine. - Method I O Method IV O Method II O Method III

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
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.50P
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Select the method(s) that would be successful in producing the product starting from given reactant in good yield .
Note: The steps in a method are written in the order carried out.
Br
CH =CH:
Method I: (a)Mg,(b)CO2,(c)H3O*, (d)LIAIH4, (e)H3O*,(f) Dess-Martin reagent, (g)Ph3P* -CHCH(CH3)2.
Method II:(a)Mg. (b)CNCH2CH(CH3)2. (c)H3O*, (d)NABH4, (e)H3O*, (f)POCI3/pyridine.
Method III:(a)Mg, (b)HCOCH2CH2CH(CH3)2, (c)H3O*,(d)POCI3/pyridine.
Method IV:(a)Mg,(b)CO2, (c)BRCH2CH(CH3)2/Mg, (d)H30*,(e)POCI3/pyridine.
Method I
Method IV
Method II
O Method III
O O O
Transcribed Image Text:Select the method(s) that would be successful in producing the product starting from given reactant in good yield . Note: The steps in a method are written in the order carried out. Br CH =CH: Method I: (a)Mg,(b)CO2,(c)H3O*, (d)LIAIH4, (e)H3O*,(f) Dess-Martin reagent, (g)Ph3P* -CHCH(CH3)2. Method II:(a)Mg. (b)CNCH2CH(CH3)2. (c)H3O*, (d)NABH4, (e)H3O*, (f)POCI3/pyridine. Method III:(a)Mg, (b)HCOCH2CH2CH(CH3)2, (c)H3O*,(d)POCI3/pyridine. Method IV:(a)Mg,(b)CO2, (c)BRCH2CH(CH3)2/Mg, (d)H30*,(e)POCI3/pyridine. Method I Method IV Method II O Method III O O O
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