3. Alkenes provide many ways for incorporating oxygen atoms at specific locations in our molecule. Follow prompts i-iii to complete the 2-3 step synthesis problems below. i. Compare the structure of the starting material and the final product. Find the carbons from LİCH2CH3 in the final product and circle them. ii. Based on the location of the new bond formed in the final product, did LICH2CH3 attack a carbonyl or epoxide electrophile? Draw the full structure of this electrophile in the Electrophile box. Based on the location of the oxygen in the electrophile, identify which of the following reactions should be applied to the alkene starting material, and write the appropriate reagents in the box for Rxn 1: hydration, oxymercuration-reduction, hydroboration- oxidation, epoxidation, ozonolysis. Draw the structure of Intermediate Product 1. If Intermediate Product 1 and Electrophile are different, provide the missing reagents for Rxn 2. If they match, write NA in the box for Rxn 2. iii. iv. Starting Material Intermediate Rxn 1 Rxn 2 Electrophile Final Product Product 1 OH LİCH¿CH3 HO LİCH¿CH3 Но LİCH¿CH3 OH LİCH¿CH3 LİCH¿CH3 1 1

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Chapter1: Chemical Foundations
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3. Alkenes provide many ways for incorporating oxygen atoms at specific locations in our
molecule. Follow prompts i-iii to complete the 2-3 step synthesis problems below.
i.
Compare the structure of the starting material and the final product. Find the carbons from
LİCH2CH3 in the final product and circle them.
ii.
Based on the location of the new bond formed in the final product, did LICH2CH3 attack a
carbonyl or epoxide electrophile? Draw the full structure of this electrophile in the
Electrophile box.
Based on the location of the oxygen in the electrophile, identify which of the following
reactions should be applied to the alkene starting material, and write the appropriate
reagents in the box for Rxn 1: hydration, oxymercuration-reduction, hydroboration-
oxidation, epoxidation, ozonolysis. Draw the structure of Intermediate Product 1.
If Intermediate Product 1 and Electrophile are different, provide the missing reagents for
Rxn 2. If they match, write NA in the box for Rxn 2.
iii.
iv.
Starting
Material
Intermediate
Rxn 1
Rxn 2
Electrophile
Final Product
Product 1
OH
LİCH¿CH3
HO
LİCH¿CH3
HO
LİCH2CH3
ОН
LİCH¿CH3
LİCH2CH3
1
1
1
Transcribed Image Text:3. Alkenes provide many ways for incorporating oxygen atoms at specific locations in our molecule. Follow prompts i-iii to complete the 2-3 step synthesis problems below. i. Compare the structure of the starting material and the final product. Find the carbons from LİCH2CH3 in the final product and circle them. ii. Based on the location of the new bond formed in the final product, did LICH2CH3 attack a carbonyl or epoxide electrophile? Draw the full structure of this electrophile in the Electrophile box. Based on the location of the oxygen in the electrophile, identify which of the following reactions should be applied to the alkene starting material, and write the appropriate reagents in the box for Rxn 1: hydration, oxymercuration-reduction, hydroboration- oxidation, epoxidation, ozonolysis. Draw the structure of Intermediate Product 1. If Intermediate Product 1 and Electrophile are different, provide the missing reagents for Rxn 2. If they match, write NA in the box for Rxn 2. iii. iv. Starting Material Intermediate Rxn 1 Rxn 2 Electrophile Final Product Product 1 OH LİCH¿CH3 HO LİCH¿CH3 HO LİCH2CH3 ОН LİCH¿CH3 LİCH2CH3 1 1 1
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