Chapter 11: Q36. (page 450)
Question: What alkynes give each of the following ketones as the only product after hydration with ?
a.
b.
c.
d.
Short Answer
Answer
a. 
b. 
c. 
d.
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Chapter 11: Q36. (page 450)
Question: What alkynes give each of the following ketones as the only product after hydration with ?
a.
b.
c.
d.
Answer
a. 
b. 
c. 
d.
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Question: N-Chlorosuccinimide (NCS) serves as a source of Cl+in electrophilic addition reactions to alkenes and alkynes. Keeping this in mind, draw a stepwise mechanism for the following addition to buy-2-yne.

Draw the organic products formed when each alkyne is treated with two equivalents of HBr.
a.
b.
c.
Question: Devise a synthesis of the ketone hexan-3-one, CH3CH2COCH2CH2CH3 , from CH3CH2Br as the only organic starting material; that is, all the carbon atoms in hexan-3-one must come from CH3CH2Br . You may use only other needed reagents.
Question: Answer the following questions about erlotinib and phomallenic acid C. Erlotinib, sold under the trade name Tarceva, was introduced in 2004 for the treatment of lung cancer. Phomallenic acid C is an inhibitor of bacterial fatty acid synthesis.

a. Which C-H bond in erlotinib is most acidic?
b.What orbitals are used to form the shortest C-C single bond in erlotinib?
c. Which H atom in phomallenic acid C is most acidic?
d. How many sp hybridized carbons are contained in phomallenic acid C?
e. Rank the labelled bonds in phomallenic acid C in order of increasing bonds strength.
Question: Devise a synthesis of from two-carbon starting materials.
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