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Chapter 12: PROBLEM 12.40 (page 489)

Question: Draw the organic products formed in each reaction.

a.

b.

c.

d.

Short Answer

Expert verified

Answer

a.

b.

c.

d.

Step by step solution

01

Formation of acyl chloride

a.Alcohols can be converted to acyl chlorides by treating them with thionyl chloride and pyridine.

The given compound is treated the same way and then further reduced using LiAlH4 .

The product is given below:

Formation of acyl chloride

02

Dihydroxylation using osmium tetroxide

b. When the alkene is reacted with osmium tetroxide and then treated with sodium bisulfite, the product is given below:

Dihydroxylation reaction using osmium tetroxide

03

Epoxidation

c. Treating the alkene with mCPBA leads to the formation of the following epoxide, which is then reduced using LiAlH4 ,H2O . The reaction is shown below:

Epoxidation and reduction of alkene

04

Hydrogenation using Lindlar catalyst

d. The Lindlar catalyst is capable of reducing alkyne to alkene but is unreactive towards alkene.

The reaction is shown below:

Hydrogenation using Lindlar catalyst

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Most popular questions from this chapter

Question: Draw the organic products formed when allylic alcohol A is treated with each reagent.

a. H2 +Pd-c

b. mCPBA

c. PCC

d. CrO3 ,H2SO4, H2O

e.(CH3)3COOH , Ti [OCH(CH3)3]4 (+) -DET

f.(CH3)3COOH , Ti [OCH(CH3)3]4 (-) -DET

g. [1] PBr3,[2] LiAlH4 ,[3] H2O

h. HCrO4- 鈥揂mberlyst A-26 resin

Question: Draw the organic products in each of the following reactions.

a.

b.

c.

d.

Question: Draw the products formed when A is treated with each reagent: (a) H2 Pd-C; (b) mCPBA; (c) PCC; (d) CrO3, H2SO4, H2O; (e) Sharpless reagent with (+)-DET.

Question: Devise a synthesis of each compound from the indicated starting material, organic compounds containing one or two carbons, and any other required reagents.

Question: Draw the products formed when each alkyne is treated with O3 followed by H2O .

a.

b.

c.
See all solutions

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