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Chapter 12: Q.74. (page 494)

Question: Draw a stepwise mechanism for the following reaction.

Short Answer

Expert verified

Answer

Step by step solution

01

Oxidization

CrO3 is a strong oxidizing agent. It also acts as a catalyst in the presence of a strong acid such as sulfuric acid.

02

Proton abstraction

The electron-rich oxygen donates its electrons to the acidic hydrogen present in H2SO4 and abstracts it making a H2O+.

03

Stepwise mechanism

The oxygen atom first donates its electrons to the acidic hydrogen present in H2SO4. The double bond undergoes rearrangement as the H2O+ ion leaves. A ketonic center is formed by the action of HSO4-.

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Most popular questions from this chapter

Question: Which alkyne has the smaller Heat of hydrogenation HC鈮�CCH2CH2CH3orCH3C鈮�CCH2CH3 ? Explain your choice.

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

a.

b.

c.

Question: How many rings and 蟺 bonds are contained in compounds A鈥揅? Draw one possible structure for each compound.

a. Compound A has molecular formula C5H8 and is hydrogenated to a compound having molecular formula C5H10.

b. Compound B has molecular formula C10H16 and is hydrogenated to a compound having molecular formula C10H18 .

c. Compound C has molecular formula C8H8 and is hydrogenated to a compound having molecular formula C8H16.

Question: Classify each reaction as oxidation, reduction, or neither

a.

b.

c.

d.

Draw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reaction occurs.

a. H2+Pd-C

b. H2+ Lindlar catalyst

c. Na ,NH3

d. CH3CO3H

e. [1]. CH3CO3H [2] H2O ,OH-

f. [1] OSO4+NMO [2] NaHSO3, H2O

g.KMnO4 ,H2O ,OH-

h. [1] LiAlH4 [2] H2O

i. [1] O3 .[2] H3CSCH3

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

k. mCPBA

l.Product in (k); Then[1] LiAlH4 [2] H2O

See all solutions

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