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Chapter 12: PROBLEM 12.15 (page 469)

Question:What epoxide is formed when each alkene is treated with mCPBA?

a.

b.


c.

Short Answer

Expert verified

Answer

a.


b.

c.

Step by step solution

01

Oxidation of alkene with mCPBA

Oxidation (addition of oxygen) reaction of alkenes occurs when alkenes are treated with mCPBA.

Weaker O-O bond in peroxyacid is broken, and two C-O epoxide bonds are formed using the double bond of alkene and lone pair of peroxyacid

02

Epoxidation reaction

Double bonds of alkene are cleaved, and C-O epoxide bonds are formed

a.

Action of mCPBA - Epoxide formation

b.

Action of mCPBA - Epoxide formation

c.

Action of mCPBA - Epoxide formation

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Most popular questions from this chapter

Question: Draw the product of each asymmetric epoxidation reaction.

Question: Draw the products formed when the following diene is treated with O3followed by H3CSCH3 .

Question: Match each alkene to its heat of hydrogenation.Alkenes: 3-methylbut-1-ene, 2-methylbut-1-ene, 2-methylbut-2-ene ∆H°(hydrogenation) kJ/mol: –119, –127, –112

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

a. H2 +Pd-c

b. mCPBA

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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- –Amberlyst A-26 resin

Question: Dihydroxylation of an alkene can be carried out with H2O2 in HCO2H. In this reaction, transbut-2-ene affords (2R,3S)-butane-2,3-diol, whereas cis-but-2-ene affords a mixture of (2R,3R)-butane-2,3-diol and (2S,3S)-butane-2,3-diol. Does dihydroxylation by this method occur with syn or anti addition?
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