9.Write structural formulas for the major organic product(s) for the following reactions. Be sure toindicate stereochemistry when relevant.(CH;CH,CH,),CuLi(a)ClBrPAL2(b)HO(c)CH;CH,CH,CH,OHC,H5MgBr10.Propose a reasonable mechanism for the following reaction Be sure to include all intermediates.(transition states are not necessary)BrBrhvCH3-CH=C(CH3)2 +Br,ČH,-CH=C(CH3)2CH2=CH–Ċ(CH3)211.Indicate how each of the following compounds could be prepared using the given startingmaterialCH;CH,CH,CH3CH;CH,CH,CH,BrCH;CH,CH,CH3H,C=CH-CH=CH2BrCH;CHCH,CH3CH;CH=CCH,CH3CH3

Answered: Image /qna-images/answer/d33aaa42-db15-475c-bb49-0512cc2f0825.jpg

9. Write structural formulas for the major organic product(s) for the following reactions. Be sure to indicate stereochemistry when relevant. (CH;CH,CH,),CuLi `CI Br PdL2 (b) .B НО CH;CH,CH,CH,OH C,H;MgBr

9. Write structural formulas for the major organic product(s) for the following reactions. Be sure to indicate stereochemistry when relevant. (CH;CH,CH,),CuLi `CI Br PdL2 (b) .B НО CH;CH,CH,CH,OH C,H;MgBr

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section20.6: Sigmatropic Shifts

Problem 20.12P

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Concept explainers

Reactions of Ethers

Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.

Epoxides

Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.

Williamson Ether Synthesis

An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.

Question

9.
Write structural formulas for the major organic product(s) for the following reactions. Be sure to
indicate stereochemistry when relevant.
(CH;CH,CH,),CuLi
(a)
Cl
Br
PAL2
(b)
HO
(c)
CH;CH,CH,CH,OH
C,H5MgBr
10.
Propose a reasonable mechanism for the following reaction Be sure to include all intermediates.
(transition states are not necessary)
Br
Br
hv
CH3-CH=C(CH3)2 +
Br,
ČH,-CH=C(CH3)2
CH2=CH–Ċ(CH3)2
11.
Indicate how each of the following compounds could be prepared using the given starting
material
CH;CH,CH,CH3
CH;CH,CH,CH,Br
CH;CH,CH,CH3
H,C=CH-CH=CH2
Br
CH;CHCH,CH3
CH;CH=CCH,CH3
CH3

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