10. Starting with toluene, which of the following is the best method to make the ether shown below? (Assume you can separate ortho and para isomers.) Cl- CH2-O- NBS, heat C6H5ONa Cl2/FeCl3 A) CH3 benzoyl peroxide CoHsONa C2/FeCl3 NBS, heat B) -СHз NBS, heat NaOH, H20 CHBr Ch/FeCl CH3 benzoyl C) peroxide NBS, heat NaOH, H20 CHsBr Cl2/FeCl3 -CH3 D) benzoyl peroxide Explain why the other reaction sequences do not work: ww www ww

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10. Starting with toluene, which of the following is the best method to make the ether shown
below? (Assume you can separate ortho and para isomers.)
Cl-
CH2-O-
NBS, heat C6H5ONa Cl2/FeCl3
A)
CH3
benzoyl
peroxide
CoHsONa
C2/FeCl3
NBS, heat
B)
-СHз
NBS, heat NaOH, H20 CHBr Ch/FeCl
CH3 benzoyl
C)
peroxide
NBS, heat NaOH, H20 CHsBr
Cl2/FeCl3
-CH3
D)
benzoyl
peroxide
Explain why the other reaction sequences do not work:
ww
www
ww
Transcribed Image Text:10. Starting with toluene, which of the following is the best method to make the ether shown below? (Assume you can separate ortho and para isomers.) Cl- CH2-O- NBS, heat C6H5ONa Cl2/FeCl3 A) CH3 benzoyl peroxide CoHsONa C2/FeCl3 NBS, heat B) -СHз NBS, heat NaOH, H20 CHBr Ch/FeCl CH3 benzoyl C) peroxide NBS, heat NaOH, H20 CHsBr Cl2/FeCl3 -CH3 D) benzoyl peroxide Explain why the other reaction sequences do not work: ww www ww
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