[Review Topics] [References] Draw structural formulas for the alkoxide ion and the alkyl(aryl)bromide that may be used in a Williamson synthesis of the ether shown. 0 O–CH,CH3 • You do not have to consider stereochemistry. • Do not include counter-ions, e.g., Na+, I, in your answer. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu.

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Chapter1: Chemical Foundations
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[Review Topics]
[References]
Draw structural formulas for the alkoxide ion and the alkyl(aryl)bromide that may be used in a Williamson synthesis of the ether
shown.
o
O—CH,CH3
• You do not have to consider stereochemistry.
• Do not include counter-ions, e.g., Na+, I, in your answer.
• Draw one structure per sketcher. Add additional sketchers using the drop-down menu
Separate structures with + signs from the drop-down menu.
ChemDoodle
Sn [F
the bottom right corner.
Transcribed Image Text:[Review Topics] [References] Draw structural formulas for the alkoxide ion and the alkyl(aryl)bromide that may be used in a Williamson synthesis of the ether shown. o O—CH,CH3 • You do not have to consider stereochemistry. • Do not include counter-ions, e.g., Na+, I, in your answer. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu Separate structures with + signs from the drop-down menu. ChemDoodle Sn [F the bottom right corner.
1.
2.
Mg2+ Br
1.
Ph
Ph
a Proton transfer
b = Lewis acid/base
c = Electrophilic addition
2.
NaOEt
H₂SO4/H₂O
EtOH
Ph
Ph
d=E1 Elimination
e E2 Elimination
+
H₂O +
NaCl
Mg2+ Br HSO4
HOEt
The rections above involve synthesis or reactions of alcohols and ethers.
Identify the mechanism by which they proceed from among the mechanisms listed. Use the letters a - g for your answers.
f = SN1 Nucleophilic substitution
g= SN2 Nucleophilic substitution
Transcribed Image Text:1. 2. Mg2+ Br 1. Ph Ph a Proton transfer b = Lewis acid/base c = Electrophilic addition 2. NaOEt H₂SO4/H₂O EtOH Ph Ph d=E1 Elimination e E2 Elimination + H₂O + NaCl Mg2+ Br HSO4 HOEt The rections above involve synthesis or reactions of alcohols and ethers. Identify the mechanism by which they proceed from among the mechanisms listed. Use the letters a - g for your answers. f = SN1 Nucleophilic substitution g= SN2 Nucleophilic substitution
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