Analyze the two (2) SN2 reactions by responding to the questions. Rxn->> Question Draw a Lewis structure for the nucleophile used in this rxn which takes into account the spectator ion. Draw a resonance structure that shows an additional site of nucleophilicity in the nucleophile. Draw an SN2 mechanism for the given rxn. Why did the nucleophile attack from the site it did? Which rxn do you think is faster/slower than the NaNCS H3C H3C SCN ₁0 NaNCO H3C H3C NCO + ₁0
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.
![Rxn →>>
Analyze the two (2) SN2 reactions by responding to the questions.
Question
Draw a Lewis structure
for the nucleophile used
in this rxn which takes
into account the spectator
ion.
Draw a resonance
structure that shows an
additional site of
nucleophilicity in the
nucleophile.
Draw an SN2 mechanism
for the given rxn.
Why did the nucleophile.
attack from the site it
did?
Which rxn do you think is
faster/slower than the
other?
TA
Why do you think each
rxn is faster/slower than
the other?
NaNCS
H3C
●●●
H3C
SCN Ⓒ
NaNCO
H3C
H3C NCO
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