When compound (A) is treated with Cl-, the result is (B), as shown at the right. You might want to number your carbons. Just sayin'. O When 2-(2-hydroxyhept-6-en-2-yl)phenol (C) is treated with aqueous acid, the result is 6,7-benzo-1,5-dimethyl-8-oxabicyclo[4.3.1]nonane (D), as shown at the right. You might want to number your carbons. Just sayin'. RO (A) Give a detailed, stepwise mechanism that accounts for the formation of (B) from (A). Give a detailed, stepwise mechanism that accounts for the formation of (D) from (C). OTf CH,Ph OH OH (C) RO H₂O N. (B) CH₂CI CH,Ph (D) + OTf
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.
![When compound (A) is treated with Cl-, the result is (B), as shown at the
right. You might want to number your carbons. Just sayin'.
RO
When 2-(2-hydroxyhept-6-en-2-yl)phenol (C) is treated with aqueous
acid, the result is 6,7-benzo-1,5-dimethyl-8-oxabicyclo[4.3.1]nonane (D),
as shown at the right. You might want to number your carbons. Just
sayin'.
-N
(A)
Give a detailed, stepwise mechanism that accounts for the formation of (B) from (A).
OTf
Give a detailed, stepwise mechanism that accounts for the formation of (D) from (C).
CH,Ph
OH
OH
(C)
CI
RO
H3O*
N.
(B)
CH₂CI
CH,Ph
(D)
+ OTf](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fb25389d7-f7b1-4fda-b96e-7e293332e178%2F03f333e2-9f83-4b15-ad36-bdd33a0aad4f%2F60qcuq_processed.jpeg&w=3840&q=75)
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