(13) Consider the following reaction: =R CI Cl₂ CI R H Ar R Ar CI Rate k[Cl₂][alkyne]; p= -4.19 for o+ and p = -4.71 for o; AS* = -33 eu for R = H. CI (a) Propose a mechanism that is consistent with the data above and clearly explain why you expect this to be the best possible mechanism. (b) Do you expect a+ or o to fit best for your mechanism? Explain.
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.
MN.21.
![(13) Consider the following reaction:
R
Cl₂
CI CI
CI
R
Ar R
Ar CI
Ratek[Cl₂][alkyne]; p= -4.19 for o+ and p = -4.71 for o; AS* = -33 eu for R = H.
(a) Propose a mechanism that is consistent with the data above and clearly explain why
you expect this to be the best possible mechanism.
(b) Do you expect a+ or o to fit best for your mechanism? Explain.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9f3b46be-34e7-4754-b459-00910bda7a34%2F8fdb1a4e-6931-4c25-bb3d-44da911486ab%2Fhjaby5_processed.jpeg&w=3840&q=75)
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