17. Heating the chiral 2° alcohol /3 halide (2R,5R)-5-chloro-5-methylheptan-2-ol (shown) in a polar, protic solvent (methanol, bp 65°C, & 33), produces a mixture of ethers (shown without stereochemistry) in good yield. No acid or other reactants are involved. a) Propose a MECHANISM- IN-DETAIL that accounts for these ether products (See #7 instructions.) OH heat + HCI methanol CI b) Draw the stereochemical structures of the ether products (how many bottles are needed for the products of this reaction?). (2) What word describes the stereochemical relationship between the two ether products? enantiomer

17. Heating the chiral 2° alcohol /3 halide (2R,5R)-5-chloro-5-methylheptan-2-ol (shown) in a polar, protic solvent (methanol, bp 65°C, & 33), produces a mixture of ethers (shown without stereochemistry) in good yield. No acid or other reactants are involved. a) Propose a MECHANISM- IN-DETAIL that accounts for these ether products (See #7 instructions.) OH heat + HCI methanol CI b) Draw the stereochemical structures of the ether products (how many bottles are needed for the products of this reaction?). (2) What word describes the stereochemical relationship between the two ether products? enantiomer

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter11: Ethers, Epoxides, And Sulfides

Section: Chapter Questions

Problem 11.29P

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