Reaction of Compound 1 (C3H9SBr) with one molar equivalent of sodium acetylide ( HC=CNa) in CH2C12 (this is a polar aprotic solvent, it does NOT participate in the mechanism for this reaction) leads to Compound 2, C,H10S and sodium bromide (NaBr). C4HgSBr HCECNA HC=C + NaBr Compound 1 CH,Cl2 CH3 C6H10S Compound 2 a) Did this substitution reaction proceed via SN1 or Sn2 mechanism? Justify your answer. b) Draw the structure of Compound 1(with proper stereochemistry) and label R/S where necessary and state if Compound 1 is optically active. c) Label R/S where necessary for Compound 2 and state if Compound 2 is optical activity.
Reaction of Compound 1 (C3H9SBr) with one molar equivalent of sodium acetylide ( HC=CNa) in CH2C12 (this is a polar aprotic solvent, it does NOT participate in the mechanism for this reaction) leads to Compound 2, C,H10S and sodium bromide (NaBr). C4HgSBr HCECNA HC=C + NaBr Compound 1 CH,Cl2 CH3 C6H10S Compound 2 a) Did this substitution reaction proceed via SN1 or Sn2 mechanism? Justify your answer. b) Draw the structure of Compound 1(with proper stereochemistry) and label R/S where necessary and state if Compound 1 is optically active. c) Label R/S where necessary for Compound 2 and state if Compound 2 is optical activity.
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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.42P: When cis-2-decalone is dissolved in ether containing a trace of HCl, an equilibrium is established...
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