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.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:d) You are conducting this reaction in the lab and your partner comes in and accidently adds H20
instead of CH2Cl2. Two new Compounds 3 and 4, both with same molecular formula (C4H10SO),
are made. Draw the new products and state if the solution containing the new products would be
optically active or inactive.

Transcribed Image Text:3) Reaction of Compound 1 (C3H9SB1) with one molar equivalent of sodium acetylide ( HC=CNa ) in
CH2CI2 (this is a polar aprotic solvent, it does NOT participate in the mechanism for this reaction)
leads to Compound 2, C6H10S and sodium bromide (NaBr).
C4H9SBr
HCECNA
S-
HCEC-
+ NaBr
Compound 1
CH,Cl,
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.
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