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
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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![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.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F61bd262a-2b58-4236-876d-86aa8f337b18%2F61e8d624-7860-4290-be87-0162df625df4%2Fxfp0u0x_processed.png&w=3840&q=75)
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.
![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.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F61bd262a-2b58-4236-876d-86aa8f337b18%2F61e8d624-7860-4290-be87-0162df625df4%2Fxhtapyo_processed.png&w=3840&q=75)
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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