Concept explainers
(a)
Interpretation:
The curved arrows for each step of the mechanism must be drawn and the sequence of arrow pushing patterns must be identified.
Concept Introduction :
The curved arrow shows the electron flow; and thereby, it shows bond breaking and new bond formation. The alpha hydrogen of
(b)
Interpretation:
For the conversion of 4 to 5 the electrophilic and nucleophilic centers must be identified with the help of resonance.
Concept Introduction :
Electrophilic centers are those where there is low electron density. Nucleophilic centers are those where there is higher electron density.
(c)
Interpretation:
Configuration of the newly formed chiral center during conversion of 4 to 5 must be determined. Why the other possible configuration is not observed must be explained.
Concept Introduction :
The configuration of a chiral center depends on the three dimensional orientations and priorities of different groups. Priorities of those groups can be determined using CIP (Cahn-Ingold-Prelog) priority rules according to which higher is the

Want to see the full answer?
Check out a sample textbook solution
Chapter 6 Solutions
ORGANIC CHEMISTRY
- (c) (4pts) Mechanism: heat (E1) CH3OH + 1.5pts each _E1 _ (1pt) Br CH3OH (d) (4pts) Mechanism: SN1 (1pt) (e) (3pts) 1111 I H 10 Ill!! H LDA THF (solvent) Mechanism: E2 (1pt) NC (f) Bri!!!!! CH3 NaCN (3pts) acetone Mechanism: SN2 (1pt) (SN1) -OCH3 OCH3 1.5pts each 2pts for either product 1pt if incorrect stereochemistry H Br (g) “,、 (3pts) H CH3OH +21 Mechanism: SN2 (1pt) H CH3 2pts 1pt if incorrect stereochemistry H 2pts 1pt if incorrect stereochemistryarrow_forwardA mixture of butyl acrylate and 4'-chloropropiophenone has been taken for proton NMR analysis. Based on this proton NMR, determine the relative percentage of each compound in the mixturearrow_forwardQ5: Label each chiral carbon in the following molecules as R or S. Make sure the stereocenter to which each of your R/S assignments belong is perfectly clear to the grader. (8pts) R OCH 3 CI H S 2pts for each R/S HO R H !!! I OH CI HN CI R Harrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

