The two product in the given reaction are formed after [1, 7] sigmatropic rearrangement, one due to hydrogen migration and the other to deuterium migration. It should be represented the configuration of product by replacing the A and B with appropriate atoms (H or D) Concept introduction: In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.” Sigma tropic rearrangement reactions are designated with digits. For example a [1, 3] sigma tropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3 Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions. Woodward – Hoffmann rules for sigma tropic rearrangement reactions are listed below S u m o f t h e n u m b e r o f b o n d s i n t h e r e a c t i n g s y t e m s o f b o t h r e a g e n t s Reaction conditions Allowed mode of bond formation Even number Thermal Antarafacial Photochemical Suprafacial Odd number Thermal Suprafacial Photochemical Antarafacial Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows, Carbon migrating with one lobe of its p orbital interacting Carbon migrating with both lobe of its p orbital interacting

Question

Want to see the full answer?

Answer 1

Question

Chapter 28, Problem 35P

Interpretation Introduction

Interpretation:

The two product in the given reaction are formed after [1, 7] sigmatropic rearrangement, one due to hydrogen migration and the other to deuterium migration. It should be represented the configuration of product by replacing the A and B with appropriate atoms (H or D)

Concept introduction:

In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Sigma tropic rearrangement reactions are designated with digits. For example a [1, 3] sigma tropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3

Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.

Woodward – Hoffmann rules for sigma tropic rearrangement reactions are listed below

Sum of the number of bonds in the reacting sytems of both reagents Reaction conditionsAllowed mode of bond formationEven numberThermalAntarafacialPhotochemicalSuprafacialOdd numberThermalSuprafacialPhotochemicalAntarafacial

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,

Carbon migrating with one lobe of its p orbital interacting

Carbon migrating with both lobe of its p orbital interacting

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Feedback (4/10) 30% Retry Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the reactant and missing intermediates involved in this reaction. Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. Incorrect, 6 attempts remaining :0: Draw the Reactant H H3CO H- HIO: Ö-CH3 CH3OH2* protonation H. a H (+) H Ο CH3OH2 O: H3C protonation CH3OH deprotonation > CH3OH nucleophilic addition H. HO 0:0 Draw Intermediate a X

Can I please get the blank spaces answered/answers?

1. Identify the following alkenes as E or Z NH₂ Br 2. Draw the structures based on the IUPAC names (3R,4R)-3-bromo-4-fluoro- 1-hexene (Z)-4-bromo-2-iodo-3-ethyl- 3-heptene تر 3. For the following, predict all possible elimination product(s) and circle the major product. HO H₂SO4 Heat 80 F4 OH H2SO4 Heat 어요 F5 F6 1 A DII 4 F7 F8 F9 % & 5 6 7 * ∞ 8 BAB 3 E R T Y U 9 F D G H J K O A F11 F10