
(a)
Interpretation:
It should be identified that will a thermal 1, 3-migrations of carbon occur with whether retention or inversion of configuration.
Concept introduction:
Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.
There are mainly three types of pericyclic reactions,
- 1) Electrocyclic reactions
- 2) Cycloaddition reactions
- 3) Sigmatropic reactions
In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”
Sigmatropic rearrangement reactions are named with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.
Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.
When hydrogen migrates in a sigmatropic rearrangement, the s orbital of the hydrogen is partially bonded to both the migration origin and the migration terminus in the transition state.
Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,
Migration of carbon occurs through two ways because it has a two lobed p orbital. Carbon can simultaneously interact with the migration origin and the migration terminus using one lobe of its p orbital.
Migration of carbon 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
Inversion of configuration is the inversion of a chiral center in a molecule in a
Retention of configuration is the preservation of integrity of the spatial arrangement of bonds to a chiral center during a chemical reaction.
(b)
Interpretation:
It should be identified that will a thermal 1, 5-migrations of carbon occur with whether retention or inversion of configuration.
Concept introduction:
Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.
There are mainly three types of pericyclic reactions,
- 1) Electrocyclic reactions
- 2) Cycloaddition reactions
- 3) Sigmatropic reactions
In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”
Sigmatropic rearrangement reactions are named with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.
Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.
When hydrogen migrates in a sigmatropic rearrangement, the s orbital of the hydrogen is partially bonded to both the migration origin and the migration terminus in the transition state.
Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,
Migration of carbon occurs through two ways because it has a two lobed p orbital. Carbon can simultaneously interact with the migration origin and the migration terminus using one lobe of its p orbital.
Migration of carbon 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
Inversion of configuration is the inversion of a chiral center in a molecule in a chemical reaction.
Retention of configuration is the preservation of integrity of the spatial arrangement of bonds to a chiral center during a chemical reaction.

Want to see the full answer?
Check out a sample textbook solution
Chapter 28 Solutions
Organic Chemistry
- 1. Show the steps necessary to make 2-methyl-4-nonene using a Wittig reaction. Start with triphenylphosphine and an alkyl halide. After that you may use any other organic or inorganic reagents. 2. Write in the product of this reaction: CH3 CH₂ (C6H5)₂CuLi H₂O+arrow_forward3. Name this compound properly, including stereochemistry. H₂C H3C CH3 OH 4. Show the step(s) necessary to transform the compound on the left into the acid on the right. Bri CH2 5. Write in the product of this LiAlH4 Br H₂C OHarrow_forwardWhat are the major products of the following reaction? Please provide a detailed explanation and a drawing to show how the reaction proceeds.arrow_forward
- What are the major products of the following enolate alkylation reaction? Please include a detailed explanation as well as a drawing as to how the reaction proceeds.arrow_forwardA block of zinc has an initial temperature of 94.2 degrees celcius and is immererd in 105 g of water at 21.90 degrees celcius. At thermal equilibrium, the final temperature is 25.20 degrees celcius. What is the mass of the zinc block? Cs(Zn) = 0.390 J/gxdegrees celcius Cs(H2O) = 4.18 J/gx degrees celcusarrow_forwardPotential Energy (kJ) 1. Consider these three reactions as the elementary steps in the mechanism for a chemical reaction. AH = -950 kJ AH = 575 kJ (i) Cl₂ (g) + Pt (s) 2C1 (g) + Pt (s) Ea = 1550 kJ (ii) Cl (g)+ CO (g) + Pt (s) → CICO (g) + Pt (s) (iii) Cl (g) + CICO (g) → Cl₂CO (g) Ea = 2240 kJ Ea = 2350 kJ AH = -825 kJ 2600 2400 2200 2000 1800 1600 1400 1200 1000 a. Draw the potential energy diagram for the reaction. Label the data points for clarity. The potential energy of the reactants is 600 kJ 800 600 400 200 0 -200- -400 -600- -800- Reaction Progressarrow_forward
- Can u help me figure out the reaction mechanisms for these, idk where to even startarrow_forwardHi, I need your help with the drawing, please. I have attached the question along with my lab instructions. Please use the reaction from the lab only, as we are not allowed to use outside sources. Thank you!arrow_forwardHi, I need your help i dont know which one to draw please. I’ve attached the question along with my lab instructions. Please use the reaction from the lab only, as we are not allowed to use outside sources. Thank you!arrow_forward
- 5. Write the formation reaction of the following complex compounds from the following reactants: 6. AgNO₃ + K₂CrO₂ + NH₄OH → 7. HgNO₃ + excess KI → 8. Al(NO₃)₃ + excess NaOH →arrow_forwardIndicate whether the product formed in the reaction exhibits tautomerism. If so, draw the structure of the tautomers. CO₂C2H5 + CH3-NH-NH,arrow_forwardDraw the major product of this reaction N-(cyclohex-1-en-1-yl)-1-(pyrrolidino) reacts with CH2=CHCHO, heat, H3O+arrow_forward
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENTPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning

