
(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.

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Chapter 28 Solutions
ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
- Which of the following is the most acidic transition metal cation? Group of answer choices Fe3+ Sc3+ Mn4+ Zn2+arrow_forwardBased on the thermodynamics of acetic acid dissociation discussed in Lecture 2-5, what can you conclude about the standard enthalpy change (ΔHo) of acid dissociation for HCl? Group of answer choices You cannot arrive at any of the other three conclusions It is a positive value It is more negative than −0.4 kJ/mol It equals −0.4 kJ/molarrow_forwardPLEASE HELP URGENT!arrow_forward
- Draw the skeletal structure corresponding to the following IUPAC name: 7-isopropyl-3-methyldecanearrow_forwardWhich of the following oxyacids is the weakest? Group of answer choices H2SeO3 Si(OH)4 H2SO4 H3PO4arrow_forwardAdd conditions above and below the arrow that turn the reactant below into the product below in a single transformation. + More... If you need to write reagents above and below the arrow that have complex hydrocarbon groups in them, there is a set of standard abbreviations you can use. More... T H,N NC Datarrow_forward
- Indicate the order of basicity of primary, secondary and tertiary amines.arrow_forward> Classify each of the following molecules as aromatic, antiaromatic, or nonaromatic. Cl Z- N O aromatic O antiaromatic O nonaromatic O aromatic O antiaromatic O nonaromatic O aromatic ○ antiaromatic nonaromaticarrow_forwardPlease help me answer this question. I don't understand how or even if this can happen in a single transformation. Please provide a detailed explanation and a drawing showing how it can happen in a single transformation. Add the necessary reagents and reaction conditions above and below the arrow in this organic reaction. If the products can't be made from the reactant with a single transformation, check the box under the drawing area instead.arrow_forward
- 2) Draw the correct chemical structure (using line-angle drawings / "line structures") from their given IUPAC name: a. (E)-1-chloro-3,4,5-trimethylhex-2-ene b. (Z)-4,5,7-trimethyloct-4-en-2-ol C. (2E,6Z)-4-methylocta-2,6-dienearrow_forwardපිපිම Draw curved arrows to represent the flow of electrons in the reaction on the left Label the reactants on the left as either "Acid" or "Base" (iii) Decide which direction the equilibrium arrows will point in each reaction, based on the given pk, values (a) + H-O H 3-H + (c) H" H + H****H 000 44-00 NH₂ (e) i Дон OH Ө NHarrow_forward3) Label the configuration in each of the following alkenes as E, Z, or N/A (for non-stereogenic centers). 00 E 000 N/A E Br N/A N/A (g) E N/A OH E (b) Oz N/A Br (d) 00 E Z N/A E (f) Oz N/A E (h) Z N/Aarrow_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

