Concept explainers
Interpretation:
It should be determined that the given [1, 7] sigmatropic rearrangement involves whether suprafacial or antarafacial rearrangement.
Concept introduction:
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
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Chapter 28 Solutions
Organic Chemistry
- Draw the mechanism for the following reaction: CH3 CH3 Et-OH Et Edit the reaction by drawing all steps in the appropriate boxes and connecting them with reaction arrows. Add charges where needed. Electron-flow arrows should start on the electron(s) of an atom or a bond and should end on an atom, bond, or location where a new bond should be created. H± EXP. L CONT. י Α [1] осн CH3 а CH3 :Ö Et H 0 N о S 0 Br Et-ÖH | P LL Farrow_forward20.00 mL of 0.150 M NaOH is titrated with 37.75 mL of HCl. What is the molarity of the HCl?arrow_forward20.00 mL of 0.025 M HCl is titrated with 0.035 M KOH. What volume of KOH is needed?arrow_forward
- 20.00 mL of 0.150 M NaOH is titrated with 37.75 mL of HCl. What is the molarity of the HCl?arrow_forward20.00 mL of 0.025 M HCl is titrated with 0.035 M KOH. What volume of KOH is needed?arrow_forward20.00 mL of 0.150 M HCl is titrated with 37.75 mL of NaOH. What is the molarity of the NaOH?arrow_forward
- Calculate the pH of 0.450 M KOH.arrow_forwardWhich does NOT describe a mole? A. a unit used to count particles directly, B. Avogadro’s number of molecules of a compound, C. the number of atoms in exactly 12 g of pure C-12, D. the SI unit for the amount of a substancearrow_forward5 What would the complete ionic reaction be if aqueous solutions of potassium sulfate and barium acetate were mixed? ed of Select one: O a 2 K SO4 + Ba2 +2 C₂H3O21 K+SO4 + Ba2+ + 2 C2H3O21 K+SO42 + Ba2 +2 C2H3O2 BaSO4 +2 K+ + 2 C2H3O estion Ob. O c. Od. 2 K SO4 +Ba2 +2 C₂H₂O₂ BaSO4 + K+ + 2 C2H3O BaSO4 + K + 2 C2H301 →Ba² +SO42 +2 KC2H3O s pagearrow_forward
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