Interpretation:
The correct product should be identified for the given [1, 3] sigmatropic rearrangement reaction.
Concept introduction:
In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”
Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.
[3,3] sigmatropic rearrangement of a 1,3-diene known as Cope rearrangement reaction.
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 sigmatropic rearrangement reactions are listed below
Carbon migrating with one lobe of its p orbital interacting
Carbon migrating with both lobe of its p orbital interacting
of configuration is the inversion of a chiral center in a molecule in a
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Chapter 28 Solutions
CHEM 262 ORG CHEM EBOOK DIGITAL DELIVERY
- Q2: Label the following molecules as chiral or achiral, and label each stereocenter as R or S. CI CH3 CH3 NH2 C CH3 CH3 Br CH3 X &p Bra 'CH 3 "CH3 X Br CH3 Me - N OMe O DuckDuckarrow_forward1. For the four structures provided, Please answer the following questions in the table below. a. Please draw π molecular orbital diagram (use the polygon-and-circle method if appropriate) and fill electrons in each molecular orbital b. Please indicate the number of π electrons c. Please indicate if each molecule provided is anti-aromatic, aromatic, or non- aromatic TT MO diagram Number of π e- Aromaticity Evaluation (X choose one) Non-aromatic Aromatic Anti-aromatic || ||| + IVarrow_forward1.3 grams of pottasium iodide is placed in 100 mL of o.11 mol/L lead nitrate solution. At room temperature, lead iodide has a Ksp of 4.4x10^-9. How many moles of precipitate will form?arrow_forward
- Q1: Draw the most stable and the least stable Newman projections about the C2-C3 bond for each of the following isomers (A-C). Are the barriers to rotation identical for enantiomers A and B? How about the diastereomers (A versus C or B versus C)? H Br H Br (S) CH3 (R) CH3 H3C (S) H3C H Br Br H A C enantiomers H Br H Br (R) CH3 H3C (R) (S) CH3 H3C H Br Br H B D identicalarrow_forward2. Histamine (below structure) is a signal molecule involved in immune response and is a neurotransmitter. Histamine features imidazole ring which is an aromatic heterocycle. Please answer the following questions regarding Histamine. b a HN =N C NH2 a. Determine hybridization of each N atom (s, p, sp, sp², sp³, etc.) in histamine N-a hybridization: N-b hybridization: N-c hybridization: b. Determine what atomic orbitals (s, p, sp, sp², sp³, etc.) of the lone pair of each N atom resided in N-a hybridization: N-b hybridization: N-c hybridization:arrow_forwardNonearrow_forward
- 29. Use frontier orbital analysis (HOMO-LUMO interactions) to decide whether the following dimerization is 1) thermally allowed or forbidden and 2) photochemically allowed or forbidden. +arrow_forward30.0 mL of 0.10 mol/L iron sulfate and 20.0 mL of 0.05 mol/L of silver nitrate solutions are mixed together. Justify if any precipitate would formarrow_forwardDoes the carbonyl group first react with the ethylene glycol, in an intermolecular reaction, or with the end alcohol, in an intramolecular reaction, to form a hemiacetal? Why does it react with the alcohol it does first rather than the other one? Please do not use an AI answer.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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