The compound below is treated with N-bromosuccinimide (NBS) in t presence of light. Draw both resonance structures for the radical produced by reaction o compound with a bromine atom. Assume reaction occurs only at the weakest C-H bond. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. Separate resonance structures using the → symbol from the č down menu. • Include all valence radical electrons in your answer.

The compound below is treated with N-bromosuccinimide (NBS) in t presence of light. Draw both resonance structures for the radical produced by reaction o compound with a bromine atom. Assume reaction occurs only at the weakest C-H bond. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. Separate resonance structures using the → symbol from the č down menu. • Include all valence radical electrons in your answer.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter29: Organic Polymer Chemistry

Section: Chapter Questions

Problem 29.28P

See similar textbooks

Similar questions

If you want to disrupt the ability of radicals to generate more of themselves, particularly in scenarios where they could be harmful like auto-oxidation, you need to find a suitable scavenger reagent. Such materials, known as antioxidants, succeed when they can lead to a new, more stable radical species that terminates the chain without reacting, or by further consumption of reactive radicals to generate additional non-radical species. Which species(s) is or are radical-scavenging reagent(s)? * I just II, only III, only IV, only I and II, only II and III, only III and IV, only
Draw relevant resonance structures for the the phencyclone reactant that explains the lower absorption frequency of the C=O group in comparison to a diels alder adduct. When drawing resonance structures show appropriate arrows, and only move one pair of electrons at a time going from one to the next; show lone pairs and charges, as appropriate. Comment in a sentence or two. Do not involve the double bonds from the benzene ring...
Label the reactive features of the following reactants, select the most reactive feature, thenwrite and highlight what it needs. Also, state if a carbocation, carbon radical, or carbanion willstart to develop, and/or if aromatic character will be lost as a result of a reaction between thesemolecules.1,2-dimethylcyclopentene + Br2 in water
In theory, there are only three inequivalent hydrogens in this molecule that could be substituted by Br in a free radical bromination – circle them. Put an asterisk to mark the one most likely to be substituted first.
Label the reactive features of the following reactants, select the most reactive feature, thenwrite and highlight what it needs. Also, state if a carbocation, carbon radical, or carbanion willstart to develop, and/or if aromatic character will be lost as a result of a reaction between thesemolecules.(E)-4,5-dimethyloct-4-ene + HBr and H2O2
Give the structure(s) of the product(s) of each reaction. Indicate any relative stereochemistry, assuming that each of the Diels-Alder reactions will proceed with endo selectivity. If more than one product is formed, please indicate which one will be the major product or if they will be formed in equal amounts. If no reaction is expected to occur under the indicated conditions, then write "no reaction" or NR, and explain why you would expect nothing to occur. In all cases, equimolar amounts of both components/reagents are present unless indicated otherwise.
What is the delocalization energy and π-bond formation energy of (i) the allyl radical, (ii) the cyclobutadiene cation?
The compound below is treated with N-bromosuccinimide (NBS) in the presence of light. Draw both resonance structures for the radical produced by reaction of the compound with a bromine atom. Assume reaction occurs only at the weakest C-H bond.
Draw a Diels-Alder reaction that shows the stereospecificity of the reaction with respect to both the diene and dienophile, and that would follow the endo rule (show only the major product).
Fill both dashes in the paragraph Compounds containing a phenol group may work as ANTIOXIDANTS to prevent free radical damage. This is accomplished when a free radical (or UV light) encounters a phenol group, turning the phenol group into a radical. However, contrary to typical radical behavior, the structure of the phenol radical can neutralize (or quench) the unpaired electron. Specifically, the phenol structure neutralizes (or quenches) the unpaired radical electron by doing the following: taking the electron and ---------. The correct name (or abbreviation) of an example compound (discussed in the lecture videos) containing a phenol group with antioxidant properties is: ---------.
The benzyl carbocation is a resonance-stabilized carbocation similar to the allyl carbocation. One resonance structure of the benzyl carbocation is shown here. There are three other resonance structures in which the positive charge is distributed over three carbons in the benzene ring. What are the other resonance structures?
Use the inscribed polygon method to show the pattern of molecularorbitals in cyclonona-1,3,5,7-tetraene, and use it to label its cation,radical, and anion as aromatic, antiaromatic, or not aromatic.