1. In the lecture on the reactions of alkenes, we studied the reaction of alkenes with N-Bromosuccinimide (NBS), which went through a mechanism involving an allylic radical (theradical is a carbon attached to a carbon involved in a л bond). What if there were a conjugatedsystem? Draw, using curved arrows, the three resonance forms of cyclohexadienyl radical:

Given that, the structure of cyclohexadienyl radical is:

Answered: 1. In the lecture on the reactions of…

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

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.44P

See similar textbooks

Similar questions

12) Use the curved arrow formalism to show the movement of electron pairs in the following reaction and label each reactant as a nucleophile or an electrophile. CHÍNH CHỊCH, + CO Học Nha CH₂CH₂CI
The compound below is treated with chlorine in the presence of light. H3C CH3 H3C° `CH2CH3 Draw the structure for the organic radical species produced by reaction of the compound with a chlorine atom. Assume reaction occurs at the weakest C-H bond. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms.
A benzene ring alters the reactivity of a neighboring group in the so-called “benzylic” position, similarly to how a double bond alters the reactivity of groups in the “allylic” position. Benzylic cations, anions, and radicals are all more stable than simple alkyl intermediates. a) Use resonance structures to show the delocalization of the positive charge, negative charge, and unpaired electron of the benzyl cation, anion, and radical.
(dehydrobromination) A chemist carried out an elimination reaction of 1,1-dimethyl-2- bromocyclopentane. The chemist expected the reaction to yield alkene Z as product. However, alkene Z DID NOT form. Instead, three alkenes were produced: one alkene was the major product, the other two alkenes was the minor products. What was the major alkene product that formed? Br Select one: A. I B. II C. IV D. III alcohol HEAT || Z = + (HBr) IV
4. a) Explain why pyrrole is aromatic. Draw an orbital energy diagram (arrows on lines) that indicates where the non-bonding electron pair in nitrogen is located. H furan b) Furan can undergo electrophilic aromatic substitution, just like benzene. Draw the intermediate and its resonance form(s) if furan is substituted with an electrophile (E') in the C-2 position. c) Draw the intermediate and its resonance form(s) if furan is substituted with an electrophile (E") in the C-3 position. d) Based upon your answers to b and c, what is the product of the following reaction. HNO3 H₂SO4 €
5. a) Determine the major product that is formed when the alkyl halide reacts with a hydroxide ion in an elimination reaction. CH,CH,CH,CH,CCH, Br b) For the major elimination product obtained in 5a), which stereoisonmer (cis or trans) is obtained in greater yield? Draw the two isomers and provide the names of the compounds.
A certain hydrocarbon had the molecular formula C16H26 and contained two triple bonds. Ozonolysis gave CH3(CH2), CO₂H and HO₂CCH2CH2CH2CH2CO₂H as the only products. Draw a reasonable structure for this hydrocarbon. Click and drag to start drawing a structure. D:
Define the Mechanism of the Radical Addition of HBr to an Alkene ?
Draw the product that would form when 4-methyl-2-pentene reacts with bromine. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. / Sn [F ? ChemDoodle
What is the substitution reaction mechanism used to yield 7-chloro-4-ethylhept-2-ene? Please draw it out with all steps and arrows.
Radical bromination of propene using NBS gives 3-bromo-1-propene. Draw the allylic radical intermediate formed during this reaction, showing both resonance structures.
Draw the major organic product formed by reaction of 2-hexyne with the following reagent: H₂O in H₂SO4 / HgSO4. • Consider E/Z stereochemistry of alkenes. • In cases where there is more than one answer, just draw one. • If no reaction occurs, draw the organic starting material.

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

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

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

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

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS