Concept explainers
(a)
Interpretation: All resonance structures for the carbocation of given compound formed by ortho attack of the electrophile
Concept introduction: Resonance structure is a blend of two or more Lewis structures. Resonance structures are represented by a double headed arrow between the structures.
(b)
Interpretation: All resonance structures for the carbocation of given compound formed by ortho attack of the electrophile
Concept introduction: Resonance structure is a blend of two or more Lewis structures. Resonance structures are represented by a double headed arrow between the structures.
(c)
Interpretation: All resonance structures for the carbocation of given compound formed by ortho attack of the electrophile
Concept introduction: Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures.
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Chapter 18 Solutions
PKG ORGANIC CHEMISTRY
- 2) Which species has a reasonable leaving group attached to the carbonyl carbon? a. Acetonitrile b. Formaldehyde c. Acetone d. Acetyl chloride e. Bromobenzaldehydearrow_forwardDraw the structure of the product of this reaction. H. J.CH3 КОН E2 elimination product H. Br • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If there are alternative structures, draw the most stable one. • If no reaction occurs, draw the organic starting material. C P opy aste Proviarrow_forwardDraw the least stable resonance form for the intermediate in the following electrophilic substitution reaction. CF3 CF3 Br2/FeBr3 • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. Br In cases where there is more than one answer, just draw one. Br F ?arrow_forward
- Classify each transformation as substitution, elimination, or addition.arrow_forwardDraw the least stable resonance form for the intermediate in the following electrophilic substitution reaction. CF3 CF3 Br₂/FeBr3 . You do not have to consider stereochemistry. . Include all valence lone pairs in your answer. Br • In cases where there is more than one answer, just draw one. Θ Sn F ChemDoodlearrow_forwardWhich reaction can be used to carry out the following transformation? A. B. 1. AICI 3 AIC13 2. HCI, Zn(Hg) C. Either is okay D. Neither will workarrow_forward
- a.What carbon radical is formed by homolysis of the C–Ha bond in propylbenzene? Draw all reasonable resonance structures for this radical. b.What carbon radical is formed by homolysis of the C–Hb bond in propylbenzene? Draw all reasonable resonance structures for this radical. c. The bond dissociation energy of one of the C–H bonds is considerably less than the bond dissociation energy of the other. Which C–H bond is weaker? Offer an explanation.arrow_forward6. Provide the reagents or the product for the following reactions. Br a b. HO он C. PB13arrow_forwardDraw the major organic product of each reaction. Indicate the stereochemistry a. Draw product 1. If the C−OC−O bond breaks, assume inversion of configuration. b. Draw product 2.arrow_forward
- 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.arrow_forwardHomolysis of the indicated C–H bond in propene forms a resonancestabilized radical. a.Draw the two possible resonance structures for this radical. b.Use half-headed curved arrows to illustrate how one resonance structure can be converted to the other. c. Draw a structure for the resonance hybrid.arrow_forwardClassify each solvent as protic or aprotic.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning