Concept explainers
a)
Interpretation:
The resonance structures for the anion shown are to be drawn.
Concept introduction:
Resonance forms differ only in the position of the π bonding and nonbonding pair of electrons. The position and hybridization of the atoms do not change from one resonance form to the other. Octet rule is applied while writing the different resonance forms.
b)
Interpretation:
The resonance structures for the anion shown are to be drawn.
Concept introduction:
Resonance forms differ only in the position of the π bonding and nonbonding pair of electrons. The position and hybridization of the atoms do not change from one resonance form to the other. Octet rule is applied while writing the different resonance forms.
c)
Interpretation:
The resonance structures for the anion shown are to be drawn.
Concept introduction:
Resonance forms differ only in the position of the π bonding and nonbonding pair of electrons. The position and hybridization of the atoms do not change from one resonance form to the other. Octet rule is applied while writing the different resonance forms.
d)
Interpretation:
The resonance structures for the anion shown are to be drawn.
Concept introduction:
Resonance forms differ only in the position of the π bonding and nonbonding pair of electrons. The position and hybridization of the atoms do not change from one resonance form to the other. Octet rule is applied while writing the different resonance forms.
e)
Interpretation:
The resonance structures for the anion shown are to be drawn.
Concept introduction:
Resonance forms differ only in the position of the π bonding and nonbonding pair of electrons. The position and hybridization of the atoms do not change from one resonance form to the other. Octet rule is applied while writing the different resonance forms.
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Chapter 22 Solutions
Organic Chemistry
- Rank the molecules in decreasing (strongest to weakest) acidity. Include ALL resonance structures with arrows and explain reasoning for rank.arrow_forwardLabel the major and minor resonance structures below. Concisely explain why the structure you labeled as major is the major contributor to the overall structure of the compound.arrow_forwardCompound O has molecular formula C10H12O and shows an IR absorption at 1687 cm−1. The 1H NMR spectrum of O is given below. What is the structure of O?arrow_forward
- Compound A exhibits a peak in its 1H NMR spectrum at 7.6 ppm, indicating that it is aromatic. (a) How are the carbon atoms of the triple bonds hybridized? (b) In what type of orbitals are the π electrons of the triple bonds contained? (c) How many π electrons are delocalized around the ring in A?arrow_forwardDraw both resonance structures of the anion formed by the reaction of the most acidic C-H bond of the compound below with base.arrow_forwardeq eq M M M ereg 2req 2req 2req X 2req J F3 $ 4 R C V [Review Topics] [References] Draw both resonance structures of the anion formed by the reaction of the most acidic C-H bond of the compound below with base. 4x Include all valence lone pairs in your answer. • For structures having different hydrogens of comparable acidity, assume that the reaction occurs at the less-substituted carbon. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate resonance structures using the symbol from the drop-down menu. ✓✓99.81 O 0- F4 . % 5 T G B F5 *** ^ 6 Cengage Learning Cengage Technical Support Y ChemDoodle H N F6 & N& 7 U O J F7 + [ ] در M 8 PrtScn K F8 9 Home O 83°F Sunny F9 L ) 0 End F10 P Previous C PgUp F11 9 ? Next Save and Exit 9:38 AM 7/18/2022 PgDn F12 0 Ins D Backarrow_forward
- 51. Which is NOT a valid resonance structure for the conjugate base of this molecule? (A) (C) S (A) OEt O :O: : OEt HBr ROOR OCH 3 (B) 52. What is the major product of this reaction sequence? O PPh3 (D) 11 Mg ether (B) de OEt :0 aom Сосно LOCH 3 53. Which reagent is necessary for this transformation? (D) H OEt H OEt CH31 PPh3 ACS 56.arrow_forwardWhich of the following compounds could be protonated without destroying its aromaticity?arrow_forwardWhat is the correct statement that links acidity to anion stability? A = CH3 CH2 O H B = CH3 CH2 NH2arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning