Cyclopentadiene is unusually acidic for a hydrocarbon. Which of the following explains why that is? The carbon atoms of cyclopentadiene are all sp? hybridized. A В Cyclopentadiene is aromatic. Removal of a proton from cyclopentadiene yields an C aromatic anion. Removal of a hydrogen atom from cyclopentadiene yields a highly stable free radical. Removal of a hydride ion from cyclopentadiene produces an E aromatic cation. H H. cyclopentadiene

Cyclopentadiene is unusually acidic for a hydrocarbon. Which of the following explains why that is? The carbon atoms of cyclopentadiene are all sp? hybridized. A В Cyclopentadiene is aromatic. Removal of a proton from cyclopentadiene yields an C aromatic anion. Removal of a hydrogen atom from cyclopentadiene yields a highly stable free radical. Removal of a hydride ion from cyclopentadiene produces an E aromatic cation. H H. cyclopentadiene

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

Write an additional resonance contributing structure for each carbocation and state which of the two makes the greater contribution to the resonance hybrid.
1/ Show how the participating p orbitals interact to form the highest energy pi molecular orbital of benzene. 2/ Use the polygon rule to draw the MO energy diagram of the cyclononatetraenyl anion. Assuming planarity, would this ion be aromatic or antiaromatic?
Four isomers A-D with the formula C5H12O exhibit different reactivity patterns as indicated below. Isomer A reacts with PCC and CrO3 to provide identical products. Isomer B reacts with PCC and CrO3 to provide different products. Isomers C and D do not react with either PCC or CrO3. Isomers A, B, and C readily react with NaH but D does not show any reactivity with NaH. The 1H NMR splitting patterns for these isomers are as follows. Isomer A: δ 0.91 (d, 3H), 0.90 (d, 3H), 1.18 (d, 3H), 1.92 (dqq, 1H), 3.38 (dq, 1H), 3.58 (bs, 1H). Isomer B: δ 1.25 (s, 9H), 3.45 (s, 2H), 3.65 (bs, 1H). Isomer C: δ 0.90 (t, 3H), 1.44 (q, 2H), 1.24 (s, 6H), 3.65 (bs, 1H). Isomer D: δ 1.10 (t, 3H), 1.13 (d, 6H), 3.19 (septet, 1H), 3.50 (q, 2H). Based on all of this information, provide the structures of A-D. (Note: If there is a chiral center on any of these molecules, assume the stereochemistry as “R”. dqq=doublet of a quartet of a quartet, bs=broad singlet)
Diels–Alder reaction of a monosubstituted diene (such as CH2=CH–CH=CHOCH3) with a monosubstituted dienophile (such as CH2=CHCHO)gives a mixture of products, but the 1,2-disubstituted product oftenpredominates. Draw the resonance hybrid for each reactant, and use thecharge distribution of the hybrids to explain why the 1,2-disubstitutedproduct is the major product.
Predict the most likely reaction for each of the following: propene + water + catalyst propane + bromine + light ethanoic acid + propanol + acid catalyst propene + HCI propanol + acid catalyst + heat Choose... → Choose... addition elimination substitution esterfication
There is only one correct choice per blank Answer choices for blank 1: alkene proton Answer choices for blank 2: alkene proton Answer choices for blank 3: the carbocation water Answer choices for blank 4: the carbocation water Answer choices for blank 5: the proton water Answer choices for blank 6: the proton water
Radical bromination of propene using NBS gives 3-bromo-1-propene. Draw the allylic radical intermediate formed during this reaction, showing both resonance structures.
Cyclopentadienyl anion (shown) has the following characteristic. O it is an anion with six π electrons, meeting the Hückel rule for aromaticity O it is not aromatic because it has only four electrons and the tetrahedral carbon prevents cyclic conjugation O it is an anion with six electrons, meeting the Hückel rule for anti-aromaticity O it is an anion with four electrons, meeting the Hückel rule for aromaticity
Which represents an efficient synthetic route to go from an alkane to an alkene? O elimination with NaNH2, followed by a water workup O anti-Markovnikov hydrohalogenation, followed by elimination O radical bromination, followed by elimination O hydration, followed by elimination O hydration, followed by ozonolysis of the double bond
Draw both resonance structures of the anion formed by the reaction of the most acidic C-H bond of the compounds below with base.
Substituents on an aromatic ring can have several effects on electrophilic aromatic substitution reactions. Substituents can activate or deactivate the ring to substitution, donate or withdraw electrons inductively, donate or withdraw electrons through resonance, and direct substitution either to the ortho/para or to the meta positions. From the lists of substituents, select the substituents that correspond to each indicated property. The substituents are written as -XY, where X is the atom directly bound to the aromatic ring. These substituents activate the ring towards substitution. These substituents withdraw electrons through resonance. O -OCOCH; O -OH -CI O -COOH O -NH, O -CH, O -so,H O -CN These substituents give ortho/para-directed substitution. I -F O -NHCOCH, O -COOH O -NO,