Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 14, Problem 38P
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7 The pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.
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Chapter 14 Solutions
Organic Chemistry (6th Edition)
Ch. 14.1 - Prob. 2PCh. 14.2 - Problem 16.3 Draw a second resonance structure for...Ch. 14.2 - Prob. 4PCh. 14.2 - Problem 16.5 Farnesyl diphosphate is synthesized...Ch. 14.3 - Prob. 6PCh. 14.4 - Prob. 7PCh. 14.4 - Prob. 8PCh. 14.8 - Problem 16.12 Using hybridization, predict how the...Ch. 14.8 - Problem 16.13 Use resonance theory to explain why...Ch. 14.9 - Prob. 15P
Ch. 14.9 - Prob. 16PCh. 14.10 - Problem 16.17 Draw a stepwise mechanism for the...Ch. 14.11 - Prob. 19PCh. 14.12 - Problem 16.19 Draw the product formed when each...Ch. 14 - Prob. 32PCh. 14 - 16.31 Which of the following systems are...Ch. 14 - 16.32 Draw all reasonable resonance structures for...Ch. 14 - Prob. 35PCh. 14 - 16.35 Explain why the cyclopentadienide anion A...Ch. 14 - Prob. 38PCh. 14 - 16.37 Draw the structure of each compound.
a. in...Ch. 14 - 16.41 Draw the products formed when each compound...Ch. 14 - Prob. 44PCh. 14 - 16.43 Treatment of alkenes A and B with gives the...Ch. 14 - 16.44 Draw a stepwise mechanism for the following...Ch. 14 - Prob. 47PCh. 14 - 16.57 A transannular Diels–Alder reaction is an...Ch. 14 - Draw a stepwise mechanism for the following...Ch. 14 - Prob. 62PCh. 14 - Prob. 63PCh. 14 - Prob. 64PCh. 14 - Prob. 65PCh. 14 - 16.65 The treatment of isoprene with one...
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- Compare the polarity of the C-Cl bond in (CH3)3C-Cl with the polarity of the Si-Cl bond in (CH3)3Si-Cl.arrow_forwardHydrogen cyanide can be catalytically reduced with hydro-gen to form methylamine. Use Lewis structures and bond ener-gies to determine ΔH°ᵣₓₙ for HCN(g)+2H₂(g)→CH₃NH₂(g)arrow_forwardExplain why acetic acid, CH3CO2H, Contains two distinct types of Carbon oxygen Bonds, Whereas the acetate ion, formed by loss of hydrogen ion from acetic acid, Only contains one type of carbon oxygen bondarrow_forward
- Two useful organic compounds that contain Cl atoms are vinyl chloride (CH2 = CHCI) and chloroethane (CH;CH;CI). Vinyl chloride is the starting material used to prepare poly (vinyl chloride), a plastic used in insulation, pipes, and bottles. Chloroethane (ethyl chloride) is a local anesthetic. Why is the C- Cl bond of vinyl chloride stronger than the C– CIl bond in chloroethane.arrow_forwardEstimate the heat released when 1-butene(CH3CH2CHCH2) reacts with bromine to give CH3CH2CHBrCH2Br. Bond enthalpies are CH : 412 kJ/mol; CC : 348 kJ/mol;CC : 612 kJ/mol; CBr : 276 kJ/mol;BrBr : 193 kJ/mol. 1.317 kJ/mol 2.507 kJ/mol 3.95 kJ/mol 4.288 kJ/mol 5.181 kJ/molarrow_forwardTwo useful organic compounds that contain Cl atoms are vinyl chloride (CH2 = CHCI) and chloroethane (CH;CH;CI). Vinyl chloride is the starting material used to prepare poly (vinyl chloride), a plastic used in insulation, pipes, and bottles. Chloroethane (ethyl chloride) is a local anesthetic. Why is the C – Cl bond of | vinyl chloride stronger than the C – Cl bond in chloroethane.arrow_forward
- Explain the Carbon-Carbon σ Bond Length in Buta- 1,3-diene ?arrow_forwardMethyl isocyanate, CH3 -N= C = O, is used in the industrial synthesis of a type of pesticide and herbicide known as a carbamate. As a historical note, an industrial accident in Bhopal, India, in 1984 resulted in leakage of an unknown quantity of this chemical into the air. An estimated 200,000 people were exposed to its vapors, and over 2000 of these people died. Q.) Write a Lewis structure for methyl isocyanate and predict its bond angles. What is the hybridization of its carbonyl carbon? Of its nitrogen atom?arrow_forwardWrite a line formula for all the free radicals that have the formula C5H11 and classify each as primary, secondary, or tertiary. Which one is the most stable?arrow_forward
- Give the number of all of sigma bonds and all of the pi bonds for benzene, C6H6. H HIC I H 6 sigma bonds, 3 pi bonds 12 sigma bonds, 3 pi bonds 6 sigma bonds, 6 pi bonds O 3 sigma bonds, 6 pi bonds O 15 sigma bonds, 3 pi bondsarrow_forwardThe alkene C=C double bond and the carbonyl (C=O) group are both sp2 hybridized BUT have different chemistry. Which statement explains best this difference? A) The bond angle of the carbonyl is larger than the bond angle of the alkene and this accounts for the difference in their reactions. B) The electronegative oxygen of the C=O group makes this bond polar and this polar bond accounts for the difference in their reactions. C) The bond of the C=C is longer that the bond of the C=O and this accounts for the differences in their reactions. D) There is more steric crowding in the carbonyl than in the alkene and this accounts for the differences in their reactions.arrow_forwardFormation of ammonia from nitrogen and hydrogen is an exothermic process. Which of the following statements is true about the bonds that are broken and formed during this reaction? N2(g) + 3H2(g) ---> 2NH3(g) a.) products have lower PE because product bonds are weaker than reactants b.) products have higher PE because product bonds are stronger than reactants c.) products have higher PE because product bonds are weaker than reactants d.) products have lower PE because product bonds are stronger than reactantsarrow_forward
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