Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 16, Problem 16.4P
Interpretation Introduction
Interpretation: The explanation corresponding to the given statement that
Concept introduction: According to Hammond’s postulate, the structure of transition state resembles with the structure of compound that has energy near to it.
The formation of carbocation as an intermediate takes place in
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The 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.
Formation 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 reactants
Decide whether each of the molecules in the table below is stable, in the exact form in which it is drawn, at pH = 1.
If you decide at least one molecule is not stable, then redraw one of the unstable molecules in its stable form below the table. (If
more than one molecule is unstable, you can pick any of them to redraw.)
OH
O stable
O unstable
OH
X
5
O stable
O unstable
O stable
O stable
O unstable
OH
O unstable
OH
Chapter 16 Solutions
Organic Chemistry
Ch. 16 - Prob. 16.1PCh. 16 - Prob. 16.2PCh. 16 - Problem 16.3 Draw a second resonance structure for...Ch. 16 - Prob. 16.4PCh. 16 - Problem 16.5 Farnesyl diphosphate is synthesized...Ch. 16 - Prob. 16.6PCh. 16 - Prob. 16.7PCh. 16 - Prob. 16.8PCh. 16 - Problem 16.9 Determine the hybridization of the...Ch. 16 - Problem 16.10 Draw the structure consistent with...
Ch. 16 - Problem 16.11 Neuroprotectin D1 (NPD1) is...Ch. 16 - Problem 16.12 Using hybridization, predict how the...Ch. 16 - Problem 16.13 Use resonance theory to explain why...Ch. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - Problem 16.16 Draw the products formed when each...Ch. 16 - Problem 16.17 Draw a stepwise mechanism for the...Ch. 16 - Prob. 16.18PCh. 16 - Problem 16.19 Draw the product formed when each...Ch. 16 - Prob. 16.20PCh. 16 - Prob. 16.21PCh. 16 - Problem 16.22 Rank the following dienophiles in...Ch. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Problem 16.25 What diene and dienophile are needed...Ch. 16 - Prob. 16.26PCh. 16 - Problem 16.27 Which compound in each pair absorbs...Ch. 16 - Prob. 16.28PCh. 16 - 16.29 Name each diene and state whether the...Ch. 16 - Prob. 16.30PCh. 16 - 16.31 Which of the following systems are...Ch. 16 - 16.32 Draw all reasonable resonance structures for...Ch. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - 16.35 Explain why the cyclopentadienide anion A...Ch. 16 - Prob. 16.36PCh. 16 - 16.37 Draw the structure of each compound.
a. in...Ch. 16 - Prob. 16.38PCh. 16 - 16.39 Label each pair of compounds as...Ch. 16 - Prob. 16.40PCh. 16 - 16.41 Draw the products formed when each compound...Ch. 16 - Prob. 16.42PCh. 16 - 16.43 Treatment of alkenes A and B with gives the...Ch. 16 - 16.44 Draw a stepwise mechanism for the following...Ch. 16 - Prob. 16.45PCh. 16 - 16.46 Explain, with reference to the mechanism,...Ch. 16 - Prob. 16.47PCh. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - 16.53 Diels–Alder reaction of a monosubstituted...Ch. 16 - Prob. 16.54PCh. 16 - 16.55 Devise a stepwise synthesis of each compound...Ch. 16 - Prob. 16.56PCh. 16 - 16.57 A transannular Diels–Alder reaction is an...Ch. 16 - Prob. 16.58PCh. 16 - Draw a stepwise mechanism for the following...Ch. 16 - Prob. 16.60PCh. 16 - Prob. 16.61PCh. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - 16.65 The treatment of isoprene with one...Ch. 16 - 16.66 The treatment of with forms B (molecular...Ch. 16 - Prob. 16.67PCh. 16 - Prob. 16.68PCh. 16 - Prob. 16.69PCh. 16 - Prob. 16.70PCh. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - Prob. 16.73PCh. 16 - Prob. 16.74PCh. 16 - Prob. 16.75P
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- Complete and balance the following combustion reactions. Assume that each hydrocarbon is converted completely to carbon dioxide and water. (a) Propane + O2 (b) Octane + O2 (c) Cyclohexane + O2 (d) 2-Methylpentane + O2arrow_forwardDraw the complete Lewis structure of (CH3)2CHCH(NH2)CO2H and identify all H-bond donors and all H-bond acceptors.arrow_forwardClassify the following alkyl halide as primary, secondary, tertiary? and Why? CH₂Cl benzyl chloride cr chlorobenzenearrow_forward
- Calculate the Enthalpy Change (ΔH) from average bond energies, which have been listed below in KJ/mol, for the following reaction and identify the nature of the reaction: CH3COOH + CH3OH → CH3COOCH3 + H2O [C‒H: 413; C‒C: 347; C=O: 745; C=C: 614; Cl‒Cl: 239, C‒O: 358; O‒H: 467]arrow_forwardDecide whether each of the molecules in the table below is stable, in the exact form in which it is drawn, at pH=12. If you decide at least one molecule is not stable, then redraw one of the unstable molecules in its stable form below the table. (If more than one molecule is unstable, you can pick any of them to redraw.) HO ☑ O stable OH stable Ounstable unstable OH O stable O unstable stable unstable Garrow_forwardWrite the systematic name of each organic molecule: structure O || H-C—CH-CH3 OH H—C–CH2–CH2–CH3 || HỌ—CH,—CH,—CH–CH OH name Ú 0 0arrow_forward
- When a small amount of iodine is added to a mixture of chlorine and methane, it prevents chlorination from occurring. Therefore, iodine is a free-radical inhibitor for this reaction. Calculate ∆H° values for the possible reactions of iodine with species present in the chlorination of methane, and use these values to explain why iodine inhibits the reaction. (The I¬Cl bond-dissociation enthalpy is 211 kJ>mol or 50 kcal>mol.)arrow_forwardDecide whether each of the molecules in the table below is stable, in the exact form in which it is drawn, at pH = 1. If you decide at least one molecule is not stable, then redraw one of the unstable molecules in its stable form below the table. (If more than one molecule is unstable, you can pick any of them to redraw.) о stable Ostable unstable unstable OH OH ما stable O stable unstable HO O unstablearrow_forwardComplete these structural formulas by adding enough hydrogens to complete the tetravalence of each carbon. Then write the molecular formula of compoundarrow_forward
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