Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 13, Problem 13.56P
Interpretation Introduction
Interpretation: The structures for
Concept introduction: IR spectroscopy is used to identify the
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Propose two molecular formulas for each of the following molecular ions: (a) 72; (b) 100; (c) 73.
Predict the products of each of the following reactions:
(a) magnesium + nitrogen→
(b) strontium hydroxide + lead (II) bromide →
(c) aluminum iodide + bromine →
(d) hydrochloric acid + sodium hydroxide →
(e) glucose + oxygen
(1) Li + O₂ →
(g) NaCl →
(h) K₂SO4 + Al →
(i) CaBr₂ + Ba(NO3)2 →
(1) CH10+ 0₂ →
(synthesis)
(decomposition)
(synthesis)
+
Benzonitrile (C6H5CN) is reduced to two different products depending on the reducing agent used. Treatment with lithium aluminum hydride followed by water forms K, which has a molecular ion in its mass spectrum at 107 and the following IR absorptions: 3373, 3290, 3062, 2920, and 1600 cm-1. Treatment with a milder reducing agent forms L, which has amolecular ion in its mass spectrum at 106 and the following IR absorptions: 3086, 2820, 2736, 1703, and 1600 cm-1. L shows fragments in its mass spectrum at m/z = 105 and 77. Propose structures for K and L and explain how you arrived at your conclusions.
Chapter 13 Solutions
Organic Chemistry
Ch. 13 - What is the mass of the molecular ion formed from...Ch. 13 - Prob. 13.2PCh. 13 - Use the following information to propose a...Ch. 13 - Prob. 13.4PCh. 13 - What molecular ions would you expect for the...Ch. 13 - The mass spectrum of 2,3-dimethylpentane also...Ch. 13 - The base peak in the mass spectrum of 2, 2,...Ch. 13 - (a) What mass spectral fragments are formed by ...Ch. 13 - What cations are formed in the mass spectrometer...Ch. 13 - The low-resolution mass spectrum of an unknown...
Ch. 13 - Benzene, toluene, and p-xylene BTX are often added...Ch. 13 - Prob. 13.12PCh. 13 - Prob. 13.13PCh. 13 - Prob. 13.14PCh. 13 - Prob. 13.15PCh. 13 - How do the IR spectra of the isomers cyclopentane...Ch. 13 - Problem 13.17 How do the three isomers of...Ch. 13 - Problem 13.18 What functional groups are...Ch. 13 - Problem-13.19 What are the major IR absorptions in...Ch. 13 - Problem-13.20 What are the major IR absorptions in...Ch. 13 - Problem-13.21 Which of the following possible...Ch. 13 - Problem-13.22 Propose structures consistent with...Ch. 13 - 13.23 What major IR absorptions are present above ...Ch. 13 - Problem-13.24 The mass spectrum of the following...Ch. 13 - Prob. 13.25PCh. 13 - Which compound gives a molecular ion at m/z= 122,...Ch. 13 - Propose two molecular formulas for each molecular...Ch. 13 - Propose four possible structures for a hydrocarbon...Ch. 13 - Problem-13.29 What is the molecular formula for...Ch. 13 - Problem-13.30 Propose a molecular formula for rose...Ch. 13 - 13.31 Match each structure to its mass spectrum
Ch. 13 - 13.32 Propose two possible structures for a...Ch. 13 - 13.33 What cations are formed in the mass...Ch. 13 - 13.34 and have the same molecular ion in the...Ch. 13 - 13.35 For each compound, assign likely...Ch. 13 - Prob. 13.36PCh. 13 - 13.37 Propose a structure consistent with each...Ch. 13 - 13.38 A low-resolution mass spectrum of the...Ch. 13 - 13.39 Primary alcohols often show a peak in their...Ch. 13 - 13.40 Like alcohols, ethers undergo α cleavage by...Ch. 13 - 13.41 Which of the highlighted bonds absorbs at...Ch. 13 - 13.42 What major IR absorptions are present above ...Ch. 13 - 13.43 How would each of the following pairs of...Ch. 13 - 13.44 Morphine, heroin, and oxycodone are three...Ch. 13 - 13.45 Reduction of cyclohex-2-enone can yield...Ch. 13 - Prob. 13.46PCh. 13 - 13.47 Match each compound to its IR spectrum
Ch. 13 - 13.48 Propose possible structures consistent with...Ch. 13 - A chiral hydrocarbon X exhibits a molecular ion at...Ch. 13 - 13.50 A chiral compound has a strong absorption...Ch. 13 - 13.51 Treatment of benzoic acid with followed by...Ch. 13 - 13.52 Treatment of benzaldehyde with in aqueous ...Ch. 13 - Prob. 13.53PCh. 13 - 13.54 Reaction of 2-methylpropanoic acid with ...Ch. 13 - 13.55 Reaction of pentanoyl chloride with lithium...Ch. 13 - Prob. 13.56PCh. 13 - 13.57 Treatment of anisole with and forms P,...Ch. 13 - 13.58 Reaction of with forms compound ,...Ch. 13 - Problem-13.59 The carbonyl absorption of an amide...Ch. 13 - Prob. 13.60PCh. 13 - Problem-13.61 Explain why a ketone carbonyl...Ch. 13 - 13.62 Oxidation of citronellol, a constituent of...
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- The compound p-methoxybenzonitrile N-oxide, which has the formula CH3OC6H4CNO, reacts with itself to form a dimer—a molecule that consists of two p-methoxybenzonitrile N-oxide units connected to each other (CH3OC6H4CNO)2. The reaction can be represented as A + A → B or 2 A → B where A represents p-methoxybenzonitrile N-oxide and B represents the dimer, (CH3OC6H4CNO)2. For the reaction in carbon tetrachloride at 40 °C with an initial concentration of 0.011 M, these data were obtained: Determine the rate law for the reaction. Determine the rate constant. Determine the order of the reaction with respect to A.arrow_forwardGiven the following Reaction: 2N2202 (s) + 2H2O (1) ® 4NaOH (s) + O2 (8) DH°= -126 kJ Explain whether this is an endothermic or exothermic reaction. Provide details in your answer.arrow_forwardAmmonium chloride has a diuretic effect, and is also an effective tool for the correction of alkalosis(alkalization of blood), creating an acidic pH of urine. Easily absorbed from the gastrointestinal tract, the drug turns in the liver into urea, which has diuretic activity, and hydrochloric acid, which reduces the alkalinity of tissues: 2NH4Cl + H2CO3 → CO(NH2)2 + 2HCl + 2H2O a) The maximum daily dose of NH4Cl for adults is 12 g. Calculate the mass of hydrochloric acid that will result from this reaction. b) Calculate pH of the solution if daily dose of NH4Cl will be dissolved in 10L of water (Kb=1.76·10-5).arrow_forward
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