ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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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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For a silver-silver chloride electrode, the following potentials are observed:
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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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- A concentration cell consists of two Sn/Sn2+ half-cells. The cell has a potential of 0.10 V at 25 °C. What is the ratio of [Sn2+] (i.e., [Sn2+left-half] / [Sn2+right-half])?arrow_forwardElectrochemical cell potentials can be used to determine equilibrium constants that would be otherwise difficult to determine because concentrations are small. What is Κ for the following balanced reaction if E˚ = +0.0218 V? 3 Zn(s) + 2 Cr3+(aq) → 3 Zn2+(aq) + Cr(s) E˚ = +0.0218 Varrow_forwardConsider the following half-reactions: Hg2+(aq) + 2e– → Hg(l) E°red = +0.854 V Cu2+(aq) + 2e– → Cu(s)E°red = +0.337 V Ni2+(aq) + 2e– → Ni(s) E°red = -0.250 V Fe2+(aq) + 2e– → Fe(s) E°red = -0.440 V Zn2+(aq) + 2e– → Zn(s) E°red = -0.763 V What is the best oxidizing agent shown above (i.e., the substance that is most likely to be reduced)?arrow_forward
- Calculate the equilibrium constant, K, for MnO2(s) + 4 H+(aq) + Zn(s) → Mn2+(aq) + 2 H2O(l) + Zn2+(aq)arrow_forwardIn the drawing area below, draw the condensed structures of formic acid and ethyl formate. You can draw the two molecules in any arrangement you like, so long as they don't touch. Click anywhere to draw the first atom of your structure. A C narrow_forwardWrite the complete common (not IUPAC) name of each molecule below. Note: if a molecule is one of a pair of enantiomers, be sure you start its name with D- or L- so we know which enantiomer it is. molecule Ο C=O common name (not the IUPAC name) H ☐ H3N CH₂OH 0- C=O H NH3 CH₂SH H3N ☐ ☐ X Garrow_forward
- (Part A) Provide structures of the FGI products and missing reagents (dashed box) 1 eq Na* H* H -H B1 B4 R1 H2 (gas) Lindlar's catalyst A1 Br2 MeOH H2 (gas) Lindlar's catalyst MeO. OMe C6H1402 B2 B3 A1 Product carbons' origins Draw a box around product C's that came from A1. Draw a dashed box around product C's that came from B1.arrow_forwardClassify each of the amino acids below. Note for advanced students: none of these amino acids are found in normal proteins. X CH2 H3N-CH-COOH3N-CH-COO- H3N-CH-COO CH2 CH3-C-CH3 CH2 NH3 N NH (Choose one) ▼ (Choose one) S CH2 OH (Choose one) ▼ + H3N-CH-COO¯ CH2 H3N CH COO H3N-CH-COO CH2 오오 CH CH3 CH2 + O C CH3 O= O_ (Choose one) (Choose one) ▼ (Choose one) Garrow_forwardAnother standard reference electrode is the standard calomel electrode: Hg2Cl2(s) (calomel) + 2e2 Hg() +2 Cl(aq) This electrode is usually constructed with saturated KCI to keep the Cl- concentration constant (similar to what we discussed with the Ag-AgCl electrode). Under these conditions the potential of this half-cell is 0.241 V. A measurement was taken by dipping a Cu wire and a saturated calomel electrode into a CuSO4 solution: saturated calomel electrode potentiometer copper wire CuSO4 a) Write the half reaction for the Cu electrode. b) Write the Nernst equation for the Cu electrode, which will include [Cu2+] c) If the voltage on the potentiometer reads 0.068 V, solve for [Cu²+].arrow_forward
- 2. (Part B). Identify a sequence of FGI that prepares the Synthesis Target 2,4-dimethoxy- pentane. All carbons in the Synthesis Target must start as carbons in either ethyne, propyne or methanol. Hint: use your analysis of Product carbons' origins (Part A) to identify possible structure(s) of a precursor that can be converted to the Synthesis Target using one FGI. All carbons in the Synthesis Target must start as carbons in one of the three compounds below. H = -H H = -Me ethyne propyne Synthesis Target 2,4-dimethoxypentane MeOH methanol OMe OMe MeO. OMe C₂H₁₂O₂ Product carbons' origins Draw a box around product C's that came from A1. Draw a dashed box around product C's that came from B1.arrow_forwardDraw the skeletal ("line") structure of the smallest organic molecule that produces potassium 3-hydroxypropanoate when reacted with KOH. Click and drag to start drawing a structure. Sarrow_forwardDraw the skeleatal strucarrow_forward
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