Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 12.9A, Problem 12.4P
Spectra are given for three compounds. Each compound has one or more of the following
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Describe two significant differences between the infrared spectra of ethyl alcohol(CH3CH2OH) and ethylene (CH=CH).
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The infrared spectrum of a compound is unique to the types and number of bonds in the molecule. Draw the structures of salicylic acid and aspirin. What are the key differences of the IR spectrum of aspirin with that of the starting material, salicylic acid? What are the similarities? Interpret the IR spectra of each by assigning the major peaks.
Chapter 12 Solutions
Organic Chemistry (9th Edition)
Ch. 12.3 - Complete the following conversion table. (cm1)...Ch. 12.5 - Which of the bonds shown in red are expected to...Ch. 12.7C - For each hydrocarbon spectrum, determine whether...Ch. 12.9A - Spectra are given for three compounds. Each...Ch. 12.10 - The infrared spectra for three compounds are...Ch. 12.12 - Prob. 12.6PCh. 12.14B - Identify which of these four mass spectra indicate...Ch. 12.15A - Show the fragmentation that accounts for the...Ch. 12.15A - Show the fragmentations that give rise to the...Ch. 12.15B - Ethers are not easily differentiated by their...
Ch. 12.15C - Prob. 12.11PCh. 12 - Prob. 12.12SPCh. 12 - Prob. 12.13SPCh. 12 - All of the following compounds absorb infrared...Ch. 12 - Prob. 12.15SPCh. 12 - Four infrared spectra are shown, corresponding to...Ch. 12 - Predict the masses and the structures of the most...Ch. 12 - Prob. 12.18SPCh. 12 - Prob. 12.19SPCh. 12 - (A true story) While organizing the undergraduate...Ch. 12 - Prob. 12.21SPCh. 12 - Prob. 12.22SPCh. 12 - An unknown, foul-smelling hydrocarbon gives the...Ch. 12 - covered a synthesis of alkynes by a double...Ch. 12 - Three IR spectra are shown, corresponding to three...Ch. 12 - Prob. 12.26SPCh. 12 - Prob. 12.27SPCh. 12 - Prob. 12.28SPCh. 12 - The ultimate test of fluency in MS and IR is...Ch. 12 - Prob. 12.30SPCh. 12 - Consider the following four structures, followed...
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- Choose the correct answer. Choose. Choose. An alkyne with molecular formula C5H10 A ketone with molecular formula C4H80 An aldehyde with molecular formula C2H4O A saturated hydrocarbon with molecular formula C6H14 An alkene with molecular formula C5H10 An alkene with molecular formula C5H8 A ketone with molecular formula C3H8O An aldehyde with molecular formula CH40 Choose.arrow_forwardFor each organic compound in the table below, enter the locant of the highlighted side chain. CH3 CH,— CH,— CH— CH, CH3 1 compound CH₂ | CH,—C− CH,—CH — CH CH3 モー CH3 CH,—CH— CH,—C— CH | CH₂ CH3 CH3 | CH3 locant of highlighted side chain 0 X Sarrow_forwardIn the compound below, identify the functional group in the box. A Functional Group in a Compound A hydroxyl B ketone с aldehyde D amine Br O || C Harrow_forward
- Using your general knowledge of periodic trends in electronegativity, predict whether the C=O bond and the C-H bonds in formaldehyde will be strongly polar, weakly polar or nonpolar. Calculate the electronegativity difference ΔχO-C across the C=O bond and the electronegativity difference ΔχC-H to confirm or correct your predictions. For any strongly polar bond(s) on the molecule, draw the bond dipole moment adjacent to the bond in the VSEPR structure above, using crossed arrow notation to show the direction of the positive and negative bond dipoles. Predict whether the overall molecule should be polar or nonpolar. ___________________ Explain your reasoning below. If the overall molecule is polar, draw the net dipole next to the molecule, using crossed arrow notation to indicate the direction of the dipole.arrow_forwardHere is the chemical structure of 2-bromobutane: Н Η Н Н HHHH C C- C C-H H :Br Η Н .. Decide whether each molecule in the table below is another molecule of 2-bromobutane, a molecule of an isomer of 2-bromobutane, or a molecule of an entirely different compound. molecule CH₂ CH₂-CH₂-CH-Br CH₂ CH₂ -CH₂ Br HI H H H Η H_ H-C- C-C- H-C-H H H relationship to 2-bromobutane (Choose one) (Choose one) Br: a molecule of an isomer of 2-bromobutane ▼arrow_forwardWrite the systematic name of each organic molecule: (10 HO—C—CH–CH2–CH–CH2–CH2−C CH3 I CH3 structure || HO—C—CH—CH,—OH CH3 CH3 CI-CH₂-CH-CH₂-C-OH name 0arrow_forward
- a) which bond is present in alcohols but not alkanes? b) is this band strong or weak (in terms of spectra)? c) what is different about C=O and O-H bonds compared with C=C or C≡C bonds that show weaker signals?arrow_forward2. The full structural formulae of three organic compounds, P, Q and R, are shown below. H H H H HH HHHH Н-С -с- Н H-C- C - C = C – H H - C - C = C – C – H H H H H Q P (a) State one similarity between P, Q and R in terms of their molecular formulae. (b) Name the homologous series that compounds P, Q and R belong to. (c) State one similarity between Q and R in terms of chemical bonding id) Which of these compounds are isomers? Explain your answer.arrow_forwardWhat functional group is evidenced by the IR spectrum shown? carboxylic acid O ketone O ester O aldehydearrow_forward
- The naphthalene molecule has a structure that corre- sponds to two benzene molecules fused together: The ™ electrons in this molecule are delocalized over the entire molecule. The wavelength of maximum absorption in benzene is 255 nm. Will the corresponding wavelength in naphthalene be shorter or longer than 255 nm?arrow_forwardHere is the chemical structure of 2-bromobutane: H H. H C-C-H H :Br: H H Decide whether each molecule in the table below is another molecule of 2-bromobutane, a molecule of an isomer of 2-bromobutane, or a molecule of an entirely different compound. molecule relationship to 2-bromobutane CH, (Choose one) H,c=ċ=CH,-Br Explanation Check O 2021 McGraw Hill LLC. All Rights Reserved. Terms of Use Privacy Center I Accessibility P Type here to search 76°F DELL F1 F2 F3 F4 F5 FB F9 F10 F11 F12 PrtScr PAA @ %23 2$ 1 8. 9 Q W R Y. A F G H. K V N4 Alt Ctri Alt Σ B. C1arrow_forward10. Fill the blanks. Name Methoxyethane Ethyl acetate Dime 2-Bromopropane 1,4-Dibromobutane Acetone 3-Methylpentane 1,2- Dichloeopropane Ethanol 2-Chloro-2- methylbutane Structure År Xu Br Possible chemical shift for each unique peak Integral Ratio between (among) peaksarrow_forward
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