Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Textbook Question
Chapter 13.SE, Problem 38AP
Predict the splitting pattern for each kind of hydrogen in the following molecules:
(a) (CH3)3CH
(b) CH3CH2CO2CH3
(C) trans-2-Butene
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Chapter 13 Solutions
Organic Chemistry
Ch. 13.1 - Prob. 1PCh. 13.1 - Prob. 2PCh. 13.2 - Prob. 3PCh. 13.3 - The following 1H NMR peaks were recorded on a...Ch. 13.3 - When the 1Η NMR spectrum of acetone, CH3COCH3, is...Ch. 13.4 - Each of the following compounds has a single 1H...Ch. 13.4 - Identify the different types of protons in the...Ch. 13.5 - How many peaks would you expect in the 1H NMR...Ch. 13.6 - Predict the splitting patterns you would expect...Ch. 13.6 - Draw structures for compounds that meet the...
Ch. 13.6 - The integrated 1H NMR spectrum of a compound of...Ch. 13.7 - Identify the indicated sets of protons as...Ch. 13.7 - How many kinds of electronically nonequivalent...Ch. 13.7 - How many absorptions would you expect (S)-malate,...Ch. 13.8 - 3-Bromo-1-phenyl-1-propene shows a complex NMR...Ch. 13.9 - How could you use 1H NMR to determine the...Ch. 13.11 - Prob. 17PCh. 13.11 - Propose structures for compounds that fit the...Ch. 13.11 - Prob. 19PCh. 13.12 - Prob. 20PCh. 13.12 - Prob. 21PCh. 13.12 - Prob. 22PCh. 13.13 - Prob. 23PCh. 13.SE - Into how many peaks would you expect the 1H NMR...Ch. 13.SE - How many absorptions would you expect the...Ch. 13.SE - Sketch what you might expect the 1H and 13C NMR...Ch. 13.SE - How many electronically nonequivalent kinds of...Ch. 13.SE - Identify the indicated protons in the following...Ch. 13.SE - Prob. 29APCh. 13.SE - Prob. 30APCh. 13.SE - When measured on a spectrometer operating at 200...Ch. 13.SE - Prob. 32APCh. 13.SE - Prob. 33APCh. 13.SE - How many types of nonequivalent protons are...Ch. 13.SE - The following compounds all show a single line in...Ch. 13.SE - Prob. 36APCh. 13.SE - Propose structures for compounds with the...Ch. 13.SE - Predict the splitting pattern for each kind of...Ch. 13.SE - Predict the splitting pattern for each kind of...Ch. 13.SE - Identify the indicated sets of protons as...Ch. 13.SE - Identify the indicated sets of protons as...Ch. 13.SE - The acid-catalyzed dehydration of...Ch. 13.SE - How could you use 1H NMR to distinguish between...Ch. 13.SE - Propose structures for compounds that fit the...Ch. 13.SE - Propose structures for the two compounds whose 1H...Ch. 13.SE - Prob. 46APCh. 13.SE - How many absorptions would you expect to observe...Ch. 13.SE - Prob. 48APCh. 13.SE - How could you use 1H and 13C NMR to help...Ch. 13.SE - How could you use 1H NMR, 13C NMR, and IR...Ch. 13.SE - Assign as many resonances as you can to specific...Ch. 13.SE - Assume that you have a compound with the formula...Ch. 13.SE - The compound whose 1H NMR spectrum is shown has...Ch. 13.SE - The compound whose 1H NMR spectrum is shown has...Ch. 13.SE - Propose structures for compounds that fit the...Ch. 13.SE - Long-range coupling between protons more than two...Ch. 13.SE - The 1H and 13C NMR spectra of compound A, C8H9Br,...Ch. 13.SE - Propose structures for the three compounds whose...Ch. 13.SE - The mass spectrum and 13C NMR spectrum of a...Ch. 13.SE - Compound A, a hydrocarbon with M+=96 in its mass...Ch. 13.SE - Propose a structure for compound C, which has...Ch. 13.SE - Prob. 62GPCh. 13.SE - Propose a structure for compound E, C7H12O2, which...Ch. 13.SE - Compound F, a hydrocarbon with M+=96 in its mass...Ch. 13.SE - 3-Methyl-2-butanol has five signals in its 13C NMR...Ch. 13.SE - A 13C NMR spectrum of commercially available...Ch. 13.SE - Carboxylic acids (RCO2H) react with alcohols (ROH)...Ch. 13.SE - Prob. 68GPCh. 13.SE - The proton NMR spectrum is shown for a compound...Ch. 13.SE - The proton NMR spectrum of a compound with the...Ch. 13.SE - The proton NMR spectrum is shown for a compound...
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- (a) Describe the molecular geometry expected for 1,2,3-butatriene (H2C=C=C=CH2). (b) Two stereoisomers are expected for 2,3,4-hexatriene (CH3CH=C=C=CHCH3). What should be the relationship between these two stereoisomers?arrow_forwardThe unsaturation number or degree of unsaturation (U) can be used to determine the number of rings and multiple bonds in a compound from its molecular formula. Given a structure, you can determine the number of hydrogens without having to count them explicitly. Consider three compounds and their degree of unsaturation. (a) A compound A has the molecular formula C7H13ClN2OC7H13ClN2O. How many rings and/or π bonds does it contain?arrow_forward8. Which of the following pairs of compounds is likely to absorb radiation at the longer wavelength and with greater intensity? (a) CH3CH2CO₂H or CH2=CHCO₂H (b) CH3CH=CHCH=CHCH3 or CH3C = C—C = CCH3 OCH3 (c) or CH3arrow_forward
- Square planar molecules with formula AB2C2 and octahedral molecules with formulas AB4C2 and AB3C3 feature diastereoisomers. Recall that trigonal bipyramidal geometry features two distinct positions: axial and equatorial. Draw all diastereoisomers for trigonal bipyramidal molecules with formula (a) AB4C and (b) AB3C2. You must indicate the stereochemistry using full and dashed wedges and label all positions as either axial (ax) and equatorial (eq)..arrow_forwardhow many possible consitutional isomers are there for C2H4Cl2?arrow_forwardCan molecules with the molecular formulas below exist? (a) CH400 (b) H₂NO (c) C₂HgNarrow_forward
- For which of the following molecules are there two unique configurations about the double bond? Explain. (a) (CH3)2C=CHCI; (b) H2C=CHCH,CH3; (c) CIHC=CHBr; (d) HC=CCH=CHCIarrow_forwardAssign the configuration Z or E to each double bond, where appropriate, in the following molecules. (a) (b) (c) Br Br NO2arrow_forwardDHA is a fatty acid derived from fish oil and an abundant fatty acid in vertebrate brains. Hydrogenation of DHA forms docosanoic acid [CH3(CH2)20CO2H], and ozonolysis forms CH3CH2CHO, CH2(CHO)2 (five equivalents), and HCOCH2CH2CO2H. What is the structure of DHA if all double bonds have the Z configuration?arrow_forward
- 7. Assign E or Z configuration to the following molecules: (A) (B) (C) (D) (E) I = Z; II = E I=E: II = Z I= E; II = E I=Z; II = Z I= E; II is neither E nor Z OH I II C1arrow_forwardDraw the constitutional isomers for (a) C2H7N (two) (b) C3H8O (three)arrow_forwardJ of Br G K OH Br H L OCH 3 of 1 M OH NH (i) Compound H is an example of what functional group? Select alternative (ii) Compound G is classified as a: Select alternative ✓. (iii) Which compound has all carbons sp2 hybridised? Select alternative ✓ (iv) Which two compounds in Table 1 are constitutional isomers? Select alternative (v) Which statement best describes the stereochemistry of compo G? Select alternative (vi) Which compound in Table 1 is the MOST polar? Select alternative (vii) What is the systematic (IUPAC) name of compound G? Select alternative (viii) Which compounds will have MORE than 4 signals in their 13C NMR spectra? Select alternative (ix) Which electrophile from Table 1 will react fastest in an SN1 reaction? Select alternative (x) How many constitutionally isomeric alkenes will be formed when compound L reacts with NaOH? Select alternative (xi) Which compound(s) from Table 1 can be used to form a Grignard reagent? Select alternative (xii) Which functional groups can be…arrow_forward
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