Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 14.15, Problem 33P
- a. For the following compounds, which pairs of hydrogens (Ha and Hb) are enantiotopic hydrogens?
- b. Which pairs are diastereotopic hydrogens?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
5. Propose a Synthesis for the molecule below. You may use any starting materials containing 6
carbons or less (reagents that aren't incorporated into the final molecule such as PhзP do not
count towards this total, and the starting material can have whatever non-carbon functional
groups you want), and any of the reactions you have learned so far in organic chemistry I, II, and
III. Your final answer should show each step separately, with intermediates and conditions clearly
drawn.
H3C
CH3
State the name and condensed formula of isooxazole obtained by reacting acetylacetone and hydroxylamine.
State the name and condensed formula of the isothiazole obtained by reacting acetylacetone and thiosemicarbazide.
Chapter 14 Solutions
Organic Chemistry (8th Edition)
Ch. 14.1 - Prob. 1PCh. 14.1 - Prob. 2PCh. 14.4 - How many signals would you expect to see in the 1H...Ch. 14.4 - How many signals would you expect to see in the 1H...Ch. 14.4 - How could you distinguish the 1H NMR spectra of...Ch. 14.4 - Draw an isomer of dichlorocyclopropane that gives...Ch. 14.5 - Prob. 7PCh. 14.5 - Prob. 8PCh. 14.5 - Prob. 9PCh. 14.5 - Where would you expect to find the 1H NMR signal...
Ch. 14.6 - Prob. 11PCh. 14.7 - Prob. 12PCh. 14.7 - Prob. 13PCh. 14.7 - Without referring to Table 14.1, label the proton...Ch. 14.8 - [18]-Annulene shows two signals in its 1H NMR...Ch. 14.9 - How would integration distinguish the 1H NMR...Ch. 14.9 - Which of the following compounds is responsible...Ch. 14.10 - Prob. 19PCh. 14.10 - Explain how the following compounds, each with the...Ch. 14.10 - The 1H NMR spectra of two carboxylic acids with...Ch. 14.11 - Draw a diagram like the one shown in Figure 14.12...Ch. 14.12 - Indicate the number of signals and the...Ch. 14.12 - Explain the relative chemical shifts of the...Ch. 14.12 - How can their 1H NMR spectra distinguish the...Ch. 14.12 - Identify each compound from its molecular formula...Ch. 14.12 - Predict the splitting patterns for the signals...Ch. 14.12 - Describe the 1H NMR spectrum you would expect for...Ch. 14.12 - Propose structures that are consistent with the...Ch. 14.13 - Prob. 30PCh. 14.13 - Identify the compound with molecular formula...Ch. 14.14 - Prob. 32PCh. 14.15 - a. For the following compounds, which pairs of...Ch. 14.15 - How would the 1H NMR spectra for the four...Ch. 14.17 - Explain why the chemical shift of the OH proton of...Ch. 14.17 - Prob. 38PCh. 14.17 - Prob. 39PCh. 14.17 - Prob. 40PCh. 14.20 - Answer the following questions for each compound:...Ch. 14.20 - Prob. 42PCh. 14.20 - How can 1,2-, 1,3-, and 1,4-dinitrobenzene be...Ch. 14.20 - Identify each compound below from its molecular...Ch. 14.22 - Prob. 45PCh. 14.22 - What does cross peak X in Figure 14.34 tell you?Ch. 14 - Prob. 47PCh. 14 - Draw a spitting diagram for the Hb proton and give...Ch. 14 - Label each set of chemically equivalent protons,...Ch. 14 - Determine the ratios of the chemically...Ch. 14 - How can 1H NMR distinguish between the compounds...Ch. 14 - Prob. 52PCh. 14 - Match each of the 1H NMR spectra with one of the...Ch. 14 - The 1H NMR spectra of three isomers with molecular...Ch. 14 - Prob. 55PCh. 14 - Prob. 56PCh. 14 - Compound A, with molecular formula C4H9Cl, shows...Ch. 14 - Would it be better to use 1H NMR or 13C NMR...Ch. 14 - There are four esters with molecular formula...Ch. 14 - Identify the compound with molecular formula C6H14...Ch. 14 - An alkyl halide reacts with an alkoxide ion to...Ch. 14 - The 1H NMR spectra of three isomers with molecular...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Prob. 65PCh. 14 - How can the signals in the 6.5 to 8.1 ppm region...Ch. 14 - The 1H NMR spectra of two compounds, each with...Ch. 14 - Draw a splitting diagram for the Hb proton if Jbc...Ch. 14 - Sketch the following spectra that would be...Ch. 14 - How can 1H NMR be used to prove that the addition...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Dr. N. M. Arr was called in to help analyze the 1H...Ch. 14 - Calculate the amount of energy (in calories)...Ch. 14 - The following 1H NMR spectra are four compounds,...Ch. 14 - When compound A (C5H12O) is treated with HBr, it...Ch. 14 - Identity the compound with molecular formula...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Prob. 78PCh. 14 - Identify each of the following compounds from its...
Knowledge Booster
Learn more about
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
- Provide the semi-developed formula of isooxazole obtained by reacting acetylacetone and hydroxylamine.arrow_forwardGiven a 1,3-dicarbonyl compound (R1-CO-CH2-CO-R2), indicate the formula of the compound obtaineda) if I add hydroxylamine (NH2OH) to give an isooxazole.b) if I add thiosemicarbazide (NH2-CO-NH-NH2) to give an isothiazole.arrow_forwardAn orange laser has a wavelength of 610 nm. What is the energy of this light?arrow_forward
- The molar absorptivity of a protein in water at 280 nm can be estimated within ~5-10% from its content of the amino acids tyrosine and tryptophan and from the number of disulfide linkages (R-S-S-R) between cysteine residues: Ε280 nm (M-1 cm-1) ≈ 5500 nTrp + 1490 nTyr + 125 nS-S where nTrp is the number of tryptophans, nTyr is the number of tyrosines, and nS-S is the number of disulfide linkages. The protein human serum transferrin has 678 amino acids including 8 tryptophans, 26 tyrosines, and 19 disulfide linkages. The molecular mass of the most dominant for is 79550. Predict the molar absorptivity of transferrin. Predict the absorbance of a solution that’s 1.000 g/L transferrin in a 1.000-cm-pathlength cuvet. Estimate the g/L of a transferrin solution with an absorbance of 1.50 at 280 nm.arrow_forwardIn GC, what order will the following molecules elute from the column? CH3OCH3, CH3CH2OH, C3H8, C4H10arrow_forwardBeer’s Law is A = εbc, where A is absorbance, ε is the molar absorptivity (which is specific to the compound and wavelength in the measurement), and c is concentration. The absorbance of a 2.31 × 10-5 M solution of a compound is 0.822 at a wavelength of 266 nm in a 1.00-cm cell. Calculate the molar absorptivity at 266 nm.arrow_forward
- How to calculate % of unknown solution using line of best fit y=0.1227x + 0.0292 (y=2.244)arrow_forwardGiven a 1,3-dicarbonyl compound, state the (condensed) formula of the compound obtaineda) if I add hydroxylamine (NH2OH) to give an isooxazole.b) if I add thiosemicarbazide (NH2-CO-NH-NH2) to give an isothiazole.arrow_forwardComplete the following acid-base reactions and predict the direction of equilibrium for each. Justify your prediction by citing pK values for the acid and conjugate acid in each equilibrium. (a) (b) NHs (c) O₂N NH NH OH H₁PO₁arrow_forward
- 23.34 Show how to convert each starting material into isobutylamine in good yield. ཅ ནད ཀྱི (b) Br OEt (c) (d) (e) (f) Harrow_forwardPlease help me Please use https://app.molview.com/ to draw this. I tried, but I couldn't figure out how to do it.arrow_forwardPropose a synthesis of 1-butanamine from the following: (a) a chloroalkane of three carbons (b) a chloroalkane of four carbonsarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Mass Spectrometry; Author: Professor Dave Explains;https://www.youtube.com/watch?v=hSirWciIvSg;License: Standard YouTube License, CC-BY