Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 14, Problem 68P
Draw a splitting diagram for the Hb proton if Jbc = 10 and Jba = 5.
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Draw a splitting diagram for the Hb proton if Jbc = 10 and Jba = 5.
3. Draw the splitting diagram for the Hb proton and state its multiplicity in the two cases
where: a. Jbc=Jba and b. Jbc = 2Jba
CI
CH₂CI
Ho
H₂
F
(b) Determine the topicity of the groups or
atoms indicated by arrows :
Ph
H<
(i)
H<
H3CO
OCH3
H
focecomt.
A
(ii)
CH3
CH3
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...
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- Rank the labeled protons on the following molecule in order of increasing pa. Ha •O• Hb Hcarrow_forwardDraw a splitting diagram for the Hb proton and give its multiplicity ifarrow_forwardGiven the following Fisher projections indicate (a) relation of one projection to other (b) their names and assign their configuration as R & S. CI Br C2H5 -C2H5 Br H C2H5H, C2H5 CI CI Br Br Br CI C2H5arrow_forward
- 8. a) Use the mass spectrum to determine the identity of the halogen atom (X) in the following molecular formula. 100 - C3H5XO2 80- 60 40 20- 152 154 20 40 60 80 100 120 140 160 180 200 m/z Relative Intensityarrow_forwardCyclohex-2-enone has two protons on its carbon-carbon double bond (labeled Ha and Hb) and two protons on the carbon adjacent to the double bond (labeled Hc). (a) If Jab = 11 Hz and Jbc = 4 Hz, sketch the splitting pattern observed for each proton on the sp2 hybridized carbons. (b) Despite the fact that Ha is located adjacent to an electron-withdrawing C=O, its absorption occurs upfield from the signal due to Hb (6.0 vs. 7.0 ppm). Offer an explanation.arrow_forward5. What is the expected Chemical shift of the proton of CH₂ Connected to Cl and C=C CICH₂CH=CH₂arrow_forward
- benzyl chloride integration and splitting pattern (c7H7Cl) pleasearrow_forwardExplain how the DEPT spectrum can aid structure determinationarrow_forward1. Draw two constitutional isomers of the formula C6H11B1. Explain how you would differentiate those molecules using either spectroscopy or spectrometry. You only need to differentiate them using one example.arrow_forward
- The DEPT-90 spectrum exhibits 6 in the 0-50 ppm region The DEPT-135 spectrum exhibits x 100 ppm region that is a positive ▾ C6 signal(s) for the CH groups: ▼ 1,2,6 ✓ in the sp2 hybridized region 100-150 C3 and C4 ▼ signal(s) (only the quaternary carbon atoms, signal(s), indicating the presence of a methylene group (CH₂) attached to an oxygen atom, are missing); there is C5 ▼ C1 and C2 ▼ and signal(s) in the 50-arrow_forwardQ4) Two Isomers have the chemical formula CsH10 identify their structure based on their IR spectra below? Isomer A Ahserbance / 100- 4000 300 2500 2000 1000 Wavenumhers/em Isomer B Ahserbance /% 100 4000 3000 2500 2000 1000 Wavenunbers /emarrow_forward3. (1) The overall range for carbon chemical shifts are 0 - 220 ppm. Where in "chemical shift" ranges do you expect to find carbon signals based on their orbital hybridization? C (sp') C(sp) as in alkynes, nitriles C (sp')arrow_forward
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