3. 'H-NMR interpretationWhen dissolved in CDC13, phenacetin shows 6 signals. All of the peaks are sharp, except for the signal f notbelow.Draw the chemical structure of phenacetin, labeling each hydrogen with an alphabetical letter.Make a larger version of the chart below (half or full page), and complete it with the missing information.Explanation of splitting patter8 (ppm)Letter# H(integrationSplitting patternvalue)7.94f1Broad singlet7.36e6.80d3.98с2.09b1.38aExtra Credit Question4. Describe/predict how the 'H-NMR spectrum differs for acetaminophen.

Answered: Image /qna-images/answer/065841b2-e221-4896-a61c-0ea230e783d1.jpg

Answered: 3. 'H-NMR interpretation When dissolved…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.SE: Something Extra

Problem 65AP: Phenacetin, a substance formerly used in over-the-counter headache remedies, has the formula...

See similar textbooks

Similar questions

Phenacetin, a substance formerly used in over-the-counter headache remedies, has the formula C10H13NO2. Phenacetin is neutral and does not dissolve in either acid or base. When warmed with aqueous NaOH, phenacetin yields an amine, C8H11NO, whose 1H NMR spectrum is shown. When heated with HI, the amine is cleaved to an aminophenol, C6H7NO. What is the structure of phenacetin, and what are the structures of the amine and the aminophenol?
A compound has the molecular formula: C4H8O2 and gives the following C-13 NMR spectrum. Provide the most likely functional groups for each signal. nmrsim presentation 1 1 C:Bruken Topspin3.5pl7 examdata -170.7658 150 100 d 170.8 (O CH3) ; 60.4 (OCH2); 20.8, 14.1 (2 x C=0) 8170.8 (0 CH₂); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 8 170.8 (CH3); 60.4 (C-0); 20.8, 14.1 (2 x OCH₂) 8170.8 (C=0); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 8170.8 (C) ; 60.4 (O CH2); 20.8, 14.1 (2 x O CH3) -60.4293 50 -20.7902 -14.1385 [ppm] [+]
Indicate the shift of carbon bonded to an alcohol (-CH₂-OH) (in ppm) in a ¹³C NMR spectrum. 20 90 60 135 O210
An unknown compound has the following data. Deduce the structure of the unknown compound and upload your answer. IF YOU DRAW MULTIPLE STRUCTURES, ONLY THE STRUCTURE WORTH THE LEAST POINTS WILL BE CONSIDERED. Molecular Formula: C10H120 13C-NMR data: there are eight signals 1H-NMR data: Chem. Rel. shift area 1.84 3.00 3.76 3.00 6.09 1.00 6.36 1.00 6.82 2.00 7.23 2.00 TMS 10 9. 8 7 3. 2 1 0 ppm Chemical shift (8) 6.5 6.4 6.3 6.2 6.1 6.0 Intensity
2. (Chapter 13 - Q58b) The compound whose H NMR spectrum is shown has the molecular formula C7H7B1. Follow the following questions to predict the unknown structure. Chem. shift Rel. area 2.31 1.50 701 1.00 7.35 1.00 TMS 10 7 6 O ppm 4 3 2 Chemical shift (8) e20s Cenge leaming 2(a) Degree of the unsaturation of this compound is= 2(b) The two distinct peaks in the aromatic region of the H NMR indicate that compound is .disubstituted = 2(c) The splitting pattern of the peak at 2.31 ő is = 2(d) The group that corresponds to the splitting pattern in 1(c) is = 2(e) This compound has the plane of symmetry Yes or No = 2(f) The name of the unknown compound = Intensity
Analyse each peak of the H-NMR and 13C-NMR of dibenzalacetone
2. Draw a structure that corresponds to each 'H NMR spectrum shown below SH CH10 3H 2H 6 4. PPM 3 2
For the 1 H NMR spectrum of acetyl salicylic acid shown below, assign each signal to the proton to which it corresponds (the COOH proton does not appear on this spectrum).
5. How many ¹H NMR signals does each natural product exhibit? Write the number of ¹H NMR signals inside the box. a. CH CH3 N CH3 caffeine (from coffee beans and tea leaves) NMR signals b. CHO OH OCH₂ vanillin (from the vanilla bean) NMR signals LOH thymol (from thyme) NMR signals
2.) How many 'H-NMR and 13C-NMR resonance signals would you expect in each spectrum for 2-aminophenyl phenyl sulfide? NH2 4 3 1 HR20DED0672NS ppm Assign. Shift(ppm) H H N 7.447 7.22 7.21 7.10 A H-c 7.09 6.77 6.75 4.27 H- HA H-E Peaks B and C overlapped to the solvent peak. The solvent peak was not deleted fron this spectrum. H
Which set of H's in the phenacetin analog shown below correspond to HA/HA' in the 1H NMR spectrum shown below? Phenacetin1HNMR Chem235.12.fid 7.9 7.8 7.7 7.6 HA/HA' HB/HB' N A/A' 7.5 11 Group 1 one H3C 10 B 7.2 7.1 7.0 F1 (ppm) C/C' ZI 6.8 6.7 6.6 6.5 6 f1 (ppm) 5 [Choose ] [Choose ] CH3 Group 2 900 -800 700 -600 -500 400 -300 -200 100 -0 > -3800 3600 3400 3200 -3000 2800 2600 2400 -2200 -2000 1800 -1600 1400 - 1200 -1000 -800 600 -400 -200 -200
A 13C NMR spectrum is shown for a molecule with the molecular formula of C.HgO2. Draw the structure that best fits this data. 180 160 140 120 100. 80 60 40 20 "PPM Drawing

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Introduction to General, Organic and Biochemistry

Chemistry

ISBN:

9781285869759

Author:

Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:

Cengage Learning

Macroscale and Microscale Organic Experiments

Chemistry

ISBN:

9781305577190

Author:

Kenneth L. Williamson, Katherine M. Masters

Publisher:

Brooks Cole

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Introduction to General, Organic and Biochemistry

Chemistry

ISBN:

9781285869759

Author:

Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:

Cengage Learning

Macroscale and Microscale Organic Experiments

Chemistry

ISBN:

9781305577190

Author:

Kenneth L. Williamson, Katherine M. Masters

Publisher:

Brooks Cole

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

EBK A SMALL SCALE APPROACH TO ORGANIC L

Chemistry

ISBN:

9781305446021

Author:

Lampman

Publisher:

CENGAGE LEARNING - CONSIGNMENT

SEE MORE TEXTBOOKS