EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 20.7D, Problem 20.10P
- a. Why do most long-chain fatty acids show a large peak in the mass spectrum at m/z 60?
- b. Use equations to explain the prominent peaks at m/z 74 and m/z 87 in the mass spectrum of 2-methylpentanoic acid.
- c. Why doesn’t the mass spectrum of 2-methylpentanoic acid show a large peak at m/z 60?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Dibenzalacetone
CDC13
11
10
7
6
4
3
2
1
ppm
a. Match the hydrogens in dibenzalacetone to the signals in the spectrum.
b. Does this sample also contain any benzaldehyde?
c. Does this sample also contain any other impurities?
For each compound, assign likely structures to the fragments at each m/z value, and explain how each fragment is formed.
a. CgHsCH2CH2OH: peaks at m/z = 104, 91
b. CH2=C(CH)CH2CH,OH: peaks at m/z = 71, 68, 41, 31
) Why do most long-chain fatty acids show a large peak in the mass spectrum at m>z 60?
Chapter 20 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
Ch. 20.2C - Prob. 20.1PCh. 20.2C - Name the following carboxylic acids (when...Ch. 20.4B - Rank the compounds in each set in order of...Ch. 20.5 - Prob. 20.4PCh. 20.5 - Phenols are less acidic than carboxylic acids,...Ch. 20.5 - Prob. 20.6PCh. 20.7A - Prob. 20.7PCh. 20.7B - Prob. 20.8PCh. 20.7D - Draw all four resonance forms of the fragment at...Ch. 20.7D - a. Why do most long-chain fatty acids show a large...
Ch. 20.10 - Prob. 20.13PCh. 20.10 - A carboxylic acid has two oxygen atoms, each with...Ch. 20.10 - Prob. 20.15PCh. 20.10 - The mechanism of the Fischer esterification was...Ch. 20.10 - Prob. 20.17PCh. 20.12 - Show how to synthesize the following compounds,...Ch. 20.13 - Show how you would synthesize the following...Ch. 20.14 - Prob. 20.20PCh. 20.14 - Prob. 20.21PCh. 20.15 - Propose a mechanism for the reaction of benzoic...Ch. 20.15 - Prob. 20.23PCh. 20.15 - Prob. 20.24PCh. 20 - Prob. 20.25SPCh. 20 - Give both IUPAC names and common names for the...Ch. 20 - Draw the structures of the following compounds. a....Ch. 20 - Prob. 20.28SPCh. 20 - Arrange each group of compounds in order of...Ch. 20 - Predict the products (if any) of the following...Ch. 20 - Rank the following isomers in order of increasing...Ch. 20 - Prob. 20.32SPCh. 20 - What do the following pKa values tell you about...Ch. 20 - Given the structure of ascorbic acid (vitamin C):...Ch. 20 - Prob. 20.35SPCh. 20 - Show how you would accomplish the following...Ch. 20 - Predict the products and propose mechanisms for...Ch. 20 - Prob. 20.38SPCh. 20 - Prob. 20.39SPCh. 20 - Prob. 20.40SPCh. 20 - Prob. 20.44SPCh. 20 - Prob. 20.45SPCh. 20 - Predict the major form of each compound when it is...
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
- 8. Draw the ions in the mass spectrum of methylcyclohexane that correspond to the m/z peaks of 98 and 83. m/z = 98 m/z = 83arrow_forwardWhat would distinguish the mass spectrum of 2,2-dimethylpropane from those of 2- methylbutane and n-pentane? A. molecular ion peak at 72 B. base peak at 15 C. base peak at 27 D. base peak at 43 E. base peak at 57arrow_forwardI. Look at the MS/MS for paracetamol (a drug), explain the peaks seen at 134 and 110, and draw the structure for the 110 peak. Paracetamòl N-(4-hydroxyphenyliacetamide ESI+, MS/MSs Kky pan_03_c80720211368 1-38 RT: 0.00024 AV 35 N: 107ES T TMSES F ms 12.00g24 00 0 00-10.0g 100g 110.0 CH но 70 (M.H]* 162.0 16 1340 130 100arrow_forward
- How can you distinguish aldehydes, esters and carboxylic acids using IR spectra? Explain using specific examples.arrow_forwardThe base peak appears at m/z 83 for one of the following compounds and at m/z 97 for the other two. Match the m/z values for the base peaks with the appropriate compounds. compound xx 97 83 97 m/z Xarrow_forwardHow to interept this data to match the structure? It gives the peak/PPM and having trouble matching it up. Does the intensity of the peak mean something? If possible, please draw it with thr associated peaks/ppm's.arrow_forward
- The base peak appears at m/z 83 for one of the following compounds and at m/z 97 for the other two. Match the m/z values for the base peaks with the appropriate compounds. compound xx m/z (Choose one) 97 83 (Choose one) (Choose one) X Ś 8 E olo 18 Ararrow_forward1. Which one of the given compounds is consistent with the mass spectrum below? 100 40 20 10 20 25 30 35 40 5o 55 45 60 65 70 75 m/z Courtesy of SDBS: National Institute of Advanced Industrial Science and Technology A. CH,CH,CH(CH,), В. CH,CHOHCH,CH, C. CH,CH,OCH,CH, D. CH,CH,NHCH,CH, E. CH,CH,CH,CH, Relative htensityarrow_forwardThe picture shows the given compound that was analyzed through mass spectra where notable peaks were observed. What are the structure of the fragments in the following M/Z. M/Z = 91, M/Z = 43, M/Z=147arrow_forward
- On each mass spectrum above, indicate the base peak and the molecular ion peak (or at least where you would expect to find it) and if the base peak on the mass spectrum for linalool has m/z 71, propose a structure for this fragment ion.arrow_forwardQuestion 2 Which amomg the fragments below will be dectected by mass Spectrophotometer? i. [CH3CH31* ii. CH3CH3 iii. -CH2CH3 iv. [CH3CH4] only i ii and iv only i O i and iii only iarrow_forwardWhich one is the incorrect statement regarding mass spectrum? The structure likely contains a bromine atom if the (M+2)+ peak and (M)** are almost similar in heights The relative heights of (M)** peak and (M+1)** peak indicate the number of carbon atoms A signal at M-15 indicates the loss of a methyl group and a signal at M-29 indicates the loss of an ethyl group In case of alcohols, a signal at m/z = 18 is produced due to the loss of neutral H₂O molecule (Dehydration) The structure likely contains a chlorine atom if the (M+2)** peak is approximately one-third as tall as (M)*•arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
Mass Spectrometry; Author: Professor Dave Explains;https://www.youtube.com/watch?v=hSirWciIvSg;License: Standard YouTube License, CC-BY