EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 10.13, Problem 17P
Which will occur at a larger wavenumber:
- a. the C 8 O stretch of phenol or the C 8 O stretch of cyclohexanol?
- b. the C 9 O stretch of a
ketone or the C 9 O stretch of an amide? - c. The C 8 N stretch of cyclohexylamine or the C 8 N stretch aniline?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Which occurs at a larger wavenumber:
a. the C - O stretch of phenol or the C - O stretch of cyclohexanol? b. the C - O stretch of a ketone or the C - O stretch of an amide? c. the C - N stretch of cyclohexylamine or the C - N stretch of aniline?
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?
Which occurs at a larger wavenumber:
1. a C=C stretch or a C=C stretch? 3. a C-N stretch or a C=N stretch?
2. a C-H stretch or a C-H bend? 4. a C=O stretch or a C-O stretch?
Chapter 10 Solutions
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
Ch. 10.1 - Prob. 1PCh. 10.2 - What would distinguish the mass spectrum of...Ch. 10.2 - Prob. 3PCh. 10.3 - Prob. 5PCh. 10.3 - Suggest possible molecular formulas for a compound...Ch. 10.3 - Prob. 7PCh. 10.4 - Prob. 8PCh. 10.4 - Prob. 9PCh. 10.5 - Prob. 10PCh. 10.5 - Prob. 11P
Ch. 10.6 - Identify the ketone responsible for the mass...Ch. 10.6 - Prob. 13PCh. 10.8 - Prob. 14PCh. 10.8 - Prob. 15PCh. 10.12 - Which will occur at a larger wavenumber: a. a C :...Ch. 10.13 - Which will occur at a larger wavenumber: a. the C...Ch. 10.13 - Prob. 18PCh. 10.13 - Prob. 19PCh. 10.13 - Which will show an O 8 H stretch at a larger...Ch. 10.14 - Prob. 21PCh. 10.14 - Prob. 22PCh. 10.15 - Prob. 23PCh. 10.15 - Prob. 24PCh. 10.17 - Prob. 25PCh. 10.18 - Prob. 26PCh. 10.18 - Prob. 27PCh. 10.19 - Prob. 28PCh. 10.19 - Prob. 29PCh. 10.22 - How many signals would you expect to see in the 1H...Ch. 10.22 - Prob. 31PCh. 10.22 - Prob. 32PCh. 10.23 - Where would you expect to find the 1H NMR signal...Ch. 10.24 - Prob. 34PCh. 10.25 - Prob. 35PCh. 10.25 - Prob. 36PCh. 10.25 - Prob. 37PCh. 10.26 - Prob. 38PCh. 10.26 - Which of the following compounds is responsible...Ch. 10.27 - Prob. 40PCh. 10.27 - Prob. 41PCh. 10.27 - The 1H NMR spectra of two carboxylic acids with...Ch. 10.28 - Prob. 43PCh. 10.28 - Prob. 44PCh. 10.28 - Prob. 45PCh. 10.28 - Describe the 1H NMR spectrum you would expect for...Ch. 10.28 - Identify the compound with molecular formula...Ch. 10.29 - Prob. 48PCh. 10.29 - Prob. 49PCh. 10.29 - Identify the compound with a molecular formula of...Ch. 10 - In the mass spectrum of the following compounds,...Ch. 10 - For each of the following pairs of compounds,...Ch. 10 - Draw the structure of a saturated hydrocarbon that...Ch. 10 - Prob. 54PCh. 10 - Prob. 55PCh. 10 - How could you use UV spectroscopy to distinguish...Ch. 10 - Prob. 57PCh. 10 - Predict the relative intensities of the molecular...Ch. 10 - Prob. 59PCh. 10 - List the following compounds in order from highest...Ch. 10 - How can 1H NMR be used to prove that the addition...Ch. 10 - There are four esters with molecular formula...Ch. 10 - Prob. 63PCh. 10 - Prob. 64PCh. 10 - Each of the IR spectra presented here is...Ch. 10 - Prob. 66PCh. 10 - Five compounds are shown for each of the following...Ch. 10 - Prob. 68PCh. 10 - Prob. 69PCh. 10 - Phenolphthalein is an acidbase indicator. In...Ch. 10 - Which one of the following five compounds produced...Ch. 10 - Prob. 72PCh. 10 - Prob. 73PCh. 10 - Prob. 74PCh. 10 - How could 1H NMR distinguish between the compounds...Ch. 10 - Prob. 76PCh. 10 - Prob. 77PCh. 10 - The 1H NMR spectra of three isomers with molecular...Ch. 10 - The 1H NMR spectra of three isomers with molecular...Ch. 10 - Identify the following compounds. (Relative...Ch. 10 - An alkyl halide reacts with an alkoxide ion to...Ch. 10 - Determine the structure of a compound with...
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
- 6. Predict the numbers of signals, integration ratios, and splitting pattems of the following compounds in the 'H-NMR and "C-NMR spectra. (12 pts) Compounds 'H-NMR BC-NMR CH, CHOCH,CCH, CH, Br b) c)arrow_forwardWhat functional group is indicated by the IR spectrum below? A) Aldehyde B) Ketone C) Carboxylic Acid D) Alkene E) Aminearrow_forwardch1arrow_forward
- a. How many signals does dimethyl fumarate (CH3O2CCH = CHCO2CH3, with a trans C = C) exhibit in its 13C NMR spectrum?b. Draw the structure of an isomer of dimethyl fumarate that has each of the following number of signals in its 13C NMR spectrum: [1] three; [2] four; [5] five.arrow_forwardWhat is the most likely base peak in the mass spectrum of the given compound? oe H. Select one: H. cöarrow_forward# of NMR peaks?arrow_forward
- 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 Farrow_forwardNeed answer step by steparrow_forwardWhich underlined proton (or sets of protons) has the greater chemical shift (that is, the higher frequency signal)?arrow_forward
- draw fragment ion that corresponds to the Base peak in each spectra. compound given.arrow_forwardNeighboring Effect on Proton Chemical Shifts 1H Chemical Shifts X=0,CI,Br X=N,S H X H X H Alkanes H R 10 -CHO 8 aromatic 6. vinylic ppm 7 4 R-X 3 2 1 R-л R Base Shift Increment Base shift CH2: 1.2 a Cl: Base shift CH: 1.5 -OC(=0)R 3.0 -OR CHз 0.9 OH a Ph: a OH: 2.3 1.4 2.4 CH2 1.2 2.3 -Br 2.2 Ph Calculated: 3.6 -CI -Aryl -C(=0)R -C=C CH 1.5 2.4 Calculated: 5.3 Observed: 3.65 1.4 with some small Observed: 4.8 1.0 variations 1.0 With the same neighboring effect, methine > methylene > methyl 1. - R-T (-C=C, -C=0, -Ph, etc.) < R-X (-OR, halogen, etc.) The effects are additive • The B-effect of EWG also contributesarrow_forward4000 3000 An IR spectrum of an unknown compound is shown below. Predict the principal functional group present in this compound. 1500 Wavenumber (cm-¹) 2000 1000 500 A) amide B) ester C) carboxylic acid D) aldehyde E) ketonearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY