EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 13.14, Problem 26P
Which shows an O — H stretch at a larger wavenumber: ethanol dissolved in carbon disulfide or an undiluted sample of ethanol?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Which shows an O¬H stretch at a larger wavenumber: ethanol dissolved in carbon disulfide or an undiluted sample of ethanol?
Match the following functional groups
with the associated IR frequency.
(all measurements below approximate
wavenumbers in cm-¹)
Alkene (C-H)
Alkane (C-H)
Carbonyl (C=O)
Alcohol (O-H)
1700 cm^-
3050 cm^-✪
2900 cm^-
3400 cm^-
Why is it that nuclei closer to an OH (alcohol) group appear at higher chemical shift?
Chapter 13 Solutions
EBK ORGANIC CHEMISTRY
Ch. 13.1 - Which of the following fragments produced in a...Ch. 13.2 - What distinguishes the mass spectrum of...Ch. 13.2 - What is the most likely m/z value for the base...Ch. 13.3 - Prob. 5PCh. 13.3 - a. Suggest possible molecular formulas for a...Ch. 13.3 - If a compound has a molecular ion with an...Ch. 13.3 - Identify the hydrocarbon that has a molecular ion...Ch. 13.4 - Predict the relative intensities of the molecular...Ch. 13.5 - Which molecular formula has an exact molecular...Ch. 13.5 - Prob. 11P
Ch. 13.6 - Sketch the mass spectrum expected for...Ch. 13.6 - The mass spectra of 1-methoxybutane,...Ch. 13.6 - Primary alcohols have a strong peak at m/z = 31....Ch. 13.6 - Identify the ketones responsible for the mass...Ch. 13.6 - Prob. 16PCh. 13.6 - Using curved arrows, show the principal fragments...Ch. 13.6 - The reaction of (Z)-2-pentene with water and a...Ch. 13.9 - a. Which is higher in energy: electromagnetic...Ch. 13.9 - Prob. 20PCh. 13.13 - Prob. 21PCh. 13.14 - Which occur at a larger wavenumber: a. the C O...Ch. 13.14 - Prob. 23PCh. 13.14 - Prob. 24PCh. 13.14 - Rank the following compounds from highest...Ch. 13.14 - Which shows an O H stretch at a larger...Ch. 13.16 - Prob. 27PCh. 13.16 - a. An oxygen-containing compound shows an...Ch. 13.16 - Prob. 29PCh. 13.16 - For each of the following pair of compounds, name...Ch. 13.17 - Which of the following compounds has a vibration...Ch. 13.17 - Prob. 32PCh. 13.18 - A compound with molecular formula C4H6O gives the...Ch. 13.20 - Prob. 34PCh. 13.20 - Prob. 35PCh. 13.21 - Predict the max of the following compound:Ch. 13.21 - Prob. 37PCh. 13.23 - a. At pH = 7 one of the ions shown here is purple...Ch. 13.23 - Prob. 39PCh. 13.23 - Prob. 40PCh. 13 - In the mass spectrum of the following compounds,...Ch. 13 - Prob. 42PCh. 13 - Draw structures for a saturated hydrocarbon that...Ch. 13 - Rank the following compounds in order of...Ch. 13 - For each of the following pairs of compounds,...Ch. 13 - a. How could you use IR spectroscopy to determine...Ch. 13 - Assuming that the force constant is approximately...Ch. 13 - Norlutin and Enovid are ketones that suppress so...Ch. 13 - In the following boxes, list the types of bonds...Ch. 13 - A mass spectrum shows significant peaks at m/z. =...Ch. 13 - Prob. 51PCh. 13 - Prob. 52PCh. 13 - Prob. 53PCh. 13 - The IR spectrum of a compound with molecular...Ch. 13 - Rank the following compounds from highest...Ch. 13 - Rank the following compounds from highest...Ch. 13 - What peaks in their mass spectra can be used to...Ch. 13 - Prob. 58PCh. 13 - Which one of the following five compounds produced...Ch. 13 - Prob. 60PCh. 13 - Each of the IR spectra shown below is accompanied...Ch. 13 - Prob. 62PCh. 13 - Prob. 63PCh. 13 - How can IR spectroscopy distinguish between...Ch. 13 - Prob. 65PCh. 13 - Prob. 66PCh. 13 - Give approximate wavenumbers for the major...Ch. 13 - Prob. 68PCh. 13 - Which one of the following live compounds produced...Ch. 13 - Phenolphthalein is an acid-base indicator. In...Ch. 13 - Prob. 71PCh. 13 - How can you use UV spectroscopy to distinguish...Ch. 13 - Prob. 73PCh. 13 - The IR and mass spectra for three different...
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
- What are the wavenumber values for the following organic functional groups: C=OAldehyde, Ketone, Amide, Carboxylic acid, and Ester? C=C, C=N, C-H, and C-C.arrow_forwardWhy do aldehydes, esters, and amides all have a strong absorption in the 1630-1780 cm1 region of their IR spectra? A) The bond between H and the sp³-hybridized C in these functional groups vibrates in this energy range. B) Each of these functional groups has at least two resonance structures, and the different vibrations of the resonance structures give off energy in this region. C) The bond between O and the sp²-hybridized C in these functional groups vibrates at a frequency in this energy range. D) Light at this wavenumber causes the average C to O bond length to increase which causes more of this light to be transmitted. E) An electron in the bond of these functional groups gets excited to the * orbital.arrow_forward2. Give absorption frequency ranges (in cm) for each of the following. -0-H stretch stretch H stretch EC-H stretch -C-H stretcharrow_forward
- Analyze the CNMR for the molecular formula C8H8O3 (vanillin). Propose a table with chemical shift for each peak and assignments of Carbons (assign on structure as well)arrow_forwardWhich one would have the higher frequency C=O stretch and why?arrow_forward1) Using your textbook (Chapter B.4 or Appendix G) as a reference, fill in the table below. Approximate Wavenumber in cm¹¹ Functional Group Alcohol Carbonyl Amine Nitrile Aromatic Ring Alkynearrow_forward
- 3. Attached is the IR for one of the compounds you crystallized in this lab. (a) Is this molecule 2- Naphthol, Acetophenone, Aniline or Vanillin? NAME the compound at the bottom of spectrum box. (b) Please identify and assign the major stretching vibrations. 100 Transmittance (%) 50- 4000 3000 1672 7 1666 6 3184 32 3021 50 2975 57 1598 10 2946 67 1690 10 2864 62 1511 10 2848 82 1455 18 2742 70 1464 32 12 1432 13 1398 52 1389 58 1373 66 1300 7 1266 4 1201 23 1500 Wavenumber (cm-¹) 2000 1172 13 1155 6 1125 24 1031 32 960 84 850 42 827 70 814 60 782 70 733 17 633 27 591 55 555 79 549 79 1000 500arrow_forwardHelparrow_forwardGiven the molecular formula C7H¬NO2 assign as many of the absorption bands in the spectrum below and propose a structure. (7 points)* Note you are graded on your ability to justify your answer, only 1 point is given for finding the correct structure. 1.0 0.8 80.6 0.4 -0.2 0.0아 4000 3500 3000 2500 2000 1500 1000 500 Transmittance (T) 3088 090E 2994 2954- 2932- 2864 1523 009 1349 1179- 1112- 861 792- 839- 683– 618- 741arrow_forward
- A student has the compound ethyl acetate and they would like to take an IR. First, they want to make sure they know what significant wavenumbers to look out for in their IR. What is the correct answer choice that matches the significant peaks of this compound? Key: S = Strong, M = Medium, W = Weak, Sh = Sharp, Br = Broad A)2980 cm-1 (m, sh) and 1750 cm-1 (s, sh) B)3070 cm-1 (m, br), 2930 cm-1 (s, sh), 1750 cm-1 (s, sh) C) 3350 cm-1 (m, sh) and 1720 cm-1 (s, sh) D) 3070 cm-1 (w), 2980 cm-1 (w, sh), 1720 cm-1 (s, sh) E)None of the above.arrow_forwardWhich of the following wavenumber corresponds to the fingerprint region on an IR spectrum? 1500-4000 cm 400-4000 cm-1 O 400-1500 cm-1 O 1600-1850 cm cm-1 Tamibianarrow_forwardWhat would be the partial interpretation (concerning the number of chemically equivalent hydrogen atoms in a molecule) of a triplet which integrates for 2 H and is located at 2.5 8 in the NMR? For this question, consider only the integration of the peak. CH2 2 equivalent CH2 2 equivalent CH CH CH3arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Physical ChemistryChemistryISBN:9781133958437Author:Ball, David W. (david Warren), BAER, TomasPublisher:Wadsworth Cengage Learning,
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Physical Chemistry
Chemistry
ISBN:9781133958437
Author:Ball, David W. (david Warren), BAER, Tomas
Publisher:Wadsworth Cengage Learning,
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY