ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
2nd Edition
ISBN: 9780393664034
Author: KARTY
Publisher: NORTON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Question
Chapter 15, Problem 15.46P
Interpretation Introduction
Interpretation:
In Section 15.5c, we learned that the frequency of a
Concept introduction:
When a
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Define Protons on Benzene Rings ?
1. An aliphatic ketone absorbs at 1,715 cm-1. What is the frequency of this vibration in hertz, which is cycles per second or just per second, reciprocal seconds?
2. What is the energy equivalent of this stretching vibration in kcal/mole?
3. Why does 3,4-diethyl-3-hexene not have a carbon to carbon double bond stretching absorption band?
4. Why does a carbon to oxygen double bond absorption band have a greater intensity than a carbon to carbon double bond absorption band?
5. Using only IR, explain in detail how one could most easily differentiate between oct-1-ene and oct-1-yne if all carbon to carbon bonds are ignored.
6. Using only IR, explain in detail how one could most easily differentiate between butan-1-ol and butanoic acid.
Convert the following infrared wavelengths to cm-1.
(a) 6.24 mm, typical for an aromatic C=C (b) 3.38 mm, typical for a saturated C¬H bond
Chapter 15 Solutions
ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
Ch. 15 - Prob. 15.1PCh. 15 - Prob. 15.2PCh. 15 - Prob. 15.3PCh. 15 - Prob. 15.4PCh. 15 - Prob. 15.5PCh. 15 - Prob. 15.6PCh. 15 - Prob. 15.7PCh. 15 - Prob. 15.8PCh. 15 - Prob. 15.9PCh. 15 - Prob. 15.10P
Ch. 15 - Prob. 15.11PCh. 15 - Prob. 15.12PCh. 15 - Prob. 15.13PCh. 15 - Prob. 15.14PCh. 15 - Prob. 15.15PCh. 15 - Prob. 15.16PCh. 15 - Prob. 15.17PCh. 15 - Prob. 15.18PCh. 15 - Prob. 15.19PCh. 15 - Prob. 15.20PCh. 15 - Prob. 15.21PCh. 15 - Prob. 15.22PCh. 15 - Prob. 15.23PCh. 15 - Prob. 15.24PCh. 15 - Prob. 15.25PCh. 15 - Prob. 15.26PCh. 15 - Prob. 15.27PCh. 15 - Prob. 15.28PCh. 15 - Prob. 15.29PCh. 15 - Prob. 15.30PCh. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Prob. 15.34PCh. 15 - Prob. 15.35PCh. 15 - Prob. 15.36PCh. 15 - Prob. 15.37PCh. 15 - Prob. 15.38PCh. 15 - Prob. 15.39PCh. 15 - Prob. 15.40PCh. 15 - Prob. 15.41PCh. 15 - Prob. 15.42PCh. 15 - Prob. 15.43PCh. 15 - Prob. 15.44PCh. 15 - Prob. 15.45PCh. 15 - Prob. 15.46PCh. 15 - Prob. 15.47PCh. 15 - Prob. 15.48PCh. 15 - Prob. 15.49PCh. 15 - Prob. 15.50PCh. 15 - Prob. 15.51PCh. 15 - Prob. 15.52PCh. 15 - Prob. 15.53PCh. 15 - Prob. 15.54PCh. 15 - Prob. 15.55PCh. 15 - Prob. 15.56PCh. 15 - Prob. 15.57PCh. 15 - Prob. 15.58PCh. 15 - Prob. 15.59PCh. 15 - Prob. 15.60PCh. 15 - Prob. 15.61PCh. 15 - Prob. 15.62PCh. 15 - Prob. 15.63PCh. 15 - Prob. 15.64PCh. 15 - Prob. 15.65PCh. 15 - Prob. 15.66PCh. 15 - Prob. 15.67PCh. 15 - Prob. 15.68PCh. 15 - Prob. 15.1YTCh. 15 - Prob. 15.2YTCh. 15 - Prob. 15.3YTCh. 15 - Prob. 15.4YTCh. 15 - Prob. 15.5YTCh. 15 - Prob. 15.6YTCh. 15 - Prob. 15.7YTCh. 15 - Prob. 15.8YTCh. 15 - Prob. 15.9YTCh. 15 - Prob. 15.10YTCh. 15 - Prob. 15.11YTCh. 15 - Prob. 15.12YTCh. 15 - Prob. 15.13YTCh. 15 - Prob. 15.14YTCh. 15 - Prob. 15.15YTCh. 15 - Prob. 15.16YTCh. 15 - Prob. 15.17YTCh. 15 - Prob. 15.18YTCh. 15 - Prob. 15.19YTCh. 15 - Prob. 15.20YTCh. 15 - Prob. 15.21YTCh. 15 - Prob. 15.22YTCh. 15 - Prob. 15.23YTCh. 15 - Prob. 15.24YTCh. 15 - Prob. 15.25YTCh. 15 - Prob. 15.26YTCh. 15 - Prob. 15.27YTCh. 15 - Prob. 15.28YTCh. 15 - Prob. 15.29YTCh. 15 - Prob. 15.30YT
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
- Draw the structures of Compound 13 a and 13b, clearly indicate your assignments of all proton resonances. Calculate the unsaturation index of each compound Compound 13a: C8H10O2 A=7.17 ppm singlet 4h B=4.70 ppm singlet 4h C= 2.99 ppm singlet 2H 1)Excess CrO3, H2SO4 2) CH3OH (excess) , H+ heat Compound: C10H10O4 A=8.11 ppm singlet 4H B=3.96 ppm singlet 6 Harrow_forwardPropose a structure consistent with each set of data. a.a compound that contains a benzene ring and has a molecular ion at m/z = 107 b.a hydrocarbon that contains only sp3 hybridized carbons and a molecular ion at m/z = 84 c.a compound that contains a carbonyl group and gives a molecular ion at m/z = 114 d.a compound that contains C, H, N, and O and has an exact mass for the molecular ion at 101.0841arrow_forwardPropose a structure consistent with each set of data.a. a compound that contains a benzene ring and has a molecular ion at m/z = 107b. a hydrocarbon that contains only sp3 hybridized carbons and a molecular ion at m/z = 84c. a compound that contains a carbonyl group and gives a molecular ion at m/z = 114d. a compound that contains C, H, N, and O and has an exact mass for the molecular ion at 101.0841arrow_forward
- Une or more valid answers. Explain the answers. The localization or resonance energy: a) Justify the increased stability of molecules that have unlocated electrons b) It is a consequence of the mobility of the electrons that form the “sigma” bonds c) It occurs in compounds with conjugated double bonds, but not in aromatic compounds d) It is shown by the experimental values of the enthalpies of formation.arrow_forwardAzulene, an isomer of naphthalene, has a remarkably large dipole moment for a hydrocarbon (μ = 1.0 D). Explain, using resonance structures.arrow_forwardCompounds A and B are isomers having the molecular formula C4H8O3. Identify A and B on the basis of their 1H NMR spectra.Compound A: δ 1.3 (3H, triplet); 3.6 (2H, quartet); 4.1 (2H, singlet); 11.1 (1H, broad singlet)Compound B: δ 2.6 (2H, triplet); 3.4 (3H, singlet); 3.7 (2H triplet); 11.3 (1H, broad singlet)arrow_forward
- When anthracene is added to the reaction of chlorobenzene with concentrated NaOH at 350 °C, an interesting Diels–Alder adduct of formula C20H14 results. The proton NMR spectrum of the product shows a singlet of area 2 around d 3 and a broad singlet of area 12 aroundarrow_forward16 Draw the structures of Compound 16a and 16b, clearly indicate your assignments of all proton resonances. Calculate the unsaturation index of each compound Compound 16a- c8h6o2 A=10.2 ppm singlet 2h B=7.69 ppm singlet 4h Compound 16b C8H10 A=7.00 ppm, singlet 4h B= 2.25 ppm singlet 6H (Excess) H2NNH2, KOH, (HOCH2CH2)2O heatarrow_forwardDefine the 1H NMR spectrum of 2-bromopropane, (CH3)2CHBrarrow_forward
- The mass spectrum of 1-ethyl-1-methylcyclohexane shows many fragments, with two in very large abundance. One appears at m/z = 111 and the other appears at m/z = 97. Determine the identity and structure of each of these fragmentsarrow_forwardPlease explain why if the 13C & 1H NMR spectrum data below is the possible structure of known compound ' 1-(4'-methyl-[1,1'-biphenyl]-4-yl)ethanone'? (Suzuki Cross-Coupling) 1H NMR: 2.41 ppm, 3H, singlet, aromatic -CH3 2.64 ppm, 3H, singlet, ketone, -CH3 7.27-7.29 ppm, 2H,doublet, aromatic -CH 7.53-7.54 ppm, 2H,doublet, aromatic -CH 7.67-7.68 ppm, 2H,doublet, aromatic -CH 8.01-8.03 ppm, 2H,doublet, aromatic -CH 13C NMR 22 ppm, -CH3 attached to the aromatic ring 26 ppm, -CH3 attached to the ketone carbonyl 127 ppm, aromatic -CH 129 ppm, aromatic -CH 130.5 ppm, aromatic -CH 135 ppm, aromatic -CH 137 ppm, aromatic -CH 145 ppm, aromatic -CH 197 ppm, carbonyl carbon of ketone IR: A band at 3040 cm-1 is a stretching frequency of the C-H bond of the alkene. A band at 1672 cm-1 is a stretching frequency of the -C=O bond of ketone (alpha beta unsaturated ketone). A band at 1598 cm-1 is a stretching frequency of the C=C bond of the aromatic ring. A band at 1391 and 1362 cm-1 is a bending…arrow_forward04) The proton resonance of the OH group is found at δ 5.80 for phenol and at δ 10.67 for 2-nitrophenol, both in dilute deuterated chloroform CDCl3 solution. Explain.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
General Chemistry | Acids & Bases; Author: Ninja Nerd;https://www.youtube.com/watch?v=AOr_5tbgfQ0;License: Standard YouTube License, CC-BY