Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 14.14, Problem 16P
Interpretation Introduction
Interpretation:
The number of signals expected in the
Concept Introduction:
In
Carbon atoms having equivalent environment will have the same chemical shift.
In simple molecules, equivalent carbon atoms can be identified just by inspection.
The number of signals depends on the number of distinct carbon atoms in the structure of the compound.
If the structure is symmetrical, the number of signals in the
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
How many signals would you expect to see in the 13C NMR spectrum of each of the following compounds? (a) Propylbenzene (b) Isopropylbenzene (c) 1,2,3-Trimethylbenzene (d) 1,2,4-Trimethylbenzene (e) 1,3,5-Trimethylbenzene
Each of the following compounds exhibit a single 1H NMR peak. Approximately where
would you expect each compound to absorb (give your answer in a range of chemical shift)?
Cyclohexane
Acetone
Benzene
Dichloromethane
Trimethylamine
In the 1H NMR spectra of 2-bromopropane (CH3)2CHBr and 1-bromopropane CH3CH2CH2Br, how many signals do you expect to see?
Chapter 14 Solutions
Organic Chemistry - Standalone book
Ch. 14.3 - Prob. 1PCh. 14.3 - Prob. 2PCh. 14.4 - The 1H NMR signal for bromoform (CHBr3) appears at...Ch. 14.5 - identify the most shielded and least shielded...Ch. 14.5 - (a) Assign the chemical shifts 1.6, 2.2, and 4.8...Ch. 14.5 - Assign the chemical shifts 1.1, 1.7, 2.0, and 2.3...Ch. 14.5 - Assign the chemical shifts 1.6, 4.0, 7.5, 8.2, and...Ch. 14.6 - The 300-MHz 1H NMR spectrum of 1,4-dimethylbenzene...Ch. 14.6 - Prob. 9PCh. 14.6 - How many signals would you expect to find in the...
Ch. 14.7 - Describe the appearance of the 1H NMR spectrum of...Ch. 14.8 - Describe the appearance of the 1H NMR spectrum of...Ch. 14.11 - Prob. 13PCh. 14.11 - Prob. 14PCh. 14.12 - Hydrogen bonding between the oxygen of dimethyl...Ch. 14.14 - Prob. 16PCh. 14.15 - The 13C NMR spectrum of 1-bromo-3-chloropropane...Ch. 14.15 - Consider carbons x, y, and z in p-methylanisole....Ch. 14.15 - Prob. 19PCh. 14.16 - To which of the compounds of Problem 14.16 does...Ch. 14.18 - DEPT spectra for a compound with the formula...Ch. 14.20 - Vibrational frequencies are sensitive to isotopic...Ch. 14.21 - Prob. 23PCh. 14.22 - Prob. 24PCh. 14.23 - Prob. 25PCh. 14.23 - Which one of the C5H8 isomers shown has its max at...Ch. 14.24 - Knowing what to look for with respect to isotopic...Ch. 14.24 - The base peak appears at m/z105 for one of the...Ch. 14.24 - Mass spectra of 1-bromo-4-propylbenzene and...Ch. 14.25 - Prob. 30PCh. 14 - Each of the following compounds is characterized...Ch. 14 - Deduce the structure of each of the following...Ch. 14 - From among the isomeric compounds of molecular...Ch. 14 - The H1NMR spectrum of fluorene has signals at 3.8...Ch. 14 - Prob. 35PCh. 14 - H1NMR spectra of four isomeric alcohols with...Ch. 14 - Prob. 37PCh. 14 - We noted in Section 14.13 that an NMR spectrum is...Ch. 14 - Identify each of the C4H10O isomers on the basis...Ch. 14 - A compound (C3H7ClO2) exhibited three peaks in its...Ch. 14 - Label nonequivalent carbons in the following...Ch. 14 - Compounds A and B are isomers of molecular formula...Ch. 14 - C13 NMR spectra for four isomeric alkyl bromides...Ch. 14 - Prob. 44PCh. 14 - Prob. 45PCh. 14 - Identify the C3H5Br isomers on the basis of the...Ch. 14 - Prob. 47PCh. 14 - A compound (C8H10O) has the IR and H1NMR spectra...Ch. 14 - Deduce the structure of a compound having the...Ch. 14 - Figure 14.53 presents IR, H1NMR, C13NMR and mass...Ch. 14 - H1NMR, C13NMR, IR, and mass spectra are shown for...Ch. 14 - 1H NMR and IR spectra for a compound with the...Ch. 14 - FriedelCraftsalkylation of benzene with...Ch. 14 - Prob. 54DSPCh. 14 - Prob. 55DSPCh. 14 - Prob. 56DSPCh. 14 - Prob. 57DSPCh. 14 - Prob. 58DSP
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
- How many absorptions would you expect to observe in the 13C NMR spectra of the following compounds? (a) 1,1-Dimethylcyclohexane (b) CH3CH2OCH3 (c) tert-Butylcyclohexane (d) 3-Methyl-l-pentyne (e) cis-1,2-Dimethylcyclohexane (f) Cyclohexanonearrow_forwardWhich of the following molecules would have 5 peaks in its 13C NMR spectrum? (Could be multiple) a.) cyclohexane b.) 3-methylpentane c.) 1,3-dimethylcyclobutane d.) methylcyclohexane e.) 2,2-dimethylpentane f.) 1-chloro-2-methylcyclopentanearrow_forwardHow many signals would you expect to see in the 13C NMR and 1H NMR spectra of cis-1,3- dimethylcyclohexane:arrow_forward
- Predict the theoretical number of different NMR signals produced by each compound, and give approximate chemical shifts. Point out any diastereotopic relationships. (a) 2-bromobutane (b) cyclopentanolarrow_forwardEach of the following compounds exhibit a single 1H NMR peak. Approximately wherewould you expect each compound to absorb (give your answer in a range of chemical shift)?a. Cyclohexaneb. Acetonec. Benzened. Dichloromethanee. Trimethylaminearrow_forwardHow many signals would each compound give in its 1H NMR spectrum?a) Propaneb) 2, 3-Dimethyl-2-butene c) (E)-2-butened) Ethanearrow_forward
- Esters of chrysanthemic acid are naturally occurring insecticides. How many lines are present in the 13C NMR spectrum of chrysanthemic acid?arrow_forwardconsidering the molecular structures of the compound below, which one should only show a single peak in its 1h nuclear magnetic resonance (nmr) spectrum A) ethane B) propane C) Butane D) Methylcyclohexanearrow_forwardNMR. Indicate how many signals appear in the proton spectrum of the(1) CICH=CH2(2) o-chloromethylbenzenearrow_forward
- Analyze the high resolution proton NMR spectrum of a compound with the molecular formula C8H16O2 and find out which one. A. 2-ethylhexanoic acid B. 1,4-cyclohexanedimethanol C. ethyl hexanoate D. butyl butyrate E. ethyl 2,2-dimethylpropanoatearrow_forwardHow many peaks would you expect to see in the 13C NMR spectrum of 3-bromohexane? a.) 3 b.) 4 c.) 5 d.) 6arrow_forwardHow many unique carbon atoms are in hexane (CH3CH2CH2CH2CH2CH3)? In other words, how many peaks would you expect in its 13C NMR spectrum? 1 2 3 6arrow_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
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning