Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
expand_more
expand_more
format_list_bulleted
Question
Chapter 15, Problem 15.16P
Interpretation Introduction
Interpretation:
The frequencies of the stretching vibrations indicated in the given molecule are to be estimated by using Table 15-2.
Concept introduction:
The frequencies of the stretching vibrations are estimated from the type of bond and the frequency range given for that bond. Also, the frequency range for the given type of bond is identified by the compound class to which that bond resembles in the molecule.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
The DEPT-90 spectrum exhibits
6
in the 0-50 ppm region
The DEPT-135 spectrum exhibits
x
100 ppm region that is a
positive ▾
C6
signal(s) for the CH groups:
▼
1,2,6
✓
in the sp2 hybridized region 100-150
C3 and C4 ▼
signal(s) (only the quaternary carbon atoms,
signal(s), indicating the presence of a methylene group (CH₂) attached to an oxygen atom,
are missing); there is
C5
▼
C1 and C2 ▼
and
signal(s) in the 50-
Watch videos (LINKS) on page 2 and answer questions
One infrared spectra (1) is given below.
(a) Analyze the spectra and tabulate important bands.
(b) Circle the possible molecular structure corresponding to the given spectra.
Spectra A:
4000 2700 cm ¹
2700- 2000 cm ¹
2000 1600 cm
1600 - 400 cm ¹
2.5
100
80
Region
60
40
20
0
OL
4000
(a)
COMPOUNDS
A
OH
3500
3
-1
3000
B
Absorption, cm -1
3.5
4
2500
4.5
SPECTRA 1
CH, O
CH, C C CH,
H
H
NO
H
wavelength (um)
5 5,5 6
2000 1800 1600
wavenumber (cm)
wavelength (um)
C
Functional group
CIC
C-OH
CH,
7
8
1400 1200
D
9 10
n
1000
CH₂CH₂OH
-
11
Base Value
12 13 14 15 16
800
600
E
Jun
CH₂-C-N
Q4/
S
204.9
S
162.2
d
136.5 120.0 118.2
131.3 119.2
OH
а
er
I'm
2
26.6
ppm
Use the above proton -decoupled Bc spectrum to deduce whether
it belongs to compound & or
compound Ⓒ. The multiplicity
of these signals in the off-resonance Bc spectrum is shown as a letter.
Chapter 15 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
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
Similar questions
- The boxes are labeled by ranges within the infrared spectrum, representing the wavelengths at which specific functional groups absorb energy. The scale is shown in wavenumbers, cm m¯¹. Classify each functional group according to the approximate range where it would produce a stretch on the spectrum. Note: The stretches of the functional groups may not fill the entire range. -1 3700-3200 cm¯¯ C-H aromatic 3200-3000 cm 3000-2500 cm-¹ -1 -1 O-H alcohol C=O aldehyde 2500-2000 cm-¹ Answer Bank C=N nitrile 2000-1800 cm-¹ -1 1800-1600 cmarrow_forwardBased on the 13C NMR chemical shift range, predict the carbon chemical shifts range (a-d) of the following molecule.arrow_forwardGiven the FTIR Spectra picture, match the following bands to its corresponding interpretation. Choices: Band A C=C conjugated Band B N-H amide stretch Band C Aliphatic O-H stretch Band D C-H stretch Band E C=O conjugated ketone stretch C=O unconjugated ketone stretcharrow_forward
- 6) Complete the spectroscopy data tables for a compound with molecular formula C6H12O. Determine the structure of the compound. Any labile protons, if they exist, will not be present in this particular 1H NMR spectrum.arrow_forwardQ3. The following spectra belongs to either benzoic anhydride, aniline and phenol. Identify and describe the important absorption in the spectral data shown below. 4000 3440 1979 1 217 3310 9 1000 19 1979 1 3460 44 2906 06 3396 58 2630 84 320984 1918 1 30954 72 OL FLOE 1340 06 1325 79 1300 79 1276 20 103900 182605 1174 47 106904 1028 72 10 966 616 64 640 1 86 929 3041 32 1500 4 115499 2013 00 1400 60 1117 79 C0031 a PIR 1000 Wild PUBERGH 1500 1000 100 Whearrow_forwardne aromatic compounds below predict the number of signals that would appear in the MR spectrum. NH2 NH2 CH3 „NH2 CH "NO NO2 NO2 1.arrow_forward
- How do I interpret, label, and determine which molecule this H NMR graph represents? The three molecule choices are methylene cyclohexane, 3-methylcyclohexene, or 1-methylcyclohexene.arrow_forwardSelect all the compounds that exhibits a proton spectrum with only one signal. 2,2-dimethylpropane 1,1-dichloroethane propanone propane cyclopentane 1,2-dichloroethane | benzene | Tetra methyl silane 1,4-dimethylbenzenearrow_forward1) Complete the spectroscopy data tables for a compound with molecular formula C8H8O. Determine the structure of the compound. Any labile protons, if they exist, will not be present in this particular1H NMR spectrum.arrow_forward
- Your classmate needs to decide if the spectrum shown below is a 13CNMR or an 1HNMR spectrum of 2-methyl propane. What is your advice to the student and why?arrow_forwardFill in the following by identifying the peaks you labeled in your spectrum. Assign the peaks to the functional group vibrations listed. More than one peak (label) may appear for a vibration of a functional group .Functional Group Vibration Aromatic C-H stretching vibration Ketone C O stretching vibration cop bending vibration on monosubstituted aromatic ring (phenyl)..arrow_forwardI don't know what those signals indicate on the MS spectrum and I don't know the mechanism for the reaction.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic 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
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