Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393630756
Author: KARTY, Joel
Publisher: W.w. Norton & Company,
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 16, Problem 16.33YT
Interpretation Introduction
Interpretation:
Values of the
Concept introduction:
The total number of carbon atoms in a molecule can be computed from the intensity of the
The equation
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
please asap with detail explanation step by step
What is M+, M+1 and M+2? Label these on spectrum.
Calculate number carbons and nitrogen and using the equation. Start by assuming zero nitrogens; if the number of carbons does not come out to be a whole number, use the remainder to justify calculating number of nitrogens. This will not work out perfectly every time! Remember that these will be approximate depending on the signal intensity of the M+ peak and the presence of an [M-1]+ peak that can skew the isotope ratios. If this does not work out, use the value as an approximation to help guide your structure characterization.
Calculate the number of oxygens using the equation. If there is no M+2 peak, state this. If the value is too low to be accurate, use it as an indicator for presence/absence of oxygen. This will not work out every time but will be used as a guide to determine chemical formula.
Check the nitrogen rule – does it make sense with the M+ you observe and your calculations for N?
Check whether fragments…
Instruction:
(a) Based on the information provided, determine the structures of compounds.
(b) Assign all peaks in ¹H and ¹³C NMR spectra of compounds
Compound 4:
4000
IR Spectrum
(liquid film)
100k
80
60
of base peak
% of
10
40
3000
Lind
13C NMR Spectrum
(50.0 MHz, CDCI, solution)
DEPT
proton decoupled
9
200
¹H NMR Spectrum
(200 MHz, CDCI, solution)
91
80 120 160
m/e
8
2000
v (cm¹)
160
7
1600
expansion
3.0
M**
198/200
6
200
1200
120
800
Mass Spectrum
2.5
Resolves into
two signals at higher field
CgH₁1 Br
240 280
Resolves into
two signals at higher field
10
solvent
80
ppm
0.0
0.5
1.0
1.5
3
absorbance
200
40
UV spectrum
5.30mg/10mis
path length: 1.00 cm
solvent: cyclohexane
250
2
expansions
2 (nm)
300
35.0 34.0
0
1
ppm
350
8 (ppm)
TMS
0
8 (ppm)
Chapter 16 Solutions
Organic Chemistry: Principles And Mechanisms
Ch. 16 - Prob. 16.1PCh. 16 - Prob. 16.2PCh. 16 - Prob. 16.3PCh. 16 - Prob. 16.4PCh. 16 - Prob. 16.5PCh. 16 - Prob. 16.6PCh. 16 - Prob. 16.7PCh. 16 - Prob. 16.8PCh. 16 - Prob. 16.9PCh. 16 - Prob. 16.10P
Ch. 16 - Prob. 16.11PCh. 16 - Prob. 16.12PCh. 16 - Prob. 16.13PCh. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - Prob. 16.16PCh. 16 - Prob. 16.17PCh. 16 - Prob. 16.18PCh. 16 - Prob. 16.19PCh. 16 - Prob. 16.20PCh. 16 - Prob. 16.21PCh. 16 - Prob. 16.22PCh. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - Prob. 16.26PCh. 16 - Prob. 16.27PCh. 16 - Prob. 16.28PCh. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Prob. 16.32PCh. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - Prob. 16.35PCh. 16 - Prob. 16.36PCh. 16 - Prob. 16.37PCh. 16 - Prob. 16.38PCh. 16 - Prob. 16.39PCh. 16 - Prob. 16.40PCh. 16 - Prob. 16.41PCh. 16 - Prob. 16.42PCh. 16 - Prob. 16.43PCh. 16 - Prob. 16.44PCh. 16 - Prob. 16.45PCh. 16 - Prob. 16.46PCh. 16 - Prob. 16.47PCh. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - Prob. 16.54PCh. 16 - Prob. 16.55PCh. 16 - Prob. 16.56PCh. 16 - Prob. 16.57PCh. 16 - Prob. 16.58PCh. 16 - Prob. 16.59PCh. 16 - Prob. 16.60PCh. 16 - Prob. 16.61PCh. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - Prob. 16.65PCh. 16 - Prob. 16.66PCh. 16 - Prob. 16.67PCh. 16 - Prob. 16.68PCh. 16 - Prob. 16.69PCh. 16 - Prob. 16.70PCh. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - Prob. 16.73PCh. 16 - Prob. 16.74PCh. 16 - Prob. 16.75PCh. 16 - Prob. 16.76PCh. 16 - Prob. 16.77PCh. 16 - Prob. 16.78PCh. 16 - Prob. 16.79PCh. 16 - Prob. 16.80PCh. 16 - Prob. 16.81PCh. 16 - Prob. 16.82PCh. 16 - Prob. 16.83PCh. 16 - Prob. 16.84PCh. 16 - Prob. 16.85PCh. 16 - Prob. 16.86PCh. 16 - Prob. 16.87PCh. 16 - Prob. 16.88PCh. 16 - Prob. 16.89PCh. 16 - Prob. 16.1YTCh. 16 - Prob. 16.2YTCh. 16 - Prob. 16.3YTCh. 16 - Prob. 16.4YTCh. 16 - Prob. 16.5YTCh. 16 - Prob. 16.6YTCh. 16 - Prob. 16.7YTCh. 16 - Prob. 16.8YTCh. 16 - Prob. 16.9YTCh. 16 - Prob. 16.10YTCh. 16 - Prob. 16.11YTCh. 16 - Prob. 16.12YTCh. 16 - Prob. 16.13YTCh. 16 - Prob. 16.14YTCh. 16 - Prob. 16.15YTCh. 16 - Prob. 16.16YTCh. 16 - Prob. 16.17YTCh. 16 - Prob. 16.18YTCh. 16 - Prob. 16.19YTCh. 16 - Prob. 16.20YTCh. 16 - Prob. 16.21YTCh. 16 - Prob. 16.22YTCh. 16 - Prob. 16.23YTCh. 16 - Prob. 16.24YTCh. 16 - Prob. 16.25YTCh. 16 - Prob. 16.26YTCh. 16 - Prob. 16.27YTCh. 16 - Prob. 16.28YTCh. 16 - Prob. 16.29YTCh. 16 - Prob. 16.30YTCh. 16 - Prob. 16.31YTCh. 16 - Prob. 16.32YTCh. 16 - Prob. 16.33YTCh. 16 - Prob. 16.34YT
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
- Your turn: draw structure and properly label the following spectrum for isopropyl acetate (1- methylethyl ethanoate). What do the curvy lines mean? 10 ¹H NMR 300 MHz 9 8 C5H1002 Septet Singlet Doublet 0arrow_forwardHi I know that the red is the correct one and it's like the nmr but Chan you explain why. Also in the nmr can you tell me which peak it's important and if it's double triple or single bond with the ratio and compoundstructure.thank you very much .arrow_forwardCAHOBR compound Which C,H,Br compound would give the following proton NMR spectrum? Enlargements of the signals are shown above each one. The integration is shown in a little box in the upper left. Chem shift 1.05 Rel area 0.00 1.97 1.00 3.31 2.00 TMS 3. 2. 0 ppm 4 6. Chemical shift (6) 10 c) 2-bromo-2-methylpropane d) 2-bromobutane 1-bromobutane b) 1-bromo-2-methylpropanearrow_forward
- Question Completion Status: QUESTION 2 Match the hydrogens on the structure below to the appropriate signals and splitting C. N NH он 1. 1.59 ppm, m, 2H va 2. 5.46 ppm, s, 2H 3. 1.31 ppm, sextet, 2H 4. 2.87 ppm, t, 2H 5. 7.29-7.33 ppm, m, 4H ve 6. 0.90 ppm, t, 3H vf 7. 3.65 ppm, br, 1H 8. 7.85 ppm, d, 2H vh 9. 4.73 ppm, s, 2H 10.7.47 ppm, d, 2H QUESTION 3 Would H1 NMR be able to distinguish between the compounds below? Why or why not (Be s Click Save and Submit to save and submit. Click Save All Answers to save all answers.arrow_forwardCan i get help with problem?arrow_forwardOrganic chemistry po subject Instruction: identify the compound based on the given spectra H NMR (molecular formula, structure and peak) 2. M/z spectrs (molecular formula, structure and peak)arrow_forward
- Instruction: (a) Based on the information provided, determine the structures of compounds. (b) Assign all peaks in ¹H and ¹³C NMR spectra of compounds Compound 2: 4000 100 80 3410 % of base peak DEPT 10 40 3000 13C NMR Spectrum (50.0 MHz, CDCI, solution) 6.0 43 proton decoupled 9 IR Spectrum (liquid film) 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) 80 expansion 5.5 8 2000 v (cm) M 86 (<1%) 1600 160 7 5.0 ppm 120 160 200 240 280 m/e 6 1200 120 800 Mass Spectrum 5 C5H100 solvent 80 4 40 exchanges with D₂0 3 2 0 1 8 (ppm) TMS 1 0 8 (ppm)arrow_forwardSpectroscopy sheet helps solve the problemarrow_forwardConsider the following Proton and Carbon NMR spectra for the same compound, and it contains Chlorine. Decide on a structure which is consistent with the spectral data, and 'assign" both spectra as best as you can. "Assign" = draw structure, label (a,b,c etc) and indicate which peaks belong to which type.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning