Use the provided spectral data to determine the structure of the aromatic compound. Propose a synthesis from benzene in 5 steps or less. IR Spectrum (iquid film) 4000 3000 2000 1600 1200 800 V (cm) 100 105 Mass Spectrum UV Spectrum 80 Amax 270 nm (log,c 2.6) 60 M*. 120 solvent methanol 20 C9H2 % of base peak
Use the provided spectral data to determine the structure of the aromatic compound. Propose a synthesis from benzene in 5 steps or less. IR Spectrum (iquid film) 4000 3000 2000 1600 1200 800 V (cm) 100 105 Mass Spectrum UV Spectrum 80 Amax 270 nm (log,c 2.6) 60 M*. 120 solvent methanol 20 C9H2 % of base peak
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
Related questions
Question
What are the errors in the following answer?
Transcribed Image Text:Use the provided spectral data to determine the structure of the aromatic compound. Propose a synthesis from
benzene in 5 steps or less.
IR Spectrum
(iquid fim)
4000
3000
2000
1600
1200
800
V (cm')
100
Mass Spectrum
UV Spectrum
105
80
An 270 nm (log, 2.6)
max
60
M*. 120
Solvent methanol
40
20
CgH2
200
240
280
120
m/e
40
80
160
13C NMR Spectrum
(100.0 MHz, CDCI, solution)
expansion
135 130 ppm
DEPT CHt CH,t CHt
24
20
ppm
expansion
expansion
proton decoupled
solvent
24
20
ppm
135 130 Ppm
200
160
120
80
40
8 (ppm)
% of base peak
Transcribed Image Text:200
160
120
80
40
0 8(ppm)
H NMR Spectrum
(400 MHz. COCI, solution)
A, I.
resolves into 2 peaks
at higher field
expansion
expansion
TMS
6.8
6.6 ppm
2.2
2.0
ppm
10
6
4
3
2
8 (ppm)
HNMR: 6.72 ppm (1H, d), 6.64 ppm (1H, s), 6.63 ppm (1H, d), 2.02 ppm (3H, s), 1.93 ppm (3H, s), 1.92 (3H,
s)
Answer 3
Proposed Synthesis:
1. CH3B1/FeBr3
2. Br2, light
3. N3
4. LIAIH4
5. H20
6. CH3I (xs)
7. Ag20, H2O
8. heat
Expert Solution
This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
This is a popular solution!
Trending now
This is a popular solution!
Step by step
Solved in 8 steps with 5 images
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.Recommended textbooks for you
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY