Part 4. .Draw the structures of the eight C&H2O alcohols structural isomers that are below. (If needed, make models of the molecules to be sure that you understand which of the carbons are identical by symmetry). Fill in the table, using NMR spectra 4a-h. Note that if there are several spectra that have the correct number of signals, you may list all of them. • Draw a circle around the compound likely to have the highest boiling point. • Draw a box around the compound whose common name is isopentyl alcohol

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL4: Proton (1h) Nmr Spectroscopy
Section: Chapter Questions
Problem 12CTQ
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  • You may draw the structures in either Kekule, condensed, or mixed format initially. In the tables draw them as skeletal structures.
  • Attach the sheet of paper with your DEPT spectra at the end of this packet before turning your packet in.
Part 4.
Draw the structures of the eight CsH12O alcohols structural isomers that are below. (If needed, make models of the molecules to
be sure that you understand which of the carbons are identical by symmetry).
. Fill in the table, using NMR spectra 4a-h. Note that if there are several spectra that have the correct number of signals, you may
list all of them.
Draw a circle around the compound likely to have the highest boiling point.
• Draw a box around the compound whose common name is isopentyl alcohol
4a
80
00
70
70
4c
70
60
-80
4e
60
50
40
PPM
50
50
40
PPM
30
४-
-&
20
10
10
4b
0
80
70
4d
8-
30
20
10
T
70
४-
30
8
10
80
60
50
-8
40
PPM
50
४.
30
PPM
g
30
20
20
10
20
10
10
Transcribed Image Text:Part 4. Draw the structures of the eight CsH12O alcohols structural isomers that are below. (If needed, make models of the molecules to be sure that you understand which of the carbons are identical by symmetry). . Fill in the table, using NMR spectra 4a-h. Note that if there are several spectra that have the correct number of signals, you may list all of them. Draw a circle around the compound likely to have the highest boiling point. • Draw a box around the compound whose common name is isopentyl alcohol 4a 80 00 70 70 4c 70 60 -80 4e 60 50 40 PPM 50 50 40 PPM 30 ४- -& 20 10 10 4b 0 80 70 4d 8- 30 20 10 T 70 ४- 30 8 10 80 60 50 -8 40 PPM 50 ४. 30 PPM g 30 20 20 10 20 10 10
th
4f
00
80
70
60
Co
50
50
PPM
40
40
70
60
50
40
PPM
30
20
20
४-
30
20
10
10
4g
D
10
60
50
40
30
४-
PPM
10
Structure
IUPAC Name
Number of C's
# of Types of C's
Corr. NMR(s)
1°
2º
3°
4°
1°
2°
3°
4°
Tot
Transcribed Image Text:th 4f 00 80 70 60 Co 50 50 PPM 40 40 70 60 50 40 PPM 30 20 20 ४- 30 20 10 10 4g D 10 60 50 40 30 ४- PPM 10 Structure IUPAC Name Number of C's # of Types of C's Corr. NMR(s) 1° 2º 3° 4° 1° 2° 3° 4° Tot
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