EBK LABORATORY MANUAL FOR GENERAL, ORGA
3rd Edition
ISBN: 9780100668324
Author: Timberlake
Publisher: YUZU
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Chapter 4, Problem 4.41AP
Convert the skeletal structures shown to condensed structures.
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Part V. Label ad match the carbons in compounds Jane and Diane
w/ the corresponding peak no.
in the
Spectra (Note: use the given peak no. To label the carbons, other peak
no are intentionally
omitted)
7 4 2
-0.13
-0.12
-0.11
-0.10
-0.08
8
CI
Jane
1
-0.09
5
210
200
190
180
170
160
150
140
130
120
110
100
-8
90
f1 (ppm)
11
8
172.4
172.0
f1 (ppr
HO
CI
NH
Diane
7
3
11
80
80
-80
-R
70
60
60
2
5
-8
50
40
8.
170
160
150
140
130
120
110
100
90
-0
80
70
20
f1 (ppm)
15
30
-20
20
-60
60
-0.07
-0.06
-0.05
-0.04
-0.03
-0.02
-0.01
-0.00
-0.01
10
-0.17
16
15
56
16
-0.16
-0.15
-0.14
-0.13
-0.12
-0.11
-0.10
-0.09
-0.08
-0.07
-0.06
-0.05
-0.04
17.8 17.6 17.4 17.2 17.0
f1 (ppm)
-0.03
-0.02
550
106
40
30
20
20
-0.01
-0.00
F-0.01
10
0
Chapter 4 Solutions
EBK LABORATORY MANUAL FOR GENERAL, ORGA
Ch. 4 - Prob. 4.1PPCh. 4 - Prob. 4.2PPCh. 4 - Prob. 4.3PPCh. 4 - Draw a skeletal structure for ethane, C2H6. Do you...Ch. 4 - Prob. 4.5PPCh. 4 - Prob. 4.6PPCh. 4 - Draw a Lewis structure for each of the following...Ch. 4 - Draw a Lewis structure for each of the following...Ch. 4 - Prob. 4.9PPCh. 4 - Prob. 4.10PP
Ch. 4 - Prob. 4.11PPCh. 4 - Prob. 4.12PPCh. 4 - Write the condensed structure for the...Ch. 4 - Write the condensed structure for the...Ch. 4 - Write the skeletal structure for the alkane shown:...Ch. 4 - Write the skeletal structure for the alkane shown:...Ch. 4 - Identify the family of hydrocarbon present in the...Ch. 4 - Identify the family of hydrocarbon present in the...Ch. 4 - Identify all the functional groups present in the...Ch. 4 - Prob. 4.20PPCh. 4 - The most prevalent fatty acid in coconut oil is...Ch. 4 - The most common fatty acid found in animals is...Ch. 4 - Draw the condensed structural formula for each of...Ch. 4 - Give the correct name for each of the following...Ch. 4 - Draw the skeletal structure for each of the...Ch. 4 - Prob. 4.26PPCh. 4 - Prob. 4.27PPCh. 4 - Prob. 4.28PPCh. 4 - Prob. 4.29PPCh. 4 - Prob. 4.30PPCh. 4 - Determine the relationship between each of the...Ch. 4 - Determine the relationship between each of the...Ch. 4 - Determine if each of the following cycloalkanes or...Ch. 4 - Determine it each of the following cycloalkanes or...Ch. 4 - Mark the chiral centers in the following...Ch. 4 - Mark the chiral centers in the following...Ch. 4 - Convert each of the Lewis structures shown into a...Ch. 4 - Convert each of the Lewis structures in Problem...Ch. 4 - Prob. 4.39APCh. 4 - Prob. 4.40APCh. 4 - Convert the skeletal structures shown to condensed...Ch. 4 - Convert the skeletal structures shown to condensed...Ch. 4 - Prob. 4.43APCh. 4 - Prob. 4.44APCh. 4 - Alkanes are also referred to as saturated...Ch. 4 - Are alkanes considered polar or nonpolar...Ch. 4 - Give the skeletal structure and name of the...Ch. 4 - Give the skeletal structure and name of the...Ch. 4 - Name the following straight-chain alkanes or...Ch. 4 - Name the following straight-chain alkanes or...Ch. 4 - Explain the structural difference between a...Ch. 4 - Prob. 4.52APCh. 4 - Identify all of the functional groups in each of...Ch. 4 - Identify all of the functional groups in each of...Ch. 4 - Prob. 4.55APCh. 4 - Prob. 4.56APCh. 4 - Prob. 4.57APCh. 4 - Draw skeletal structures for each of the following...Ch. 4 - Prob. 4.59APCh. 4 - Prob. 4.60APCh. 4 - Prob. 4.61APCh. 4 - Prob. 4.62APCh. 4 - Prob. 4.63APCh. 4 - Prob. 4.64APCh. 4 - Prob. 4.65APCh. 4 - Prob. 4.66APCh. 4 - How many structural isomers are possible for the...Ch. 4 - Prob. 4.68APCh. 4 - Prob. 4.69APCh. 4 - Prob. 4.70APCh. 4 - For each of the following compounds, indicate...Ch. 4 - Prob. 4.72APCh. 4 - Determine whether each of the following is the cis...Ch. 4 - Determine whether each of the following is the cis...Ch. 4 - Prob. 4.75APCh. 4 - Prob. 4.76APCh. 4 - Mark the chiral centers in the following...Ch. 4 - Mark the chiral centers in the following...Ch. 4 - Prob. 4.79APCh. 4 - Prob. 4.80APCh. 4 - Prob. 4.81CPCh. 4 - Prob. 4.82CPCh. 4 - Prob. 1IA.1QCh. 4 - Prob. 1IA.2QCh. 4 - Prob. 1IA.3QCh. 4 - Prob. 1IA.4QCh. 4 - Prob. 1IA.5QCh. 4 - Prob. 1IA.6QCh. 4 - Prob. 1IA.7QCh. 4 - Prob. 1IA.8QCh. 4 - Prob. 1IA.9QCh. 4 - Prob. 1IA.10QCh. 4 - Prob. 1IA.11QCh. 4 - Prob. 2IA.1QCh. 4 - Prob. 2IA.2QCh. 4 - Prob. 2IA.3QCh. 4 - Prob. 2IA.4QCh. 4 - Prob. 2IA.5QCh. 4 - What is the molecular shape (geometry) of the...Ch. 4 - Prob. 2IA.7QCh. 4 - Prob. 1ICCh. 4 - Prob. 2ICCh. 4 - Prob. 3ICCh. 4 - Prob. 4IC
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- n Feb 3 A T + 4. (2 pts) Draw the structure of the major component of the Limonene isolated. Explain how you confirmed the structure. 5. (2 pts) Draw the fragment corresponding to the base peak in the Mass spectrum of Limonene. 6. (1 pts) Predict the 1H NMR spectral data of R-Limonene. Proton NMR: 5.3 pon multiplet (H Ringarrow_forwardPart VI. Ca H 10 O is the molecular formula of compound Tom and gives the in the table below. Give a possible structure for compound Tom. 13C Signals summarized C1 C2 C3 C4 C5 C6 C7 13C shift (ppm) 23.5 27.0 33.0 35.8 127 162 205 DEPT-90 + DEPT-135 + +arrow_forward2. Using the following data to calculate the value of AvapH o of water at 298K. AvapH o of water at 373K is 40.7 kJ/mol; molar heat capacity of liquid water at constant pressure is 75.2J mol-1 K-1 and molar heat capacity of water vapor at constant pressure is 33.6 J mol-1 K-1.arrow_forward
- Part VII. Below are the 'HNMR 13 3 C-NMR, COSY 2D- NMR, and HSQC 20-NMR (Similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H13 O. Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum ли 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 1.0 0.9 0.8 f1 (ppm)arrow_forward3. Draw the expanded structural formula, the condensed structural formula, and the skeletal structural formula for 2-pentene. expanded structure: Condensed structure: Skeletal formula: 4. Draw the expanded structural formula, the condensed structural formula, and the skeletal structural formula for 2-methyl-3-heptene. expanded structure: Condensed structure: Skeletal formula: following structurearrow_forwardPart IV. Propose a plausible Structure w/ the following descriptions: a) A 5-carbon hydrocarbon w/ a single peak in its proton decoupled the DEPT-135 Spectrum shows a negative peak C-NMR spectrum where b) what cyclohexane dione isomer gives the largest no. Of 13C NMR signals? c) C5H120 (5-carbon alcohol) w/ most deshielded carbon absent in any of its DEPT Spectivaarrow_forward
- 13C NMR is good for: a) determining the molecular weight of the compound b) identifying certain functional groups. c) determining the carbon skeleton, for example methyl vs ethyl vs propyl groups d) determining how many different kinds of carbon are in the moleculearrow_forward6 D 2. (1 pt) Limonene can be isolated by performing steam distillation of orange peel. Could you have performed this experiment using hexane instead of water? Explain. 3. (2 pts) Using GCMS results, analyze and discuss the purity of the Limonene obtained from the steam distillation of orange peel.arrow_forwardPart III. Arrange the following carbons (in blue) in order of increasing chemical shift. HO B NH 2 A CIarrow_forward
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