EBK LABORATORY MANUAL FOR GENERAL, ORGA
3rd Edition
ISBN: 8220100668326
Author: Timberlake
Publisher: PEARSON
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Chapter 4, Problem 4.53AP
Identify all of the
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Q4: Rank the relative nucleophilicity of halide ions in water solution and DMF solution,
respectively.
F CI
Br |
Q5: Determine which of the substrates will and will not react with NaSCH3 in an SN2 reaction to
have a reasonable yield of product.
NH2
Br
Br
Br
OH
Br
Q7: Rank the following groups in order of basicity, nucleophilicity, and leaving group ability.
a) H₂O, OH, CH3COOT
b) NH3, H₂O, H₂S
Q8: Rank the following compounds in order of increasing reactivity in a nucleophilic substitution
reaction with CN as the nucleophile.
Br
A
B
NH2
LL
F
C
D
OH
CI
LLI
E
Q9: Complete the missing entities for following reactions (e.g., major product(s), reactants,
and/or solvents) for the SN2 reactions to occur efficiently. Include curved-arrow mechanism for
reactions a) to d).
a)
H
"Cl
D
+
-OCH 3
Page 3 of 5
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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- Q10: (a) Propose a synthesis of C from A. (b) Propose a synthesis of C from B. Br Br ...\SCH 3 A B Carrow_forward9: Complete the missing entities for following reactions (e.g., major product(s), reactants, and/or solvents) for the SN2 reactions to occur efficiently. Include curved-arrow mechanism for reactions a) to d).arrow_forwardComplete the missing entities for following reactions (e.g., major product(s), reactants, and/or solvents) for the SN2 reactions to occur efficiently. Include curved-arrow mechanism for reactions a) to d).arrow_forward
- QUESTION 3: Provide the synthetic steps that convert the starting material into the product (no mechanism required). HO OH NH CH3 multiple steps 요요 H3Carrow_forwardQ6: Predict the effect of the changes given on the rate of the reaction below. CH3OH CH3Cl + NaOCH3 → CH3OCH3 + NaCl a) Change the substrate from CH3CI to CH31: b) Change the nucleophile from NaOCH 3 to NaSCH3: c) Change the substrate from CH3CI to (CH3)2CHCI: d) Change the solvent from CH3OH to DMSO.arrow_forwardQ3: Arrange each group of compounds from fastest SN2 reaction rate to slowest SN2 reaction rate. a) CI Cl فيكم H3C-Cl A B C D Br Br b) A B C Br H3C-Br Darrow_forward
- Q2: Group these solvents into either protic solvents or aprotic solvents. Acetonitrile (CH3CN), H₂O, Acetic acid (CH3COOH), Acetone (CH3COCH3), CH3CH2OH, DMSO (CH3SOCH3), DMF (HCON(CH3)2), CH3OHarrow_forwardSuppose the rate of evaporation in a hot, dry region is 1.76 meters per year, and the seawater there has a salinity of 35 ‰. Assuming a 93% yield, how much salt (NaCl) can be harvested each year from 1 km2 of solar evaporation ponds that use this seawater as a source?arrow_forwardhelparrow_forward
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