EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
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Chapter 19, Problem 33P
Interpretation Introduction
Interpretation:
The number of
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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 19 Solutions
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
Ch. 19.4 - Prob. 1PCh. 19.4 - How many molecules of NADH are formed from the...Ch. 19.4 - Why does the OH group add to the -carbon rather...Ch. 19.5 - Prob. 4PCh. 19.5 - Prob. 5PCh. 19.5 - The oxidation of glyceraldehyde-3-phosphate to...Ch. 19.5 - Prob. 7PCh. 19.6 - Prob. 8PCh. 19.6 - Prob. 9PCh. 19.6 - Propose a mechanism for the reduction of...
Ch. 19.7 - Prob. 11PCh. 19.8 - Acid-catalyzed dehydration reactions are normally...Ch. 19.8 - Prob. 13PCh. 19.8 - Prob. 14PCh. 19.8 - Prob. 15PCh. 19.9 - Prob. 16PCh. 19.10 - a. What is the name of the enzyme that converts...Ch. 19.13 - Prob. 18PCh. 19 - Prob. 19PCh. 19 - Prob. 20PCh. 19 - Prob. 21PCh. 19 - Prob. 22PCh. 19 - Prob. 23PCh. 19 - Prob. 24PCh. 19 - Prob. 25PCh. 19 - Prob. 26PCh. 19 - Prob. 27PCh. 19 - Prob. 28PCh. 19 - Prob. 29PCh. 19 - Prob. 30PCh. 19 - Prob. 31PCh. 19 - Prob. 32PCh. 19 - Prob. 33PCh. 19 - Prob. 34PCh. 19 - Prob. 35PCh. 19 - Prob. 36PCh. 19 - Prob. 37PCh. 19 - Prob. 38PCh. 19 - Prob. 39PCh. 19 - Prob. 40PCh. 19 - Prob. 41PCh. 19 - Prob. 42PCh. 19 - Prob. 43PCh. 19 - Prob. 44PCh. 19 - UDP-galactose-4-epimerase converts UDP-galactose...Ch. 19 - A student is trying to determine the mechanism for...Ch. 19 - What would be the results of the experiment in...
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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
- Explain why only the lone pairs on the central atom are taken into consideration when predicting molecular shapearrow_forward(ME EX1) Prblm #9/10 Can you explain in detail (step by step) I'm so confused with these problems. For turmber 13 can u turn them into lewis dot structures so I can better understand because, and then as well explain the resonance structure part. Thanks for the help.arrow_forwardProblems 19 and 20: (ME EX1) Can you please explain the following in detail? I'm having trouble understanding them. Both problems are difficult for me to explain in detail, so please include the drawings and answers.arrow_forward
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