Chemistry: An Atoms-Focused Approach
14th Edition
ISBN: 9780393600681
Author: Gilbert
Publisher: W. W. Norton & Company
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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 10 Solutions
Chemistry: An Atoms-Focused Approach
Ch. 10 - Prob. 10.1VPCh. 10 - Prob. 10.2VPCh. 10 - Prob. 10.3VPCh. 10 - Prob. 10.4VPCh. 10 - Prob. 10.6VPCh. 10 - Prob. 10.7VPCh. 10 - Prob. 10.8VPCh. 10 - Prob. 10.9VPCh. 10 - Prob. 10.10VPCh. 10 - Prob. 10.11VP
Ch. 10 - Prob. 10.13VPCh. 10 - Prob. 10.14VPCh. 10 - Prob. 10.15VPCh. 10 - Prob. 10.16VPCh. 10 - Prob. 10.17VPCh. 10 - Prob. 10.18VPCh. 10 - Prob. 10.19VPCh. 10 - Prob. 10.20VPCh. 10 - Prob. 10.21QACh. 10 - Prob. 10.22QACh. 10 - Prob. 10.23QACh. 10 - Prob. 10.24QACh. 10 - Prob. 10.25QACh. 10 - Prob. 10.26QACh. 10 - Prob. 10.27QACh. 10 - Prob. 10.28QACh. 10 - Prob. 10.29QACh. 10 - Prob. 10.30QACh. 10 - Prob. 10.31QACh. 10 - Prob. 10.32QACh. 10 - Prob. 10.33QACh. 10 - Prob. 10.34QACh. 10 - Prob. 10.35QACh. 10 - Prob. 10.36QACh. 10 - Prob. 10.37QACh. 10 - Prob. 10.38QACh. 10 - Prob. 10.39QACh. 10 - Prob. 10.40QACh. 10 - Prob. 10.41QACh. 10 - Prob. 10.42QACh. 10 - Prob. 10.43QACh. 10 - Prob. 10.44QACh. 10 - Prob. 10.45QACh. 10 - Prob. 10.46QACh. 10 - Prob. 10.47QACh. 10 - Prob. 10.48QACh. 10 - Prob. 10.49QACh. 10 - Prob. 10.50QACh. 10 - Prob. 10.51QACh. 10 - Prob. 10.52QACh. 10 - Prob. 10.53QACh. 10 - Prob. 10.54QACh. 10 - Prob. 10.55QACh. 10 - Prob. 10.56QACh. 10 - Prob. 10.57QACh. 10 - Prob. 10.58QACh. 10 - Prob. 10.59QACh. 10 - Prob. 10.60QACh. 10 - Prob. 10.61QACh. 10 - Prob. 10.62QACh. 10 - Prob. 10.63QACh. 10 - Prob. 10.64QACh. 10 - Prob. 10.65QACh. 10 - Prob. 10.66QACh. 10 - Prob. 10.67QACh. 10 - Prob. 10.68QACh. 10 - Prob. 10.69QACh. 10 - Prob. 10.70QACh. 10 - Prob. 10.71QACh. 10 - Prob. 10.72QACh. 10 - Prob. 10.73QACh. 10 - Prob. 10.74QACh. 10 - Prob. 10.75QACh. 10 - Prob. 10.76QACh. 10 - Prob. 10.77QACh. 10 - Prob. 10.78QACh. 10 - Prob. 10.79QACh. 10 - Prob. 10.80QACh. 10 - Prob. 10.81QACh. 10 - Prob. 10.82QACh. 10 - Prob. 10.83QACh. 10 - Prob. 10.84QACh. 10 - Prob. 10.85QACh. 10 - Prob. 10.86QACh. 10 - Prob. 10.87QACh. 10 - Prob. 10.88QACh. 10 - Prob. 10.89QACh. 10 - Prob. 10.90QACh. 10 - Prob. 10.91QACh. 10 - Prob. 10.92QACh. 10 - Prob. 10.93QACh. 10 - Prob. 10.94QACh. 10 - Prob. 10.95QACh. 10 - Prob. 10.96QACh. 10 - Prob. 10.97QACh. 10 - Prob. 10.98QACh. 10 - Prob. 10.99QACh. 10 - Prob. 10.100QACh. 10 - Prob. 10.101QACh. 10 - Prob. 10.102QACh. 10 - Prob. 10.103QACh. 10 - Prob. 10.104QACh. 10 - Prob. 10.105QACh. 10 - Prob. 10.106QACh. 10 - Prob. 10.107QACh. 10 - Prob. 10.108QACh. 10 - Prob. 10.109QACh. 10 - Prob. 10.110QACh. 10 - Prob. 10.111QACh. 10 - Prob. 10.112QACh. 10 - Prob. 10.113QACh. 10 - Prob. 10.114QACh. 10 - Prob. 10.115QACh. 10 - Prob. 10.116QACh. 10 - Prob. 10.117QACh. 10 - Prob. 10.118QACh. 10 - Prob. 10.119QACh. 10 - Prob. 10.120QACh. 10 - Prob. 10.121QACh. 10 - Prob. 10.122QACh. 10 - Prob. 10.123QACh. 10 - Prob. 10.124QACh. 10 - Prob. 10.125QACh. 10 - Prob. 10.126QACh. 10 - Prob. 10.127QACh. 10 - Prob. 10.128QACh. 10 - Prob. 10.129QACh. 10 - Prob. 10.130QACh. 10 - Prob. 10.131QACh. 10 - Prob. 10.132QACh. 10 - Prob. 10.133QACh. 10 - Prob. 10.134QACh. 10 - Prob. 10.135QACh. 10 - Prob. 10.136QACh. 10 - Prob. 10.137QACh. 10 - Prob. 10.138QACh. 10 - Prob. 10.139QACh. 10 - Prob. 10.140QACh. 10 - Prob. 10.141QACh. 10 - Prob. 10.142QACh. 10 - Prob. 10.143QACh. 10 - Prob. 10.144QACh. 10 - Prob. 10.145QACh. 10 - Prob. 10.146QACh. 10 - Prob. 10.147QACh. 10 - Prob. 10.148QACh. 10 - Prob. 10.149QACh. 10 - Prob. 10.150QA
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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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