PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Chapter 17, Problem 17.32P
Interpretation Introduction
Interpretation: Among the given heterocycles, the
Concept introduction: A molecule must be cyclic, planar, completely conjugated and should follow
According to the Huckel’s rule, the aromatic compound must contain
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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 17 Solutions
PKG ORGANIC CHEMISTRY
Ch. 17 - Prob. 17.1PCh. 17 - Problem 17.2 What orbitals are used to form the...Ch. 17 - Problem-17.3. Give the IUPAC name for each...Ch. 17 - Prob. 17.4PCh. 17 - Problem-17.5 What is the structure of propofol,...Ch. 17 - Problem 17.6 What is the structure of a compound...Ch. 17 - Problem 17.7 How many NMR signals does each...Ch. 17 - Prob. 17.8PCh. 17 - Prob. 17.9PCh. 17 - Prob. 17.10P
Ch. 17 - Prob. 17.11PCh. 17 - Prob. 17.12PCh. 17 - Prob. 17.13PCh. 17 - Problem 17.14 Januvia, the trade name for...Ch. 17 - Prob. 17.15PCh. 17 - Problem 17.16 Rank the following compounds in...Ch. 17 - Problem 17.17 Draw the seven resonance structures...Ch. 17 - Prob. 17.18PCh. 17 - Prob. 17.19PCh. 17 - Prob. 17.20PCh. 17 - Prob. 17.21PCh. 17 - Problem 17.22 How many NMR signals does ...Ch. 17 - 17.23 Name each compound and state how many lines...Ch. 17 - Prob. 17.24PCh. 17 - Prob. 17.25PCh. 17 - Prob. 17.26PCh. 17 - 17.27 Give the IUPAC name for each compounds.
a....Ch. 17 - 17.28 Draw a structure corresponding to each...Ch. 17 - 17.29 a. Draw the 14 constitutional isomers of...Ch. 17 - Prob. 17.30PCh. 17 - Prob. 17.31PCh. 17 - Prob. 17.32PCh. 17 - 17.33 Label each compound as aromatic,...Ch. 17 - Prob. 17.34PCh. 17 - 17.35 Pentalene, azulene, and heptalene are...Ch. 17 - 17.36 The purine heterocycle occurs commonly in...Ch. 17 - Prob. 17.37PCh. 17 - 17.38
How many electrons does C contain?
How...Ch. 17 - Prob. 17.39PCh. 17 - 17.40 Explain the observed rate of reactivity of...Ch. 17 - 17.41 Draw a stepwise mechanism for the following...Ch. 17 - Prob. 17.42PCh. 17 - 17.43 Draw additional resonance structures for...Ch. 17 - Prob. 17.44PCh. 17 - Prob. 17.45PCh. 17 - 17.46 Which compound in each pair is the stronger...Ch. 17 - 17.47 Treatment of indene with forms its...Ch. 17 - Prob. 17.48PCh. 17 - 17.49 Draw the conjugate bases of pyrrole and...Ch. 17 - 17.50 a. Explain why protonation of pyrrole occurs...Ch. 17 - Prob. 17.51PCh. 17 - Prob. 17.52PCh. 17 - 17.53 How many signals does each compound...Ch. 17 - 17.54 Which of the diethylbenzene isomers (ortho,...Ch. 17 - 17.55 Propose a structure consistent with each...Ch. 17 - 17.56 Propose a structure consistent with each...Ch. 17 - 17.57 Thymol (molecular formula ) is the major...Ch. 17 - 17.58 You have a sample of a compound of molecular...Ch. 17 - 17.59 Explain why tetrahydrofuran has a higher...Ch. 17 - 17.60 Rizatriptan (trade name Maxalt) is a...Ch. 17 - 17.61 Zolpidem (trade name Ambien) promotes the...Ch. 17 - 17.62 Answer the following questions about...Ch. 17 - 17.63 Stanozolol is an anabolic steroid that...Ch. 17 - Prob. 17.64PCh. 17 - 17.65 Use the observed data to decide whether C...Ch. 17 - Prob. 17.66PCh. 17 - Prob. 17.67PCh. 17 - Prob. 17.68PCh. 17 - 17.69 Although benzene itself absorbs at in its ...
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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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