Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 23, Problem 23.13P
Draw the products of each reaction. Assume excess halogen is present.
a. 
b. 
c. 
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What are the composition of the following reagents?
a. Tollen's reagent
b. Fehling's A
c. Fehling's B
d. Schiff's reagent
e. KMnO4
For alkylhalides, elimination reaction is much
favored than substitution reaction when
A. Temperature is relatively high.
B. Temperature is relatively low.
C. Base is relatively weak
D. Pressure is relatively high.
Classify each reaction as oxidation, reduction, or neither.
Chapter 23 Solutions
Organic Chemistry
Ch. 23 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 23 - Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.3PCh. 23 - Prob. 23.4PCh. 23 - Which CH bonds in the following molecules are...Ch. 23 - Prob. 23.6PCh. 23 - Prob. 23.7PCh. 23 - When ethyl acetoacetate (CH3COCH2CO2CH2CH3) is...Ch. 23 - Prob. 23.9PCh. 23 - Prob. 23.10P
Ch. 23 - Prob. 23.11PCh. 23 - Problem 23.11 Draw the products of each...Ch. 23 - Problem 23.12 Draw the products of each reaction....Ch. 23 - Prob. 23.14PCh. 23 - Prob. 23.15PCh. 23 - Prob. 23.16PCh. 23 - Prob. 23.17PCh. 23 - Prob. 23.18PCh. 23 - Problem 23.18 How can pentan-2-one be converted...Ch. 23 - Problem 23.19 Identify A, B, and C, intermediates...Ch. 23 - Prob. 23.21PCh. 23 - Problem 23.21 Draw the products of each...Ch. 23 - Prob. 23.23PCh. 23 - What alkyl halides are needed to prepare each...Ch. 23 - Prob. 23.25PCh. 23 - Prob. 23.26PCh. 23 - Prob. 23.27PCh. 23 - Prob. 23.28PCh. 23 - Prob. 23.29PCh. 23 - 23.29 Draw enol tautomer(s) for each compound....Ch. 23 - 22.30 The cis ketone A is isomerized to a trans...Ch. 23 - Draw enol tautomers for each compound. a. b. c.Ch. 23 - Prob. 23.33PCh. 23 - What hydrogen atoms in each compound have a pKa25?...Ch. 23 - Rank the labeled protons in each compound in order...Ch. 23 - Prob. 23.36PCh. 23 - Prob. 23.37PCh. 23 - Prob. 23.38PCh. 23 - Prob. 23.39PCh. 23 - 23.38 Acyclovir is an effective antiviral agent...Ch. 23 - Prob. 23.41PCh. 23 - 23.39 Explain why forms two different alkylation...Ch. 23 - 23.41 Acid-catalyzed bromination of pentanone ...Ch. 23 - Draw a stepwise mechanism for each reaction. a. b.Ch. 23 - What alkyl halides are needed to prepare each...Ch. 23 - Use the malonic ester synthesis to prepare each...Ch. 23 - 23.45 Devise a synthesis of valproic acid , a...Ch. 23 - Synthesize each compound from diethyl malonate....Ch. 23 - Prob. 23.49PCh. 23 - What alkyl halides are needed to prepare each...Ch. 23 - Synthesize each compound from ethyl acetoacetate....Ch. 23 - Draw the organic products formed in each reaction....Ch. 23 - 23.51 Draw the products formed (including...Ch. 23 - Prob. 23.54PCh. 23 - 23.54 Clopidogrel is the generic name for Plavix,...Ch. 23 - 23.55 What reaction conditions—base, solvent, and...Ch. 23 - Explain why each of the following reactions will...Ch. 23 - Prob. 23.58PCh. 23 - 23.57 Draw a stepwise mechanism showing how two...Ch. 23 - 23.58 Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.61PCh. 23 - 23.60 Draw stepwise mechanisms illustrating how...Ch. 23 - Prob. 23.63PCh. 23 - Prob. 23.64PCh. 23 - Convert acetophenone (C6H5COCH3) into each of the...Ch. 23 - Prob. 23.66PCh. 23 - Prob. 23.67PCh. 23 - Prob. 23.68PCh. 23 - Synthesize each product from ethyl acetoacetate...Ch. 23 - Prob. 23.70PCh. 23 - Prob. 23.71PCh. 23 - 23.68 Capsaicin, the spicy component of hot...Ch. 23 - 23.69 Treatment of W with , followed by , affords...Ch. 23 - Prob. 23.74PCh. 23 - Prob. 23.75PCh. 23 - Prob. 23.76PCh. 23 - Prob. 23.77PCh. 23 - Prob. 23.78P
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- What is the mojor product of this reaction? OTs NaOEt OEt A. OEt B. C. D.arrow_forwardClassify each reaction as oxidation, reduction, or neither.arrow_forwarda. 2. Draw the product(s) for each reaction d. b. OH a. NaH, DCM b. CH,CH₂Br OH a. PBr3, THF b. MeOH Br a. H₂O b. NaH, THF OH H₂SO4 Δarrow_forward
- 1. Draw the products of each nucleophilic substitution reaction a. b. D b OH C. d. e. f. Br 1 NaCN + NaOCH3 H₂Oarrow_forward2. What is the product(s) of the following reaction? A HN B. N A NH2 [H+] -H₂O C. D. HN 3. What is/are the product(s) of the following reaction? A. B. D [H+] -H₂O C.arrow_forwardWhat Is an Intermediate In the formation of the maļor product of this reaction? HO A. В. C. OH2 D.arrow_forward
- Draw the products of each reaction. Assume excess halogen is present.arrow_forward17. What is the missing reagent in the reaction below? aq. HCI A. CH2(COOE1)2, NaOEt C. CH2(COOE1)2, HOAC B. CH3CO2Et, NaOEt D. CH3CO,Et, HOAC 18. In several reactions of carhonyl compounds that we have studied, the reaction proceeds by carrow_forward1. For each reaction, write the letter corresponding to the type of reaction in column I and predict the MAJOR product. Draw the structure of the product in column III. A. Addition Reaction B. Electrophilic Aromatic Substitution Column I A. B. B. A. A. B. B. A. A. A. B. A. B. A. B. H₂C H3C H3C. H3C H3C H3C H3C H₂C CH3 CH3 H3C CH3 Reaction CH3 CH3 CH3 CH₂ ECH CH3 CH CH3 l CH3 CH₂ oso NH OEt CH3 CH3 orada CH3 CH3 -CH3 HNO3 H₂SO4 CH3 Br₂ DCM Br₂ hv H₂SO₂, H₂O HgSO4 Br₂ AlBr CH3 NBS hv HCI AICI Na₂Cr₂O7 H₂SO4, H₂O Br₂ FeBr H₂O* H₂ Lindlar's Catalyst 1) NaNH, 2) CH₂CH₂CH₂Br 3) H₂, Lindlar's catalyst CH3 NBS hv HNO, H₂SO4 C. Free Radical Substitution D. Redox Reaction Product (Column III)arrow_forward
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