ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 23, Problem 23.6P
Interpretation Introduction

Interpretation: The increasing order of acidity for the labeled CH2 protons is to be shown.

Concept Introduction: The most acidic hydrogen (H) atom or proton is the one which can be easily eliminated from the molecule. In case of carbonyl group, the CH bond that is present on the αcarbon atom of carbonyl group is highly acidic as compared to sp3 hybridized carbon-hydrogen bonds due to the formation of resonance stabilized enolate.

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Г C-RSA CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0.0 b.092 0.797 1.088 1.813 C-RSA CHROMATOPAC CH=1 Report No. =13 ** CALCULATION REPORT ** DATA=1: @CHRM1.000 11/03/05 08:09:52 CH PKNO TIME 1 2 0.797 3 1.088 4 1.813 AREA 1508566 4625442 2180060 HEIGHT 207739 701206 V 287554 V MK IDNO CONC NAME 18.1447 55.6339 26.2213 TOTAL 8314067 1196500 100 C-R8A CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0. 0 087 337. 0.841 1.150 C-R8A CHROMATOPAC CH=1 Report No. =14 DATA=1: @CHRM1.000 11/03/05 08:12:40 ** CALCULATION REPORT ** CH PKNO TIME AREA 1 3 0.841 1099933 41.15 4039778 HEIGHT MK IDNO 170372 649997¯¯¯ CONC NAME 21.4007 78.5993 TOTAL 5139711 820369 100 3 C-R8A CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0.100 0:652 5.856 3 1.165 C-RSA CHROMATOPAC CH-1 Report No. =15 DATA=1: @CHRM1.000 11/03/05 08:15:26 ** CALCULATION REPORT ** CH PKNO TIME AREA HEIGHT MK IDNO CONC NAME 1 3 3 0.856 4 1.165 TOTAL 1253386 4838738 175481 708024 V 20.5739 79.4261 6092124…
Draw the product of the reaction shown below. Ignore small byproducts that would evaporate please.

Chapter 23 Solutions

ORGANIC CHEMISTRY

Ch. 23 - Problem 23.11 Draw the products of each...Ch. 23 - Problem 23.12 Draw the products of each reaction....Ch. 23 - Prob. 23.13PCh. 23 - Prob. 23.14PCh. 23 - Prob. 23.15PCh. 23 - Prob. 23.16PCh. 23 - Prob. 23.17PCh. 23 - Problem 23.18 How can pentan-2-one be converted...Ch. 23 - Problem 23.19 Identify A, B, and C, intermediates...Ch. 23 - Problem 23.20 Which of the following compounds...Ch. 23 - Problem 23.21 Draw the products of each...Ch. 23 - Prob. 23.22PCh. 23 - Prob. 23.23PCh. 23 - Prob. 23.24PCh. 23 - Prob. 23.25PCh. 23 - Prob. 23.26PCh. 23 - Prob. 23.27PCh. 23 - Prob. 23.28PCh. 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 - 23.31 Draw enol tautomer(s) for each compound. ...Ch. 23 - Prob. 23.32PCh. 23 - Prob. 23.33PCh. 23 - Prob. 23.34PCh. 23 - 23.35 Rank the labeled protons in each compound in...Ch. 23 - Prob. 23.36PCh. 23 - Prob. 23.37PCh. 23 - 23.38 Acyclovir is an effective antiviral agent...Ch. 23 - 23.39 Explain why forms two different alkylation...Ch. 23 - Prob. 23.40PCh. 23 - 23.41 Acid-catalyzed bromination of pentanone ...Ch. 23 - 23.42 Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.43PCh. 23 - Prob. 23.44PCh. 23 - 23.45 Devise a synthesis of valproic acid , a...Ch. 23 - 23.46 Synthesize each compound from diethyl...Ch. 23 - Prob. 23.47PCh. 23 - Prob. 23.48PCh. 23 - Prob. 23.49PCh. 23 - 23.50 Draw the organic products formed in each...Ch. 23 - 23.51 Draw the products formed (including...Ch. 23 - Prob. 23.52PCh. 23 - Prob. 23.53PCh. 23 - 23.54 Clopidogrel is the generic name for Plavix,...Ch. 23 - 23.55 What reaction conditions—base, solvent, and...Ch. 23 - Prob. 23.56PCh. 23 - 23.57 Draw a stepwise mechanism showing how two...Ch. 23 - 23.58 Draw a stepwise mechanism for the following...Ch. 23 - Prob. 23.59PCh. 23 - 23.60 Draw stepwise mechanisms illustrating how...Ch. 23 - Prob. 23.61PCh. 23 - Prob. 23.62PCh. 23 - 23.63 Synthesize each compound from cyclohexanone...Ch. 23 - Prob. 23.64PCh. 23 - Prob. 23.65PCh. 23 - 23.66 Synthesize (Z)-hept-5-en-2-one from ethyl...Ch. 23 - Prob. 23.67PCh. 23 - 23.68 Capsaicin, the spicy component of hot...Ch. 23 - 23.69 Treatment of W with , followed by , affords...Ch. 23 - Prob. 23.70PCh. 23 - Prob. 23.71PCh. 23 - Prob. 23.72PCh. 23 - Prob. 23.73PCh. 23 - Prob. 23.74P
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