Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Textbook Question
Chapter 5.3, Problem 5P
Is cocaine (Worked Example 5-2) dextrorotatory or levorotatory?
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Aaa may I have help please ):
help any1 snyhow please.
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Na O NH2
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c) CH3CH2CH2CH,Li + NH3
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CH 3 CH2 CH2-CHz t WH2
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2. The equilibrium idea means that if the reaction is reversible there will be four species in solution at one time,
the acid, the base, the conjugate acid, and the conjugate base. Sometimes this is what is required, but at other
times we need to choose bases that will completely deprotonate every molecule of acid, i.e. send the reaction
completely to the right. These bases will include CH3CH,CH2CH;Li, NaNH2, and LiN(i-Pr)2. Weaker bases will
include NaOH, NAOCH3, KOtBu, and NaOCH2CH3. For each of these bases, give the products formed when
they react with H2O, then use pKa values to get an idea of the relative base strengths of these compounds.
You will provided 7 separate reactions.
3. In CHEM 3112, we will study reactions based on the deprotonation of ketones such as acetone, (CH3)2C=0,
which has a pKa of 19. Given the bases LiN(i-Pr)2 and NaOCH3, decide which one…
Chapter 5 Solutions
Organic Chemistry
Ch. 5.2 - Prob. 1PCh. 5.2 - Prob. 2PCh. 5.2 - Prob. 3PCh. 5.2 - Prob. 4PCh. 5.3 - Is cocaine (Worked Example 5-2) dextrorotatory or...Ch. 5.3 - Prob. 6PCh. 5.5 - Prob. 7PCh. 5.5 - Prob. 8PCh. 5.5 - Prob. 9PCh. 5.5 - Assign R or S configuration to the chirality...
Ch. 5.5 - Draw a tetrahedral representation of...Ch. 5.5 - Prob. 12PCh. 5.6 - One of the following molecules (a)–(d) is...Ch. 5.6 - Prob. 14PCh. 5.6 - Assign R or S configuration to each chirality...Ch. 5.7 - Prob. 16PCh. 5.7 - Which of the following have a meso form? (Recall...Ch. 5.7 - Does the following structure represent a meso...Ch. 5.8 - Prob. 19PCh. 5.8 - Prob. 20PCh. 5.9 - Prob. 21PCh. 5.11 - Prob. 22PCh. 5.11 - Prob. 23PCh. 5.11 - The lactic acid that builds up in tired muscles is...Ch. 5.11 - The aconitase-catalyzed addition of water to...Ch. 5.SE - Which of the following structures are identical?...Ch. 5.SE - Prob. 27VCCh. 5.SE - Prob. 28VCCh. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Prob. 30VCCh. 5.SE - Prob. 31APCh. 5.SE - Which of the following compounds are chiral? Draw...Ch. 5.SE - Prob. 33APCh. 5.SE - Eight alcohols have the formula C5H12O. Draw them....Ch. 5.SE - Draw compounds that fit the following...Ch. 5.SE - Prob. 36APCh. 5.SE - Prob. 37APCh. 5.SE - Prob. 38APCh. 5.SE - What is the stereochemical configuration of the...Ch. 5.SE - Prob. 40APCh. 5.SE - Prob. 41APCh. 5.SE - Prob. 42APCh. 5.SE - Prob. 43APCh. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Prob. 46APCh. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Assign R or S configurations to the chirality...Ch. 5.SE - Assign R or S stereochemistry to the chirality...Ch. 5.SE - Prob. 50APCh. 5.SE - Draw examples of the following: (a) A meso...Ch. 5.SE - Prob. 52APCh. 5.SE - Prob. 53APCh. 5.SE - Prob. 54APCh. 5.SE - On reaction with hydrogen gas by a platinum...Ch. 5.SE - Prob. 56APCh. 5.SE - Prob. 57APCh. 5.SE - One of the steps in fat metabolism is the...Ch. 5.SE - The dehydration of citrate to yield cis-aconitate,...Ch. 5.SE - The first step in the metabolism of glycerol,...Ch. 5.SE - One of the steps in fatty-acid biosynthesis is the...Ch. 5.SE - Prob. 62APCh. 5.SE - Draw tetrahedral representations of the two...Ch. 5.SE - The naturally occurring form of the amino acid...Ch. 5.SE - Prob. 65APCh. 5.SE - Prob. 66APCh. 5.SE - Prob. 67APCh. 5.SE - Allenes are compounds with adjacent carbon-carbon...Ch. 5.SE - Prob. 69APCh. 5.SE - Prob. 70APCh. 5.SE - How many stereoisomers of...Ch. 5.SE - Draw both cis- and trans-1,4-dimethylcyclohexane...Ch. 5.SE - Draw both cis- and trans-1,3-dimethylcyclohexane...Ch. 5.SE - cis-1,2-Dimethylcyclohexane is optically inactive...Ch. 5.SE - Prob. 75APCh. 5.SE - Prob. 76APCh. 5.SE - Prob. 77AP
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- Which of the following reagents is needed for this reaction? ? ► View Available Hint(s) = O Na+ -NH2 O H2, Pd/Pb(OAc)2 O Naº, NH3(1) O H2, Pd/C ndarrow_forward▾ Part C Calculate AH for the reaction. C-Cl 351 H-Br 368 H-Cl 431 from this table of bond dissociation energies (BDES): Bond kJ/molkcal/mol C-Br 293 ► View Available Hint(s) 70 84 88 103 Submit C-Br HH O 5 kJ/mol or 1 kcal/mol O-1443 kJ/mol or -345 kcal/mol O 1443 kJ/mol or 345 kcal/mol O-5 kJ/mol or -1 kcal/mol Provide Feedback +H-CI HH +H-Br Nearrow_forward( do 7 aarrow_forward
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