PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 2, Problem 2.72P
DBU,
reaction in chapter 8, Which N atom is more basic in DBU? Explain your choice.
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11) For the following reaction, identify the Lewis acid and the Lewis base and draw the curved
arrow mechanism.
H H
-N -
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NH2
lewis
base
lewis Aciol
SHN pinb!7 (P
12) Which of the following solvents can be used with NaNH2 and why?
02H (2
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HOʻHO H
A.
4&6 are attached questions, thank you!
8. (8) Circle the most acidic compound from each set below. Then, list the structural influence(s) that
best explains your answer. structural influences: Resonance, atom size, electronegativity,
hybridization, and inductive effect.
CI
HO.
NH2
HO
A)
B)
Chapter 2 Solutions
PKG ORGANIC CHEMISTRY
Ch. 2 - a. Which compounds are Bronsted-Lowry acids:...Ch. 2 - a. Draw the conjugate acid of each base:...Ch. 2 - Label each statement as True or False.
a. is the...Ch. 2 - Label the acid and base, and the conjugate acid...Ch. 2 - Decide which compound is the acid and which is the...Ch. 2 - Draw the products formed from the acid-base...Ch. 2 - Which compound in each pair is the stronger acid?...Ch. 2 - Use a calculator when necessary to answer the...Ch. 2 - Rank the conjugate bases of each of group of acids...Ch. 2 - Problem-2.10 Considers two acids: (formic acid,)...
Ch. 2 - Prob. 2.11PCh. 2 - Draw the products of each reaction and determine...Ch. 2 - Prob. 2.13PCh. 2 - Without reference to a pKa table, decide which...Ch. 2 - Rank the labeled H atoms in the following compound...Ch. 2 - Which hydrogen in each molecule is most...Ch. 2 - Which hydrogen in pseudoephedrine, the nasal...Ch. 2 - Which compound in each pair of isomers is the...Ch. 2 - Which compound in each pair is the stronger acid?...Ch. 2 - Glycolic acid, HOCH2CO2H, is the simplest member...Ch. 2 - Explain the apparent paradox. HBr is a stronger...Ch. 2 - The CH bond in acetone, (CH3)2C=O, has a pKa of...Ch. 2 - Acetonitrile (CH3CN) has a pKa of 25, making it...Ch. 2 - For each pair of compounds: [1] Which indicated H...Ch. 2 - Rank the compounds in each group in order of...Ch. 2 - Which proton in each of the following drugs is...Ch. 2 - Which anion A or B is the stronger base? ABCh. 2 - Prob. 2.28PCh. 2 - Problem 2.29
Compounds like amphetamine that...Ch. 2 - Problem 2.30 Which species are Lewis bases?
a. b....Ch. 2 - Which species are Lewis acids?
a. b. c. d.
Ch. 2 - For each reaction, label the Lewis acid and base....Ch. 2 - Prob. 2.33PCh. 2 - Prob. 2.34PCh. 2 - Label the Lewis acid and base. Use curved arrow...Ch. 2 - 2.36 Propranolol is an antihypertensive agent—that...Ch. 2 - 2.37 Amphetamine is a powerful stimulant of the...Ch. 2 - 2.38 What is the conjugate acid of each base?
a....Ch. 2 - 2.39 What is the conjugate base of each acid?
a....Ch. 2 - 2.40 Draw the products formed from the acid-base...Ch. 2 - Draw the products formed from the acid-base...Ch. 2 - Draw the products of each proton transfer...Ch. 2 - Prob. 2.43PCh. 2 - Prob. 2.44PCh. 2 - What is Ka for each compound? Use a calculator...Ch. 2 - What is the pKa for each compound? a. b. c.Ch. 2 - Which of the following bases are strong enough to...Ch. 2 - Which compounds can be deprotonated by OH, so that...Ch. 2 - Draw the products of each reaction. Use the pKa...Ch. 2 - Rank the following compounds in order of...Ch. 2 - 2.51 Rank the following ions in order of...Ch. 2 - Prob. 2.52PCh. 2 - Prob. 2.53PCh. 2 - 2.54 The of three bonds is given below.
a. For...Ch. 2 - a. What is the conjugate acid of A? b. What is the...Ch. 2 - 2.56 Draw the structure of a constitutional isomer...Ch. 2 - 2.57 Many drugs are Bronsted-Lowry acids or...Ch. 2 - Dimethyl ether (CH3OCH3) and ethanol (CH3CH2OH)...Ch. 2 - 2.59 Atenolol is a (beta) blocker, a drug used to...Ch. 2 - 2.60 Use the principles in Section 2.5 to label...Ch. 2 - 2.61 Label the three most acidic hydrogen atoms in...Ch. 2 - Prob. 2.62PCh. 2 - 2.63 Classify each compound as a Lewis base, a...Ch. 2 - 2.64 Classify each species as a Lewis acid, a...Ch. 2 - Label the Lewis acid and Lewis base in each...Ch. 2 - 2.66 Draw the products of each Lewis acid-base...Ch. 2 - Prob. 2.67PCh. 2 - 2.68 Answer the following questions about the four...Ch. 2 - Prob. 2.69PCh. 2 - 2.70 Hydroxide can react as a Brønsted-Lowry base...Ch. 2 - 2.71 Answer the following questions about esmolol,...Ch. 2 - 2.72 DBU, is a base we will encounter in...Ch. 2 - 2.73 Molecules like acetamide can be protonated...Ch. 2 - Prob. 2.74PCh. 2 - Prob. 2.75PCh. 2 - 2.76 Write a stepwise reaction sequence using...Ch. 2 - Prob. 2.77PCh. 2 - 2.78 Which compound, M or N, is the stronger acid?...
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- 8,9,10arrow_forwardSelect the stronger base and then draw its conjugate acid below. CICH₂CH₂O or CH3CH₂O- • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • You do not have to include lone pairs in your answer. Ⓡ OO. n[1] ? ChemDoodlearrow_forwardI had written those notes above the nucleophiles, so I am unsure if they are correct.arrow_forward
- From each pair, select the stronger base. Then draw the conjugate acid of the strong base below. CH3CH20 or CH3CEC • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • You do not have to include lone pairs in your answer. C opy astearrow_forwardFrom each pair, select the stronger base. Then draw the conjugate acid of the stronger base below. CICH,CH,0¯ or CH;CH,0- • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • You do not have to include lone pairs in your answer. opy aste [Farrow_forwardCan you explain why the answer to these reactions is as follows? 1) Cl₂ AlCl³ 2) SO3, H₂SO4 3) HNO3 H₂SO4 4) H₂O, H₂SO4 Á ce NO ₂arrow_forward
- 9.19, pleasearrow_forwardAnswer the following questions for the reaction scheme below: OH e :CEN HIC N cyanide hydrogen cyanide phenol pka <= 10.0 pka = 3.46 a. The equilibrium favors the [Select] b. This reaction is best described as a(n) [Select] c. The strongest acid in the reaction is the [Select] [Select] d. The nucleophile in the forward reaction is e. The electrophile in the reverse reaction is [Select] phenolate %. ✓ reaction. 15 <arrow_forwardThe answer key states this is an E2 reaction However I do not see how it could be with the Br being 3rd degree, KCN being weakly basic and DMF being polar aprotic. Would this not result in no reaction? I don't understand how this could turn into an E2 reaction.arrow_forward
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