General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 9, Problem 9.44P
Draw the conjugate acid of each base.
a.
b.
c.
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2. Provide a clear arrow-pushing mechanism for the following reactions. Do not skip proton
transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted
without ambiguity.
a.
CH3
Ph
OEt
هد
Ph
CH3
Hint: the species on the left is an ynolate, which behaves a lot like an enolate.
b.
CH3
H3C
CH3
CH3
H3C
an unexpected product,
containing a single 9-
membered ring
the expected product,
containing two fused rings
H3C-I
(H3C)2CuLi
an enolate
b.
H3C
CH3
1.
2. H3O+
H3C
MgBr
H3C
Chapter 9 Solutions
General, Organic, & Biological Chemistry
Ch. 9.1 - Name each acid: (a)HF;(b)HNO3;(c)HCN.Ch. 9.1 - If the polyatomic anion C1O2- is called chlorite,...Ch. 9.1 - Which of the following species can be...Ch. 9.1 - Which of the following species can be...Ch. 9.1 - Classify each reactant as a Brønsted-Lowry acid or...Ch. 9.2 - Determine the conjugate acid of each species:...Ch. 9.2 - Determine the conjugate base of each species:...Ch. 9.2 - Draw the structure of the conjugate base of each...Ch. 9.2 - Label the acid and the base and the conjugate acid...Ch. 9.2 - Ammonia, NH3, is amphoteric. Draw the conjugate...
Ch. 9.2 - Prob. 9.11PCh. 9.3 - Diagrams represent three acids (HA) dissolved in...Ch. 9.3 - Label the stronger acid in each pair. Which acid...Ch. 9.3 - Are the reactants or products favored at...Ch. 9.3 - If lactic acid is similar in strength to acetic...Ch. 9.4 - Rank the acids in each group in order of...Ch. 9.4 - Use the acid dissociation constants in Table 9.3...Ch. 9.4 - Consider the weak acids, HCN and H2CO3. Which acid...Ch. 9.5 - Calculate the value of [OH-] from the given [H3O+]...Ch. 9.5 - Calculate the value of [H3O+] from the given [OH-]...Ch. 9.5 - Calculate the value of [H3O+] and [H3O-] in each...Ch. 9.6 - Convert each H3O+ concentration to a pH value. a....Ch. 9.6 - What H3O+ concentration corresponds to each pH...Ch. 9.6 - Prob. 9.24PCh. 9.6 - Convert each H3O+ concentration to a pH value....Ch. 9.6 - Prob. 9.26PCh. 9.7 - Write a balanced equation for each acid-base...Ch. 9.7 - Prob. 9.28PCh. 9.7 - The acid in acid rain is generally sulfuric acid...Ch. 9.7 - Write a balanced equation for the reaction of...Ch. 9.8 - Determine whether each salt forms an acidic,...Ch. 9.8 - Which of the following salts forms an aqueous...Ch. 9.9 - What is the molarity of an HCI solution if 25.5 mL...Ch. 9.9 - How many milliliters of 2.0MNaOH are needed to...Ch. 9.10 - Determine whether a solution containing each of...Ch. 9.10 - Consider a buffer prepared from the weak acid HCO3...Ch. 9.10 - Calculate the pH of a dihydrogen...Ch. 9.10 - What is the pH of a buffer that contains...Ch. 9 - Which of the following species can be...Ch. 9 - Which of the following species can be...Ch. 9 - Prob. 9.41PCh. 9 - Which of the following species can be...Ch. 9 - Prob. 9.43PCh. 9 - Draw the conjugate acid of each base. a. Br- b....Ch. 9 - Draw the conjugate base of each acid. HNO2 NH4+...Ch. 9 - Draw the conjugate base of each acid. H3O+ H2Se...Ch. 9 - Prob. 9.47PCh. 9 - Prob. 9.48PCh. 9 - Prob. 9.49PCh. 9 - Prob. 9.50PCh. 9 - Label the conjugate acid-base pairs in each...Ch. 9 - Label the conjugate acid-base pairs in each...Ch. 9 - Prob. 9.53PCh. 9 - Prob. 9.54PCh. 9 - Fill in the missing product in each acid-base...Ch. 9 - Fill in the missing product in each acid-base...Ch. 9 - Prob. 9.57PCh. 9 - Write the equation for the acid-base reaction that...Ch. 9 - Prob. 9.59PCh. 9 - Which diagram represents what happens when HCN...Ch. 9 - Prob. 9.61PCh. 9 - Prob. 9.62PCh. 9 - Prob. 9.63PCh. 9 - Use the data in and 9.2 and 9.3 to label the...Ch. 9 - Prob. 9.65PCh. 9 - Which acid, A or B, is stronger in each part? a. B...Ch. 9 - Fill in the missing terms (strong or weak) and...Ch. 9 - Fill in the missing terms (strong or weak) and...Ch. 9 - For each pair of acids: [1] Label the stronger...Ch. 9 - For each pair of acids: [1] Label the stronger...Ch. 9 - Prob. 9.71PCh. 9 - Prob. 9.72PCh. 9 - Prob. 9.73PCh. 9 - Label the acid in the reactants and the conjugate...Ch. 9 - Calculate the value of [OH-] from the given and...Ch. 9 - Calculate the value of [OH-] from the given [H3O+]...Ch. 9 - Calculate the value of [OH-] from the given [HO-]...Ch. 9 - Calculate the value of [H3O+] from the given [OH-]...Ch. 9 - Prob. 9.79PCh. 9 - Prob. 9.80PCh. 9 - Prob. 9.81PCh. 9 - Complete the following table with the needed...Ch. 9 - Prob. 9.83PCh. 9 - Prob. 9.84PCh. 9 - Prob. 9.85PCh. 9 - If pancreaticfluids have a pH of 8.2, calculate...Ch. 9 - Calculate the concentrations of H3O+ and OH in the...Ch. 9 - Prob. 9.88PCh. 9 - Prob. 9.89PCh. 9 - Prob. 9.90PCh. 9 - Prob. 9.91PCh. 9 - Prob. 9.92PCh. 9 - Write a balanced equation for each reaction. a....Ch. 9 - Prob. 9.94PCh. 9 - Prob. 9.95PCh. 9 - Prob. 9.96PCh. 9 - Prob. 9.97PCh. 9 - Prob. 9.98PCh. 9 - Prob. 9.99PCh. 9 - Prob. 9.100PCh. 9 - Whatisthe molarityofanaceticacid (CH3COOH)...Ch. 9 - What is the molarity of an H2SO4 solution if 18.5...Ch. 9 - How many milliliters of 1.0MNaOH solution are...Ch. 9 - How many milliliters of 2.0MNaOH solution are...Ch. 9 - Prob. 9.105PCh. 9 - Prob. 9.106PCh. 9 - Prob. 9.107PCh. 9 - Prob. 9.108PCh. 9 - Prob. 9.109PCh. 9 - Prob. 9.110PCh. 9 - Using the Ka values in Table9.6, calculate the pH...Ch. 9 - Using the Ka values in Table9.6, calculate the pH...Ch. 9 - Calculate the pH of an acetic acid/acetate buffer...Ch. 9 - Calculate the pH of a bicarbonate/carbonate buffer...Ch. 9 - Why is the pH of unpolluted rainwater lower than...Ch. 9 - Prob. 9.116PCh. 9 - Prob. 9.117PCh. 9 - A sample of rainwater has a pH of 4.18. Calculate...Ch. 9 - Prob. 9.119PCh. 9 - Prob. 9.120PCh. 9 - Prob. 9.121PCh. 9 - Prob. 9.122PCh. 9 - Prob. 9.123CPCh. 9 - Prob. 9.124CP
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- Predict the major products of this reaction: excess H+ NaOH ? A Note that the first reactant is used in excess, that is, there is much more of the first reactant than the second. If there won't be any products, just check the box under the drawing area instead. Explanation Check Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use Privarrow_forward1. For each of the reaction "railroads" below, you are either asked to give the structure(s) of the starting material(s) or product(s), or provide reagents/conditions to accomplish the transformation, as indicated by the boxes. a. NaOMe H+ .CO,H HO₂C MeOH (excess) MeOH H3C Br يع CH3 1. LiAlH4 2. H3O+ 3. PBг3 H3C 1. Et-Li 2. H3O+ -CO₂Me -CO₂Me OH CH3 CH3 ল CH3arrow_forwardPredict the intermediate 1 and final product 2 of this organic reaction: NaOMe ག1, ད།་, - + H You can draw 1 and 2 in any arrangement you like. 2 work up Note: if either 1 or 2 consists of a pair of enantiomers, just draw one structure using line bonds instead of 3D (dash and wedge) bonds at the chiral center. Explanation Check Click and drag to start drawing a structure. Х © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Parrow_forward
- What is the total energy cost associated with the compound below adopting the shown conformation? CH3 HH DH CH3arrow_forwardΗΝ, Draw Final Product C cyclohexanone pH 4-5 Edit Enamine H3O+ CH3CH2Br THF, reflux H Edit Iminium Ionarrow_forwardHow many hydrogen atoms are connected to the indicated carbon atom?arrow_forward
- Identify the compound with the longest carbon - nitrogen bond. O CH3CH2CH=NH O CH3CH2NH2 CH3CH2C=N CH3CH=NCH 3 The length of all the carbon-nitrogen bonds are the samearrow_forwardIdentify any polar covalent bonds in epichlorohydrin with S+ and 8- symbols in the appropriate locations. Choose the correct answer below. Η H's+ 6Η Η Η Η Η Ηδ Η Ο Ο HH +Η Η +Η Η Η -8+ CIarrow_forwardH H:O::::H H H HH H::O:D:D:H HH HH H:O:D:D:H .. HH H:O:D:D:H H H Select the correct Lewis dot structure for the following compound: CH3CH2OHarrow_forward
- Rank the following compounds in order of decreasing boiling point. ннннн -С-С-Н . н-с- ННННН H ΗΤΗ НННН TTTĪ н-с-с-с-с-о-н НННН НН C' Н н-с-с-с-с-н НН || Ш НННН H-C-C-C-C-N-H ННННН IVarrow_forwardRank the following compounds in order of decreasing dipole moment. |>||>||| ||>|||>| |>|||>|| |||>||>| O ||>>||| H F H F H c=c || H c=c F F IIIarrow_forwardchoose the description that best describes the geometry for the following charged species ch3-arrow_forward
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