Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
7th Edition
ISBN: 9780134240152
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 2, Problem 61P
From which of the following compounds can HO– remove a proton in a reaction that favors product formation?
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Does the equilibrium lie to the left or to the right in the following reaction:
H3CO: +
H-Br: 2 H;CO-H +
H,CO-H +
Br:
You found a bottle of aqueous solution in the laboratory cabinet. Unfortunately, the label has been eroded and you could not recognize it. To the best of your recollection, it may be one of the following solutions:
HCl
CH3COOH
CH3CH2COOH
A mixture of HF and NaF (both of substantial amount)
A mixture of H3PO4 and NaH2PO4 (both of substantial amount)
NH4Cl
NaHCO3
In order to identify the solution, you conduct the following experiments:
Using a pH meter, you determine the pH of the solution to be 3.00.
You dilute 20 mL of the solution with water to a total volume of 200 mL and
measure the pH again, this time it reads 3.50.
You take some volume of the solution, add phenolphthalein, and titrate it with
NaOH solution until the mixture turns pink. You record the volume of the required titrant as Vt and the pH meter reads 9.05.
In a separate flask, you take the same volume of the unknown solution as in step iii and titrate it with the same NaOH…
You found a bottle of aqueous solution in the laboratory cabinet. Unfortunately, the label has been eroded and you could not recognize it. To the best of your recollection, it may be one of the following solutions:
HCl
CH3COOH
CH3CH2COOH
A mixture of HF and NaF (both of substantial amount)
A mixture of H3PO4 and NaH2PO4 (both of substantial amount)
NH4Cl
NaHCO3
In order to identify the solution, you conduct the following experiments:
Using a pH meter, you determine the pH of the solution to be 3.00.
You dilute 20 mL of the solution with water to a total volume of 200 mL and
measure the pH again, this time it reads 3.50.
You take some volume of the solution, add phenolphthalein, and titrate it with
NaOH solution until the mixture turns pink. You record the volume of the required titrant as Vt and the pH meter reads 9.05.
In a separate flask, you take the same volume of the unknown solution as in step iii and titrate it with the same NaOH…
Chapter 2 Solutions
Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
Ch. 2.1 - Which of the following are not acids? CH3COOH CO2...Ch. 2.1 - Draw the products of the addbase renc1 ion when a....Ch. 2.1 - a. What is the conjugate acid of each or the...Ch. 2.2 - a. Which is a stronger acid: one with a pKa of 5.2...Ch. 2.2 - An acid has a Ka of 4.53 106 in water. What is...Ch. 2.2 - Prob. 6PCh. 2.2 - Antacids are compounds that neutralize stomach...Ch. 2.2 - Are the following body fluids acidic or basic? a....Ch. 2.3 - Draw the conjugate acid of each of the following:...Ch. 2.3 - a. Write an equation showing CH3OH reacting as an...
Ch. 2.3 - Estimate the pKa values of the following...Ch. 2.3 - a. Which is a stronger base: CH3COO or HCOO? (The...Ch. 2.3 - Using the pKa values in Section 2.3, rank the...Ch. 2.4 - Prob. 14PCh. 2.5 - a. For each of the acid-base reactions in Section...Ch. 2.5 - Ethyne has a pKa value of 25, water has a pKa...Ch. 2.5 - Which of the following bases can remove a proton...Ch. 2.5 - Calculate the equilibrium constant for the...Ch. 2.6 - Rank the ions (CH3, NH2, HO, and F) from most...Ch. 2.6 - Rank the carbanions shown in the margin from most...Ch. 2.6 - Which is the stronger acid?Ch. 2.6 - Prob. 22PCh. 2.6 - Rank the halide ions (F, Cl, Br, and l) from...Ch. 2.6 - a. Which is more electronegative, oxygen or...Ch. 2.6 - Which is a stronger acid? a. HCl or HBr b....Ch. 2.6 - a. Which of the halide ions (F, Cl, Br, and l) is...Ch. 2.6 - Prob. 27PCh. 2.7 - What is a stronger acid? a. CH3OCH2CH2OH or...Ch. 2.7 - Prob. 29PCh. 2.7 - What is a stronger base?Ch. 2.8 - Fosamax (shown on the previous page) has six...Ch. 2.8 - Which is a stronger acid? Why?Ch. 2.8 - Prob. 34PCh. 2.9 - Using the table of pKa values given in Appendix I,...Ch. 2.10 - Prob. 36PCh. 2.10 - As long as the pH is not less than _______, at...Ch. 2.10 - A naturally occurring amino acid such as alanine...Ch. 2.10 - For each of the following compounds, indicate the...Ch. 2.11 - Write the equation that shows how a buffer made by...Ch. 2.12 - Draw the products of the following react ions. Use...Ch. 2.12 - What product are formed when each of the following...Ch. 2 - a. Rank the following alcohols from strongest to...Ch. 2 - Which is a stronger base? a. HS or HO b. CH3O or...Ch. 2 - According to the explanations by Lewis, if a...Ch. 2 - a. Rank the following carboxylic acids from...Ch. 2 - Prob. 51PCh. 2 - For the following compound. a. draw its conjugate...Ch. 2 - Rank the following compounds from strongest to...Ch. 2 - Prob. 54PCh. 2 - Prob. 55PCh. 2 - a. Rank the following alcohols from strongest to...Ch. 2 - For each compound, indicate the atom that is most...Ch. 2 - a. Given the Ka values, estimate the pKa value of...Ch. 2 - A single bond between two carbons with different...Ch. 2 - Tenormin, a member of the group of drugs known as...Ch. 2 - From which of the following compounds can HO...Ch. 2 - a. For each of the following pairs of reactions,...Ch. 2 - Prob. 63PCh. 2 - Which is a stronger acid? a. b. c. d.Ch. 2 - Prob. 65PCh. 2 - Given that pH+ pOH = 14 and that the concentration...Ch. 2 - How could you separate a mixture of the following...Ch. 2 - Prob. 68PCh. 2 - a. If an add with a pKa of 5.3 is in an aqueous...Ch. 2 - Calculate the pH values of the following...Ch. 2 - Prob. 1PCh. 2 - Prob. 2PCh. 2 - Prob. 3PCh. 2 - Which of the reactions in Problem 3 favor...Ch. 2 - Prob. 5PCh. 2 - Prob. 6PCh. 2 - Prob. 7PCh. 2 - Which is the stronger acid? a. ClCH2CH2OH or...Ch. 2 - Prob. 9PCh. 2 - Prob. 10PCh. 2 - Which is a more stable base? Remembering that the...Ch. 2 - Which is the Stronger acid?Ch. 2 - Prob. 13PCh. 2 - a. Draw the structure of (CH3COOH (pKa = 4.7) at...
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- You found a bottle of aqueous solution in the laboratory cabinet. Unfortunately, the label has been eroded and you could not recognize it. To the best of your recollection, it may be one of the following solutions: HCl CH3COOH CH3CH2COOH A mixture of HF and NaF (both of substantial amount) A mixture of H3PO4 and NaH2PO4 (both of substantial amount) NH4Cl NaHCO3 In order to identify the solution, you conduct the following experiments: i.Using a pH meter, you determine the pH of the solution to be 3.00. ii. You dilute 20 mL of the solution with water to a total volume of 200 mL and measure the pH again, this time it reads 3.50. iii. You take some volume of the solution, add phenolphthalein, and titrate it with NaOH solution until the mixture turns pink. You record the volume of the required titrant as Vt and the pH meter reads 9.05. iv. In a separate flask, you take the same volume of the unknown solution as in step iii and titrate it with the same NaOH solution, but this time…arrow_forwardYou found a bottle of aqueous solution in the laboratory cabinet. Unfortunately, the label has been eroded and you could not recognize it. To the best of your recollection, it may be one of the following solutions: HCl CH3COOH CH3CH2COOH A mixture of HF and NaF (both of substantial amount) A mixture of H3PO4 and NaH2PO4 (both of substantial amount) NH4Cl NaHCO3 In order to identify the solution, you conduct the following experiments: 1. Using a pH meter, you determine the pH of the solution be 3.00. 2. You dilute 20 mL of the solution with water to a total volume of 200 mL and measure the pH again, this time it reads 3.50. 3. You take some volume of the solution, add phenolphthalein, and titrate it with NaOH solution until the mixture turns pink. You record the volume of the required titrant as Vt and the pH meter reads 9.05. ti =0.0 and tf=2.0. 4. In a separate flask, you take the same volume of the unknown solution as in step iii and titrate it with the same NaOH…arrow_forwardYou found a bottle of aqueous solution in the laboratory cabinet. Unfortunately, the label has been eroded and you could not recognize it. To the best of your recollection, it may be one of the following solutions: HCl CH3COOH CH3CH2COOH A mixture of HF and NaF (both of substantial amount) A mixture of H3PO4 and NaH2PO4 (both of substantial amount) NH4Cl NaHCO3 In order to identify the solution, you conduct the following experiments: Using a pH meter, you determine the pH of the solution to be 3.00. You dilute 20 mL of the solution with water to a total volume of 200 mL and measure the pH again, this time it reads 3.50. You take some volume of the solution, add phenolphthalein, and titrate it with NaOH solution until the mixture turns pink. You record the volume of the required titrant as Vt and the pH meter reads 9.05. In a separate flask, you take the same volume of the unknown solution as in step iii and titrate it with the same NaOH…arrow_forward
- Complete each of these reactions by filling in the blanks. Predict whether each reaction is product-favored or reactant-favored, and explain your reasoning. (a) _________ (aq) + Br(aq) NH3(aq) + HBr(aq) (b) CH3COOH(aq) + CN(aq) ________ (aq) + HCN(aq) (c) ________ (aq)+H2O () NH3(aq) + OH(aq)arrow_forwardWhat are the products of each of the following acid-base reactions? Indicate the acid and its conjugate base and the base and its conjugate acid. HC1O4+ H2O — NH/ + H2O -» HCOr + OH" —arrow_forwardWhich of the following will increase the percent of HF that is converted to the fluoride ion in water?. (a) addition of NaOH. (b) addition of HCl. (c) addition of NaFarrow_forward
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- When you blow bubbles in a glass of water, the following reactions take place: H2O+CO2-->H2CO3-->H++HCO-3 What type of reaction is H2O+CO2-->H2CO3 What type of reaction is H2CO3→H++H-CO3arrow_forwardAverage Bond Enthalpies (kJ/mol) Single Bonds C-H 413 N-H 391 O-H 463 C-C 348 N-N 163 0-0 146 C-N 293 N-O 201 0-F 190 C-0 358 N-F 272 О-СІ 203 C-F 485 N-C1 200 0-I 234 C-Cl 328 N-Br 243 C-Br 276 S-H 339 C-I 240 Н-Н 436 S-F 327 C-S 259 Н-F 567 S-CI 253 H-CI 431 S-Br 218 Cl-Cl 242 Н-Br 366 S-S 266 Br-Br 193 H-I 299 Multiple Bonds C=C 614 N=N 418 0=0 495 C=C 839 N=N 941 C=N 615 N=0 607 C=N 891 C=0 799 C=0 1072arrow_forwardComplete the acid-base reaction below: HCIO(aq) + HS (aq) = The Ba vaiue for HCIO is 3.0 x 10 and the Kh value for HS is 1.8 x 10-. Which side, products or reactants, will be favored at equilibrium? Explain your choice.arrow_forward
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