Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 6, Problem 6.3YT
Interpretation Introduction
Interpretation:
The
Concept introduction:
The acid with more negative
Each difference of
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Rank the following compounds in decreasing order of acidity.
Br
A
B
D
OH Br
E
III > IV>II>I
C) III >II> IV>I
|| > IV > III > II
IV > III >II>I
IV> || > ||| > |
Br
=
||
plan
OH Br
Br Br
OH
Br
IV
OH
For each value of Ka, calculate the corresponding value of pKa. Which compound is the stronger acid?
Q.) chloroacetic acid, Ka = 1.38 X 10-3
Why is HCl so acidic?
For example, why is H-Cl more acidic than H-S-CH3?
Isn't the conjugate base's negative charge more stabilized with a sulfur and extra methyl group (by the induction effect)? While Cl is more electronegative than Sulfur, I would assume Cl being alone as its own ion would make it less stable.
Chapter 6 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. 6 - Prob. 6.1PCh. 6 - Prob. 6.2PCh. 6 - Prob. 6.3PCh. 6 - Prob. 6.4PCh. 6 - Prob. 6.5PCh. 6 - Prob. 6.6PCh. 6 - Prob. 6.7PCh. 6 - Prob. 6.8PCh. 6 - Prob. 6.9PCh. 6 - Prob. 6.10P
Ch. 6 - Prob. 6.11PCh. 6 - Prob. 6.12PCh. 6 - Prob. 6.13PCh. 6 - Prob. 6.14PCh. 6 - Prob. 6.15PCh. 6 - Prob. 6.16PCh. 6 - Prob. 6.17PCh. 6 - Prob. 6.18PCh. 6 - Prob. 6.19PCh. 6 - Prob. 6.20PCh. 6 - Prob. 6.21PCh. 6 - Prob. 6.22PCh. 6 - Prob. 6.23PCh. 6 - Prob. 6.24PCh. 6 - Prob. 6.25PCh. 6 - Prob. 6.26PCh. 6 - Prob. 6.27PCh. 6 - Prob. 6.28PCh. 6 - Prob. 6.29PCh. 6 - Prob. 6.30PCh. 6 - Prob. 6.31PCh. 6 - Prob. 6.32PCh. 6 - Prob. 6.33PCh. 6 - Prob. 6.34PCh. 6 - Prob. 6.35PCh. 6 - Prob. 6.36PCh. 6 - Prob. 6.37PCh. 6 - Prob. 6.38PCh. 6 - Prob. 6.39PCh. 6 - Prob. 6.40PCh. 6 - Prob. 6.41PCh. 6 - Prob. 6.42PCh. 6 - Prob. 6.43PCh. 6 - Prob. 6.44PCh. 6 - Prob. 6.45PCh. 6 - Prob. 6.46PCh. 6 - Prob. 6.47PCh. 6 - Prob. 6.48PCh. 6 - Prob. 6.49PCh. 6 - Prob. 6.50PCh. 6 - Prob. 6.51PCh. 6 - Prob. 6.52PCh. 6 - Prob. 6.53PCh. 6 - Prob. 6.54PCh. 6 - Prob. 6.55PCh. 6 - Prob. 6.56PCh. 6 - Prob. 6.57PCh. 6 - Prob. 6.58PCh. 6 - Prob. 6.59PCh. 6 - Prob. 6.60PCh. 6 - Prob. 6.61PCh. 6 - Prob. 6.62PCh. 6 - Prob. 6.63PCh. 6 - Prob. 6.64PCh. 6 - Prob. 6.65PCh. 6 - Prob. 6.66PCh. 6 - Prob. 6.67PCh. 6 - Prob. 6.68PCh. 6 - Prob. 6.69PCh. 6 - Prob. 6.70PCh. 6 - Prob. 6.71PCh. 6 - Prob. 6.72PCh. 6 - Prob. 6.73PCh. 6 - Prob. 6.74PCh. 6 - Prob. 6.75PCh. 6 - Prob. 6.76PCh. 6 - Prob. 6.77PCh. 6 - Prob. 6.78PCh. 6 - Prob. 6.79PCh. 6 - Prob. 6.80PCh. 6 - Prob. 6.81PCh. 6 - Prob. 6.82PCh. 6 - Prob. 6.83PCh. 6 - Prob. 6.84PCh. 6 - Prob. 6.85PCh. 6 - Prob. 6.86PCh. 6 - Prob. 6.87PCh. 6 - Prob. 6.88PCh. 6 - Prob. 6.1YTCh. 6 - Prob. 6.2YTCh. 6 - Prob. 6.3YTCh. 6 - Prob. 6.4YTCh. 6 - Prob. 6.5YTCh. 6 - Prob. 6.6YTCh. 6 - Prob. 6.7YTCh. 6 - Prob. 6.8YTCh. 6 - Prob. 6.9YTCh. 6 - Prob. 6.10YTCh. 6 - Prob. 6.11YTCh. 6 - Prob. 6.12YTCh. 6 - Prob. 6.13YTCh. 6 - Prob. 6.14YTCh. 6 - Prob. 6.15YTCh. 6 - Prob. 6.16YTCh. 6 - Prob. 6.17YTCh. 6 - Prob. 6.18YTCh. 6 - Prob. 6.19YTCh. 6 - Prob. 6.20YT
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- Question 6 +4 -1 (1) -NH, (II) CH;O- -NH, (III) NO, - NH2 (IV) -NH, NO The correct order of decreasing basicity of the above compound is : |> || > III > IV Not marked Il >I> IV > II (X) Incorrectly marked O III > IV > || > | Il >I > III > IVarrow_forwardQ2-3:(a) Given that Kb for ammonia is 1.8 X 10 -5 and that for methylamine is 4.4 X 10 -4, which is the stronger base? (b) which is the stronger acid ,the ammonium ion or the methylammonium ion ? (c) calculate the Ka for NH,* and CH;NH;* + Q2-4: A particular sample of vinegar has a pH of 2.90, assuming that the vinegar contains only acetic acid (Ka acetic acid in vinegar . 1.8 X 10 -5), calculate the concentration of Q2-5: Calculate the molar concentration of OH-ions in an 0.85M solution of hypobromite ion , BrO- (Kp 4.0X10-6) .what the pH value of this solution?arrow_forwardGiven the K, for bases below, which K, will be the strongest base? 5.7 x 10-16 O 2.8 x 104 O 7.2 x 106 O 6.2 x 1012arrow_forward
- I understand that Ka refers to the rate (constant) that HA acid dissociates into base A- and proton H+. I don't understand the pKa equation. What is the "p"? What does negative logarithm mean? Thank you.arrow_forwardlodic acid, HIO3, has a pk of 0.77. What is the formula of its conjugate base? Correct. Kb= II H₂1O4 HIO3 OH 103™ H₂lO3+ What is the value of K, for the conjugate base? Incorrect. Did you calculate the pk, first? i||arrow_forwardFor the reaction below, identify the acid, the base, the conjugate acid, and the conjugate base. C5H5NH+ + H2O ↔ C5H5N + H3O+arrow_forward
- 6. Rank the following protons in order of decreasing acidity (HA – HD). Explain your answer using ARIO H. Hc HD HA N. H 0-HBarrow_forwardLearning Goal: Another way to express acid strength is by using pk To understand the relation between the strength of an acid or a base and its pK, and pK, values. The degree to which a weak acid dissociates in solution is given by its acid-ionization constant, K. For the generic weak acid. HA. pk. = log K. Another way to express base strength is by using pk log K HA(ag) A (aq) + H'(aq) and the acid-ionization constant is given by Part A IA H HA K. Similarty, the degree to which a weak base reacts with HO in solution is given by its base-ionization constant, K. For the generic weak base, B. A new potential heart medicine, code named X-281, is being tested by a pharmaceutical company. Pharma pill. As a research technician at Pharma-pil you are told that X-281 is a monoprotic weak acid, but because of security concerns, the actual chemical formula must remain top secret. The company is Interested in the drug's K, value because only the dissociated form of the chemical is active in…arrow_forwardWhich of the following pairs of acids are incorrectly labeled?Stronger Acid | | Weaker AcidA. HF | | HIB. H2S | | H2OC. H2O | | NH3D. HF | | NH3E. PH3 | | NH3 The answer is Aarrow_forward
- Use the information in the pK table to rank the molecules in order of decreasing basicity. For example, select "1" in the second column for the strongest base a and "2" for the next strongest base and so on. CH3 HS F CH,CO, Molecules (Choose one) (Choose one) (Choose one) (Choose one) X Ś CHA 4 NH₂ H₂ CH3NH₂ 2 48 38 36 33 pk table pKa CH,NH, CH₂SH 10.4 H₂O* HCN + 10.6 9.4 NH H₂O 15.7 H₂S CH₂OH 15.5 CH,CO,H 4.76 9.2 7.00 HF CH₂OH₂ H₂SO4 HC1 HBr 3.17 -1.7 -2.2 -3.0 -7 -9arrow_forwardPlease note a "1-" is used in place of a "-" for the following problem/answer options in order for the superscript to be more easily seen. Below is an acid | base reaction in water: H₂A 1 + H₂O 2 HA¹. + 3 Correctly identify the weak acid and conjugate base in the equation above that is taking place in an aqueous solution. Choose the BEST answer for each. Type: 1, 2, 3, or 4 in each box to represent the matching substance above. 1. What is the weak acid in the equation above? H30¹+ 4 2. What is the conjugate base in the equation above?arrow_forwardRank the following conjugate bases in order of decreasing basicity, putting the most basic first. H2C=CH HC=C CH3 II Multiple Choice || > |> |II |> || > III III > || > | III > | > ||arrow_forward
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