ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
6th Edition
ISBN: 9781319306977
Author: LOUDON
Publisher: INTER MAC
Question
Book Icon
Chapter 20, Problem 20.35AP
Interpretation Introduction

Interpretation:

The validation corresponding to the fact that 0.1M solution of acetic acid (pKa=4.76) turns litmus red, and that a 0.1M solution of phenol (pKa=9.95) does not is to be stated.

Concept introduction:

The pH of a solution is represented as the negative logarithm of the concentration of proton.

pH=log[H+]

This scale is defined from 1 to 14. It helps to determine whether the given solution is acidic, basic or neutral. The solutions with pH<7 are acidic in nature, with pH=7 are neutral in nature and with pH>7 are basic in nature.

Expert Solution & Answer
Check Mark

Answer to Problem 20.35AP

The value of pH for 0.1M solution of acetic acid is below 3 that is 2.89 and the value of pH for 0.1M solution of phenol is above 3 that is 5.48. So, 0.1M solution of acetic acid (pKa=4.76) turns litmus red, and that a 0.1M solution of phenol (pKa=9.95) does not.

Explanation of Solution

The given pKa value 0.1M solution of acetic acid is 4.76.

So, the value of Ka for 0.1M solution of acetic acid is 104.76=0.0000174.

The ionization table for acetic acid for initial and final concentration is given below.

 CH3CO2HCH3CO2+H+Initialconcentration0.100Final concentration0.1xxx

The expression to calculate the value of Ka is given below.

Ka=[H+][CH3CO2][CH3CO2H]

Substitute the values of respective concentrations and Ka in the above expression.

0.0000174=[x][x][0.1x]0=x2+0.0000174x0.00000174x=0.0013

The value of pH solution is represented as follows.

pH=log[H+] … (1)

Substitute the value of H+ as 0.0013 for 0.1M solution of acetic acid in equation (1).

pH=log[0.0013]=2.89

Therefore, the value of pH for 0.1M solution of acetic acid is 2.89 that is below the pH value 3 and turns the litmus paper red.

The given pKa value 0.1M solution of phenol is 9.95.

So, the value of Ka for 0.1M solution of phenol is 109.95=1.1×1010.

The ionization table for phenol for initial and final concentration is given below.

 PhOHH++PhOInitialconcentration0.100Final concentration0.1xxx

The expression to calculate the value of Ka is given below.

Ka=[H+][PhO][H+]

Substitute the values of respective concentrations and Ka in the above expression.

1.1×1010=[x][x][0.1x]0=x2+1.1×1010x1.1×1011x=3.3×106

Substitute the value of H+ as 3.3×106 for 0.1M solution of phenol in equation (1).

pH=log[3.3×106]=5.48

Therefore, the value of pH for 0.1M solution of phenol is 5.48 that is above the pH value 3 and does not turns the litmus paper red.

Conclusion

The 0.1M solution of acetic acid (pKa=4.76) turns litmus red, and that a 0.1M solution of phenol (pKa=9.95) does not because acetic acid has its pH value below 3 whereas, phenol has its pH value above 3.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 f1 (ppm) Predicted 13C NMR Spectrum 100 f1 (ppm) 30 220 210 200 190 180 170 160 150 140 130 120 110 90 80 70 -26 60 50 40 46 30 20 115 10 1.0 0.9 0.8 0 -10
Q: Arrange BCC and Fec metals, in sequence from the Fable (Dr. R's slides) and Calculate Volume and Density. Aa BCC V 52 5 SFCC
None
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Text book image
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Text book image
Introductory Chemistry For Today
Chemistry
ISBN:9781285644561
Author:Seager
Publisher:Cengage
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning