Academic Integrity: tutoring, explanations, and feedback — we don’t complete graded work or submit on a student’s behalf.

Rank the following three carboxylic acids in order of decreasing acidity (most a

ID: 518360 • Letter: R

Question

Rank the following three carboxylic acids in order of decreasing acidity (most acidic rightarrow least acidic). (a) 4-chlorobutanoic acid (b) 3-chlorobutanoic acid (c) 2-Chlorobutanoic acid (d) butanoic acid Draw the structures of the two resonance forms of the propanoate anion: Draw the structure of the dimer of acetic acid: Draw a schematic diagram of a micelle. Labeling the parts/regions is optional. For an acid-base equilibrium in aqueous solution, the Henderson-Hasselbalch equation states: pH = pK_a + log [conjugate base]/[acid] sometimes, it is used in the following form: log ([A^-]/[AH]) = pH - pK_a Here is the pH scale: For any acid (AH) with a pK_a value 4.5, what is the minimum pH required to ensure that the ratio of the conjugate acid (AH) to its conjugate base form (A^) is at least 1,000?

Explanation / Answer

15) The answer is

c>b>a>d

As Chlorine is a -I group, it pulls the shared electron pair to itself, making the release of proton easier. As the position of Chlorine moves away fro -COOH group, the -I effect decreases.