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

6. d CH3F The strongesst acid is the one which has the weakest conguate base. Fl

ID: 700389 • Letter: 6

Question

6. d CH3F

The strongesst acid is the one which has the weakest conguate base. Floride ion being highly electronegative , doesn't transfer electron making it the weakest conguate base and making CH3F as the strongest acid.

7. b ClCH2COOH

The role of a base is to share an electron pair with a proton to form a new covalent bond. The less electron density available (i.e. less negative charge), the harder it is for the atom to share this electron pair. What effect does the replacement of hydrogen with chlorine have on the electron density of the oxygen atoms? Chlorine is more electronegative than carbon, so the chlorine pulls electron density from the adjacent carbon atom. This carbon atom in turn borrows electron density from the neighboring carbonyl carbon, and so forth. The end effect is that the chlorine atom pulls electron density toward itself and away from the CO2 - (carboxylate) group. The reduced electron density of the carboxylate group means lower basicity. Thus we predict ClCH2CO2 - to be a poorer base than CH3CO2 - , and by extension, ClCH2COOH to be a stronger acid than CH3COOH. The actual pKa values are 2.86 for ClCH2COOH (stronger acid) and 4.76 for CH3COOH (weaker acid).

Explanation / Answer

6) Which of the following is the strongest acid? a. CH3CH3 b. CH3NH2 CH3OH d. 7) Which of the following compounds is the strongest acid? a. CH3COOH COO CICH2COOH c. CH3CH2OH d. CICH2CH2OH