Carboxylic Acid Reactions

Question 1

how do we compare the acidities of organic compounds with electronegative substituents; hint : 3 things

Answer 1

degree of electronegativity, number and proximity

Question 2

true or false - pKa increases when the electronegativity of substituent increases

Answer 2

true

Question 3

true or false - pKa decreases when the distance from the electronegative atom increases

Answer 3

false - pKa increases

Question 4

what are the two ways a carboxylic acid can be converted into a ester

Answer 4

Fischer esterification and Sn2

Question 5

what is the Fischer esterification reaction

Answer 5

carboxylic acid + alcohol => ester + water

Question 6

which of the carboxylic acid derivatives can hydrogen bond

Answer 6

amides

Question 7

what is the most reactive carboxylic acid derivative

Answer 7

acid chloride

Question 8

what are the three reactions of acid chlorides and their products

Answer 8

1. acid chloride + carboxylate => anhydride
2. acid chloride + alcohol + non nucleophilic base => ester
3. acid chloride + amine => amide

Question 9

how is a acidic anhydride produced

Answer 9

two carboxylic acids + heat