Carboxylic Acids Flashcards
Carboxylic acid
Both a carbonyl group and a hydroxyl group bound to the same carbon
Suffix for carboxylic acids?
-oic acid
Suffix of cyclic carboxylic acids
Carboxylic acid
Salt of carboxylic acid suffix
-oate
Smallest dicarboxylic acid?
Oxalic acid (2C)
Suffix for dicarboxylic acids
-dioic acid
Dimers
Typical of carboxylic acids to form a pair of molecules connected by two hydrogen bonds
What elevates acidity of carboxylic acids?
Addition of electronegative groups to delocalize charge
More resonance stability increases what?
Acidity
What is more acidic, a strong acid or a carboxylic acid?
Strong acid
What is more acidic, a dicarboxylic acid or monocarboxylic acid?
Dicarboxylic acid
What is more acidic, the first or second proton of a dicarboxylic acid?
1st proton
B-dicarboxylic acid
Dicarboxylic acid in which each carboxylic acid is positioned on a B-carbon of the other
High acidity of a-hydrogens on B-carbon but less so than hydroxyl hydrogens
Resonance stabilization
What oxidant is often used to oxidize aldehydes and primary alcohols?
Dichromate salt, chromoium trioxide, postassium permanganate
Nucleophilic acyl substitution
Leaving group in carboxylic acid and their derivatives
Acyl derivative
All molecules with carboxylic acid derivatives
Weak bases, conjugate of strong acids make?
Good leaving groups
Amide
If incoming nucleophile is ammonia/amine a amide can be formed in acidic or basic solution
Lactam
Cyclic amide
Ester
ROR
Made by reacting carboxylic acid with alochols in acidic conditions
Esterification
Condensation with water as a product
During esterification, what can increase reaction
Protonation of C=O bond to increase electrophilicity
Suffix of esters
-oate
Lactone
Cyclic ester