Packet #11 Flashcards
Reactions of carboxylic acids:
Reaction with H2O
CH3COOH + H2O ⇔ CH3COO-+ H3O+
Acid-base reaction
Reaction of carboxylic acid:
Reaction with strong base:
CH3COOH + H2O ⇔ CH3COO-Na+ + H30+
Yields a carboxylic acid salt and water
Reaction of carboxylic acids:
Reaction with an alcohol:
CH3COOH + CH3OH ⇔ CH3COOCH3 + H2O
Substituton reaction to yield an ester
Reaction of carboxylic acids
Reaction with an amine:
CH3COOH + CH3NH2 ⇔ CH3CNHCH3 + H20
Yields an amide. Needs heat as a catalyst.
Reaction of an ester:
Hydrolysis
CH3COOCH3 ⇔ CH3COOH + CH3OH
Reaction takes place with acid and water catalyst.
Yields an acid and an alcohol
Reaction of an ester:
Hydrolysis with a strong base:
CH3CH2CH2CH2CH2COOCH3 + NaOH ⇔ CH3CH2CH2CH2CH2COO-Na+ + CH3OH
Water catalyst
Yields a carboxylate anion and an alcohol
Saponification
Reaction of amides:
Hydrolysis:
CH3CNHCH3 ⇔ CH3COOH + CH3NH2
Acid or base catalyst along with water
Yields an acid (carboxylic) and an amine
Formic Acid
HCOOH
Acetic Acid
CH3COOH
CH3CH2COOH
Propionic acid
CH3CH2CH2COOH
Butyric Acid
CH3CH2CH2CH2COOH
Valeric Acid
CH3(CH2)16COOH
Stearic acid
What is a dicarboxylic acid and how is it named?
A carboxylic acid with two COOH groups. Named by adding -dioc acid to the alkane name. ( The -e is retained).
OMSG - name first 4 dicarboxylic acids
- Oxalic
- Malonic
- Succinic
- Glutaric
Oxalic Acid
HOOCCOOH
HOOCCH2COOH
Malonic Acid
HOOCCH2CH2COOH
Succinic Acid
HOOCCH2CH2CH2COOH
Glutaric Acid
Acetyl group
CH3C==O group.
How do you name an ester?
Two words. First name the alkyl group on the right of the oxygen. Then name the parent acid with an ending of -ate.
Example: CH3CO–O–CH2CH3
Ethyl Acetate
How do you name an unsubstituted amide?
If it has an unsubstituted –NH2 group: name the carboxylic acid portion and change ending to -amide.
How do you name a substituted amide?
Use the prefix N before the name of whatever alkyl group is attached to the Nitrogen. Then name the parent carboxylic acid with the ending changed to -amide.
Example: N,N, Dimethylacetamide
Esterification
The reaction between an alcohol and a carboxylic acid to yield an ester plus water.
Saponification
The reaction of an ester with aqueous hydroxide ion to yield an alcohol and the metal salt of a carboxylic acid
HCOOH
Formic Acid
CH3COOH
Acetic Acid
Propionic acid
CH3CH2COOH
Butyric Acid
CH3CH2CH2COOH
Valeric Acid
CH3CH2CH2CH2COOH
Stearic acid
CH3(CH2)16COOH
- Oxalic
- Malonic
- Succinic
- Glutaric
OMSG - name first 4 dicarboxylic acids
HOOCCOOH
Oxalic Acid
Malonic Acid
HOOCCH2COOH
Succinic Acid
HOOCCH2CH2COOH
Glutaric Acid
HOOCCH2CH2CH2COOH
CH3C==O group.
Acetyl group
The reaction between an alcohol and a carboxylic acid to yield an ester plus water.
Esterification
The reaction of an ester with aqueous hydroxide ion to yield an alcohol and the metal salt of a carboxylic acid
Saponification