Reactions Flashcards
What happens when you add 1) O3 and 2) H2O to an alkyne?
Oxidative cleavage of alkynes. This converts an alkyne into two carboxylic acids.
What happens when you add Na2Cr2O7, H2SO4, and H2O to a primary alcohol?
This is oxidation of a primary alcohol. A carboxylic acid will form.
What happens when you add Na2Cr2O7, H2SO4, and H2O to an alykylbenzene?
This is oxidation of an alkylbenzene. The alkyl group is replaced with a carboxylic acid.
What happens when you add H3O+ and heat to a nitrile group?
A carboxylic acid is formed.
What happens when a nitrile group is added to a primary bromine attached to an aromatic ring?
The nitrile is substituted in place of the bromine.
What happens when 1) CO2 2) H3O+ are added to a Grignard?
The Grignard reagent is carboxylated.
What happens when BH3 * THF is added to a carboxylic acid?
It will reduce any group with a carbonyl (not just the COOH!)
What happens when 1) LiAlH4 2) H3O+ are added to a carboxylic acid?
It will selectively reduce the COOH group. The oxygen is converted to 2 hydrogens.
What happens when a carboxylic acid is treated with thionyl chloride (SOCl2)?
An acid chloride is produced.
What happens when H2O is added to an acid chloride?
Hydrolysis. A carboxylic acid is produced.
What happens when an alcohol and pyridine are added to an acid chloride?
An ester is formed.
What happens when 2 equivalents of NH3 are added to an acid chloride?
An amide is formed.
What happens when 1) xs LiAlH4 2) H2O are added to an acid chloride?
An alcohol is formed.
What happens when 1) xs RMgBr 2) H2O are added to an acid chloride?
An alcohol is formed.
What happens when a carboxylic acid is heated at 800°C?
An anhydride is produced.
What happens when an acid chloride is treated with a carboxylate ion?
An anhydride is formed.
What happens when 1) NaH 2) alkyl iodine is added to a carboxylic acid?
An ester is produced with the alkyl group attached.
What happens when an acid chloride is treated with Li(BuO)3 AlH and Et2O?
An aldehyde is produced.
What happens when an acid chloride is treated with a cuprate?
A ketone is formed.
What happens when an acid chloride is treated with 1) xs PhMgBr 2) H2O?
The acid chloride is replaced with OH and two Ph groups.
What happens when the reactant is treated with 1) B2H6, Et2O 2) Workup; dilute NaOH, H2O
The COOH group is selectively reduced to an alcohol.
What happens when an amide is treated under strongly acidic conditions, like H3O+ and heat?
A carboxylic acid is produced.
What happens when an amide is treated under strongly basic conditions, like with -OH, H2O, and heat? What happens when this is further treated with H3O+?
First, a carboxylate ion is produced. Then, the carboxylic acid is produced.
How could you make an amine from an amide?
1) 2 equivalents of NH2 2) LiAlH4 3) H2O
