Study Guide Reduction and hydrolysis of nitrile Preparation of aldehyde from nit
ID: 1061902 • Letter: S
Question
Study Guide Reduction and hydrolysis of nitrile Preparation of aldehyde from nitrile Preparation of acid chloride Recognize enol_form and be able to draw it when a ketone or aldehyde is given Haloform reaction; pka of alpha-hydragens Enolate alkylation; hydrolysis and decarboxylation (loss of CO_2) of ester Acetoacetic and malonic ester synthesis IUPAC of nitrile and amide Reactivity of carboxylic acid derivatives Methods for preparing esters Beta-ketoacids Michael reaction, including donors and acceptorsExplanation / Answer
(1) Nitriles on reduction gives primary amine
RCN + 4 (H) -----------------> RCH2NH2
Nitriles on hydrolysis gives carboxylic acid.
RCN + 2 H2O --------------> RCOOH + NH3
(2) Nitriles react with DIBAL-H followed by hydrolysis give aldehydes.
RCN -----------DIBAL-H----> RCHO
(3) CH3CHO <-----------> CH2=CHOH
acetaldehyde enol form
(4) Aldehydes and ketones having CH3CO - group reacts with halogen in the presence of a base to form haloform.
CH3CHO + I2 ---------NaOH-------------> CHI3 + HCOONa