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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 acceptors

Explanation / 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