Organic chem synthetic routes Flashcards
nitrile to primary amine (cheap)
Ni catalyst
High temp and pressure
This is called catalytic hydrogenation
hydroxynitrile to primary amine
LiAlH4
dilute acid
equation looks like ……4[H] = …..
This is reduction
nitrile to primary amine (expensive)
LiALH4
dilute acid
equation looks like ……4[H] = …..
This is reduction
nitrile to COOH
2H20 + HCl
Hydrolysis
hydroxynitrile to hydroxyCOOH
2H20 + HCl
Hydrolysis
ketone to hydroxynitrile
NaCN (aq)
H+ (aq)
ester to COOH
dilute acid
Heat
ester to carboxylate
OH-
heat
hydroxynitrile to amine
H2/Ni
nitrobenzene to phenylamine
Sn
Conc HCl
benzene to nitrobenzene
conc HNO3
conc H2SO4
benzene to phenylketone
CH3COCl (acyl chloride)
AlCl3
benzene to chlorobenzene
Cl2
AlCl3 (or Fe or FeCl3)
benzene to alkylbenzene
CH3Cl
AlCl3
What is the product formed when an alkene reacts with hydrogen halide?
Haloalkane
Haloalkane is formed through the addition of hydrogen halide to an alkene.
alcohol to ketone
Reflux with K2Cr2O7/H2SO4
This oxidation reaction is typically performed under reflux conditions.
What is the reagent used to reduce a ketone to a secondary alcohol?
NaBH4
Sodium borohydride (NaBH4) is a common reducing agent for ketones.
how to synthesize an ester?
Reacting a carboxylic acid with an alcohol
H2S04 catalyst (H+)
This is known as esterification.
What is formed when an acyl chloride reacts with a primary amine?
secondary Amide
This reaction typically results in the formation of an amide and hydrochloric acid.
What is the reagent used in the hydrolysis of esters?
Dilute acid, heat
What is the byproduct of the reaction between a carboxylic acid and an alcohol?
Water
Water is produced during the esterification process.
Fill in the blank: To convert a primary alcohol to an aldehyde, you would use _______.
K2Cr2O7/H2SO4
distil
This oxidation reaction is performed under controlled conditions to prevent over-oxidation.
What is the main purpose of refluxing in organic synthesis?
To heat a reaction mixture without losing volatile components
Refluxing allows for prolonged heating while condensing vapors back into the mixture.