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what are the 4 ways we already know how to make carboxylic acid
oxidative cleavage of alkynes, oxidation fo primary alcohols, oxidation of alkyl benzene, and grignard of CO2
what is nucleophilic acyl substitution rxn
carbox acid deriv, with a good leaving group is replaces by nuc
must have a good LG for this
what is rxn with carbox acid deriv, and an amine
created an amide
how to make an acid chloride with a carbox acid
use SOCL2 and products are acid chloride, SO2, and CL-
what is the hydrolysis of acid chloride
acid chloride to carbox acid
reagents: H2O and Pyr
what is the role of pyr in the hydrolysis of an acid chloride
it deprotonates the H2O as well as binds with chloride ion in order to prevent strong acid from forming
what rxn with acid chloride and an alcohol and pyr
produces an ester
mech is nuc attacks and kicks bond up then deprotonates with pyr
what rxb with acid chloride and 2eq of NH3
amide
dont need WB bc NH3 acts as one
mech is nuc attack and then kicks bond up then deprotonate with Nh3
what rxn with acid chloride and 2eq of primary amine
produces a secondary amide
much is nuc attack and then kicks bond up and deprotonates with the primary amine.
what rxn with acid chloride and 2eq of secondary amine
produces a tertiary amide
mech is nuc attack and then kicks bond up and then deprotonates with the secondary amine.
what is the rxn of a reduction of acid chloride
acid chloride to alcohol
reagent: LAH and H2O
what rxn to go from acid chloride to aldehyde
use reagent LiAL(OR)3H with H2O or DIBAH
what is gillman reagent rxn
acid chloride to ketone
reagent: RCuLI
how to prepare anhydrides with acid chloride
what is rxn with anahydride and nuc
adds nuc to the carbonyl atom
what is. fischer esterification rxn
add ester to carbox acid
reagent: alcohol,[H+]
what is saponification rxn
creating alcoxide and alcohol
what are the two rxn to reduce esters
you can form an alcohol by using LAH an H2O
you can form an aldehyde with DIBAH and H2O
what is rxn is hydrolysis of amide in acidic condition
goes from amide to alcohol and NH3
reagent: [H+]
what rxn is hydrolysis of amide in basic conditions
get NH3 and alcoxide
how to make amide from ester
reagent: NH3
what is rxn to dehydrate amide to form a nitrile
amide to R-CN and SO2 and CL-
reagent: SOCl2and a strong base
what is acid catalyzed hydrolysis of nitriles
makes amide from nitrile
reagent, H3O+
what is base catalyzed hydrolysis of nitriles
what reaction with LAH and h2o and nitriile
reduction to an amine
what rxn with grignard , H2O and R-CN
creates a ketone