Organic Chemistry · MCAT

MCAT Organic Chemistry Reactions and Reagents

Named reagents and the transformation they perform, one reaction per card.

43 cards · basic cards · AI-written, checked twice. Edit anything.

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Grignard reagent (RMgX) reacts with
aldehydes to form secondary alcohols (primary alcohol only with formaldehyde) and ketones to form tertiary alcohols
What does Grignard (RMgX) with CO2 followed by aqueous workup form?
carboxylic acid (RCO2H)
Wittig reaction (ylide plus carbonyl) produces
alkene with predictable geometry
Friedel-Crafts alkylation requires
benzene, an alkyl halide (secondary/tertiary preferred; primary halides can rearrange), and a Lewis acid catalyst (AlCl3)
Friedel-Crafts acylation produces
aromatic ketone from benzene and acyl chloride with AlCl3
HBr with alkene in presence of peroxide gives
anti-Markovnikov product (Br on less substituted carbon)
HX (HCl, HBr) with alkene without peroxide gives
Markovnikov product (H on less substituted, X on more substituted carbon)
Hydroboration-oxidation of alkene produces
syn, anti-Markovnikov alcohol (OH on the less substituted carbon, added on the same face as boron)
Oxymercuration (Hg(OAc)2, H2O then NaBH4) produces
Markovnikov alcohol from alkene
Catalytic hydrogenation (H2 with Pt, Pd, or Ni) of alkene gives
saturated alkane
Lindlar catalyst is used for
selective reduction of alkynes to cis-alkenes
LiAlH4 reduces
carbonyl compounds, carboxylic acids, esters, and alkyl halides to alcohols or alkanes
NaBH4 reduces
aldehydes and ketones to primary and secondary alcohols respectively
Jones oxidation (CrO3 in H2SO4 and acetone) converts
primary alcohols to carboxylic acids and secondary alcohols to ketones
PCC (pyridinium chlorochromate) oxidizes
primary alcohols to aldehydes and secondary alcohols to ketones without over-oxidation

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