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Science
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MCAT Quicksheets Orgo Review II
Can you name the MCAT Products?
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mrakkar
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Dec 27, 2018
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Taken from the Kaplan Quicksheets Orgo overview. Write the correct products to uncover the reagents!
Classic
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Reaction
Products
Reagents/Solvents
Combustion
Alkane, Oxygen/O2
SN1
Tertiary/3' or Secondary/2' Alkanes with Good Leaving Group/LG, Weak Nucleophile, polar protic solvent
SN2
Secondary/2', Primary/1', or Methyl Alkanes with Good Leaving Group/LG, Strong Nucleophile, polar aprotic solvent,
Alcohol Substitution through Protonation
Tertiary Alcohol, Strong Acid/Nucleophile, Polar Protic Solvent
Alcohol Substitution through Conversion
Secondary Alcohol, Tosyl Chloride/TsCl, Polar Aprotic Solvent, weak Nucleophile
Alcohol Synthesis via Partial Reduction
Aldehyde or Ketone, NaBH4 or LiAlH4
Alcohol Synthesis via Total Reduction
Ester or Carboxylic Acid, LiAlH4
Alcohol Synthesis via Hydration
Alkene, Water/H2O, H+
Alcohol Synthesis from Esters
Ester, Grignard Reagent, H+, Water/H2O
Alcoholic Protecting Groups
Dialcohol, Carbonyl, cat. H+
Level 3 Partial Oxidation Scheme
Primary Alcohol, PCC and Tollens' Reagent
Level 3 Total Oxidation Scheme
Primary Alcohol, KMnO4 or H|Cr2O7 or H+|CrO3/Jones
Level 2 Partial Oxidation Scheme
Secondary Alcohol, PCC or KMnO4 or H+|Cr2O7 or H+|CrO3/Jones
Level 1 Total Reduction Scheme
Carboxylic Acid, LiAlH4
Level 1 Partial Reduction Scheme
Aldehyde, LiAlH4 or NaBH4
Level 2 Partial Reduction Scheme
Ketone, LiAlH4 or NaBH4
Quinone Formation
Phenol, Oxidizing Agent
Hydroquinone Formation
Quinone, Oxidizing Agent
Quinol Fromation e.g. Ubiquinol
Quinone, Reducing Agent
Aldehyde Synthesis via Oxidation
Primary Alcohol, PCC
Aldehyde Synthesis from Alkenes
Alkene, O3
Enol Formation from Aldehyde
Aldehyde, H+ catalyst
Reaction
Products
Reagents/Solvents
Micheal Addition of Enols
Unsaturated Carbonyl/Nitrile, Resonance Stabilized enol/enolate/enamine, catalytic base, H+
Aldol Condensation
Aldehyde Enol, Aledhyde Keto
Ketone Synthesis via Decarboxylation
Carboxylic Acid + Carbonyl
Carboxylic Acid Synthesis via Oxidation
Primary Alcohol, KMnO4 or H|Cr2O7 or H+|CrO3/Jones
Carboxyic Acid Synthesis via Hydrolysis
Nitril, Water/H2O
Ester Formation from Carboxylic Acid
Carboxyilic Acid, Nucleophile, H+
Carboxylic Acid Reduction to Alcohol
Carboxylic Acid, Reducing Agent
Carboxylic Acid Decarboxylation
Carboxylic Acid + Carbonyl
Lactone Formation from Carboxylic Acids
Carboxylic Acid + Alcohol, H+
Anhydride Synthesis
Two/2 Carboxylic Acids
Cyclic Anhydride Synthesis
Dicarboxylic Acid
Amide Synthesis from Anhydride
Anhydride, Ammonia/NH3
Amide Synthesis from Ester
Ester, Ammonia/NH3
Amide Hydrolysis
Amide, Water/H2O, H+
Lactam Formation
Amide
Amide Reduction
Amide, Reducing Agent
Transesterification
R Ester, R' Alcohol
Ester Hydrolysis
Protonated Ester, Water/H2O
Ester Reduction
Ester, LAH
Saponification
Triacylglycerol, NaOH
Carbon Bond Forming Reactions
R-Girgnard Reagent or R-Alkyl Lithium, Carbonyl or Carbon Dioxide/CO2
Grignard Reagent Formation
Organic Halide, Magnesium/Mg
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