front 1 ![]() Name That Functional Group! | back 1 Acetal |
front 2 ![]() Name That Functional Group! | back 2 Hemiacetal |
front 3 ![]() Name That Functional Group! | back 3 Imine |
front 4 ![]() Name That Functional Group! | back 4 Oxime |
front 5 ![]() Name That Functional Group! | back 5 Hydrazone |
front 6 ![]() Name That Functional Group! | back 6 Gem-diol (hydroxyl groups are on the same carbon) |
front 7 ![]() | back 7 ![]() Reaction favors starting materials if nucleophile is a weak base (aka a good leaving group) |
front 8 ![]() | back 8 ![]() Alcohols attack carbonyl groups to form acetals. Common catalysts are TsOH and sulfuric acid |
front 9 ![]() | back 9 ![]() Imine formation using primary amine |
front 10 ![]() | back 10 ![]() Hydrazone formation using primary amine |
front 11 ![]() | back 11 ![]() Oxime formation using primary amine |
front 12 ![]() | back 12 ![]() Acetal formation from formaldehyde products are favored with aldehydes |
front 13 ![]() | back 13 ![]() Using cyclic acetal as a protecting group |
front 14 ![]() | back 14 ![]() Cyclic acetal formation, Minus water favor products |
front 15 ![]() | back 15 ![]() Secondary amine forms enamine |
front 16 ![]() Name That Functional Group! | back 16 Enamine |
front 17 ![]() | back 17 ![]() Wolff-Kishner Reduction obtain alkane from aldehyde or ketone by forming a hydrazone |
front 18 ![]() | back 18 ![]() Reverse cyclic acetal formation, adding water favor reactants |
front 19 ![]() | back 19 ![]() hydrolysis of acetals to yield ketone or aldehyde |
front 20 ![]() | back 20 ![]() hydrolysis of imine to yield ketone or aldehyde ALSO WORKS WITH HYDRAZONES AND OXIMES |
front 21 ![]() | back 21 ![]() hydrolysis of enamine to yield ketone or aldehyde |
front 22 ![]() | back 22 ![]() under acidic conditions, an aldehyde or ketone will react with 2 equivalents of thiol to produce a thioacetal |
front 23 ![]() Name That Functional Group! | back 23 Thioacetal |
front 24 ![]() | back 24 ![]() Formation of a cyclic thioacetal |
front 25 ![]() | back 25 ![]() Cyclic thioacetal can be desulfurized using Raney nickel, yielding the alkane |
front 26 ![]() | back 26 ![]() Formation of a cyanohydrin |
front 27 ![]() Name That Functional Group! | back 27 Cyanohydrin |
front 28 ![]() | back 28 ![]() Formation of a cyanohydrin |
front 29 ![]() | back 29 ![]() LAH REDUCTION: Cyanohydrin to primary amine |
front 30 ![]() | back 30 ![]() Acidification of cyanohydrin yields the carboxylic acid (oxidation) |
front 31 ![]() | back 31 ![]() Wittig Reaction Benzene ring or electron donating group makes (E)-alkene will be preferred |
front 32 ![]() | back 32 ![]() Wittig Reaction Benzene ring or electron donating group makes (E)-alkene will be preferred |
front 33 ![]() | back 33 ![]() Horner-Wadsworth-Emmons Reaction (HWE reaction) phosphonate easter carbanion reagent (HWE reagent) reacts with aldehyde or ketone to yield the (E)-alkene as the major product |
front 34 ![]() | back 34 ![]() Baeyer-Villiger Oxidation Ketone converted to ester when treated with peroxy acid |
front 35 ![]() | back 35 ![]() Baeyer-Villiger Oxidation Cyclic ketone to a lactone (cyclic ester) |
front 36 ![]() Name That Functional Group! | back 36 Lactone (cyclic ester) |
front 37 ![]() Name That Functional Group! | back 37 Acid Anhydride |
front 38 ![]() | back 38 ![]() Forming a carboxylic acid via Grignard reagent and CO2 |
front 39 ![]() | back 39 ![]() Preparation of acid chloride |
front 40 ![]() | back 40 ![]() Reverse preparation of acid chloride via hydrolysis |
front 41 ![]() | back 41 ![]() Acid chlorides react with an alcohol to make an ester |
front 42 ![]() | back 42 ![]() "Aminolysis" Acid chloride reacts with an amine to convert to an amide |
front 43 ![]() | back 43 ![]() "Aminolysis" Acid chloride reacts with an amine to convert to an amide. Second equivalent of amine mops up HCl |
front 44 ![]() | back 44 ![]() "Aminolysis" Acid chloride reacts with an amine to convert to an amide . Second equivalent of amine mops up HCl |
front 45 ![]() | back 45 ![]() Acid chloride reduced to alcohol using LAH |
front 46 ![]() | back 46 ![]() Stop the reduction of an acid chloride to an alcohol at the ALDEHYDE stage by using a bulkier hydride reagent |
front 47 ![]() | back 47 ![]() Acid chloride reacts with Grignard reagent and ADDS R GROUP TWICE IN PLACE OF Cl |
front 48 ![]() | back 48 ![]() Gilman reagent replaces chloride with alkyl group |
front 49 ![]() | back 49 ![]() excess heating used to convert carboxylic acid to an anhydride |
front 50 ![]() | back 50 ![]() acid chloride + carboxylate salt turn into anhydride |
front 51 ![]() | back 51 ![]() anhydride to ester |
front 52 ![]() | back 52 ![]() anhydride to amide |
front 53 ![]() | back 53 ![]() anhydride to amide |
front 54 ![]() | back 54 ![]() anhydride to amide |
front 55 ![]() | back 55 ![]() anhydride to alcohol |
front 56 ![]() | back 56 ![]() anhydride to aldehyde |
front 57 ![]() | back 57 ![]() Grignard adds R group twice and creates an alcohol |
front 58 ![]() | back 58 ![]() Gilmen reagent converts anhydride to ketone |
front 59 ![]() | back 59 ![]() carboxylic acid to anhydride |
front 60 ![]() | back 60 ![]() preparation of esters via SN2 reaction |
front 61 ![]() | back 61 ![]() Fischer Esterification |
front 62 ![]() | back 62 ![]() Saponification (hydrolysis using basic conditions) converts ester to carboxylic acid |
front 63 ![]() | back 63 ![]() acid hydrolysis (reverse of Fischer esterification) coverts ester to carboxylic acid |
front 64 ![]() | back 64 ![]() Aminolysis of esters converts ester to amine it is slow and has little synthetic utility |
front 65 ![]() | back 65 ![]() DIBAH Reduction of ester converts ester to aldehyde |
front 66 ![]() | back 66 ![]() LAH reduction of ester converts ester to alcohol |
front 67 ![]() | back 67 ![]() Grignard reacts and converts carbonyl to alcohol and adds R group twice |
front 68 ![]() | back 68 ![]() Amide hydrolyzed to a carboxylic acid |
front 69 ![]() | back 69 ![]() base hydrolysis of amides converts amide to carboxylic acid |
front 70 ![]() | back 70 ![]() LAH reduction removes carbonyl group |
front 71 ![]() | back 71 ![]() Preparation of nitrile using SN2 (does not work with tertiary alkyl halides |
front 72 ![]() | back 72 ![]() thionyl chloride converts amide to a nitrile |
front 73 ![]() | back 73 ![]() nitriles can be hydrolyzed to the carboxylic acid going through an amide intermediate |
front 74 ![]() | back 74 ![]() nitriles can be hydrolyzed to the carboxylic acid in basic conditions |
front 75 ![]() | back 75 ![]() Grignard reagent converts nitriles to a ketone |
front 76 ![]() | back 76 ![]() LAH reductions converts nitriles to a primary amine |