Organic Chemistry Questions
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the hydroxide ion (strong nucleophile) attacks the carbonyl group (electrophile). Protonation of the intermediate gives the hydrate
R2B-H over H2O2 and NaOH gives antimarkovnikov addition resulting in an aldehyde
aldehydes are generally more reactive than ketones (sterics and electronics)
two equivalents of an alcohol (weak nucleophile) will react with an aldehyde or ketone to give an acetal
O3 over DMS gives two ketones, cleaves a double bond
the unhydrated keto form (carbonyl) more than for aldehydes (aldehydes are more reactive)
the enolate typically constitutes only a small fraction of the equilibrium mixture
more reactive than a ketone (the enolate anion formed on deprotonation (conjugate base) is stabilized by the electron-withdrawing halogen
LDA (or NAH... H2 product) can convert a carbonyl compound completely to its enolate, avoiding an equilibrium mixture of carbonyl compound and enolate
in the presence of a strong base from an aldehyde or ketone.
The trihalomethyl ketone reacts with hydroxide ion to give a carboxylic acid. A fast proton exchange gives a carboxylate ion and a haloform
attack by the enol form of the ketone on the electrophile halogen molecule. Loss of proton gives the haloketone and the hydrogen halide
Stork enamine synthesis (Michael addition) gives 1,5-difunctionalized product
a nucleophilic enolate anion, which then attacks the electrophilic halogen molecule
substrates with different kinds of α-H's are used; LDA gives side reactions with aldehydes, and so they are unsuitable here
Claisen condensations give beta keto esters (1,3) , uses NaOCh2CH3 over H3O+
identical partners, while crossed/mixed aldol reactions involve different reactants
the alkyl halide, and the resulting diester can be hydrolyzed to the dioic acid under either acidic or basic conditions
alkylation of enolate ions, aldol reactions compete, base can attack alkyl halide (SN2/E2)
NaOH over H2O, aldol addition gives a beta-hydroxy aldehyde or ketone