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Aldehid dan Keton
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Pyridoxal phosphate (PLP) is common coenzyme
Hydrocortisone is steroid hormone secreted by adrenal glands Penicillin G : an antibiotic
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Carbonyl Compounds
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Nomenclature of Aldehydes
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Naming Aldehydes and Ketones
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Nomenclature of Ketones
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Naming Aldehydes and Ketones
Some common names accepted by IUPAC
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Boiling Points More polar, so higher boiling point than comparable alkane or ether. Cannot H-bond to each other, so lower boiling point than comparable alcohol.
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Carbonyl Structure Carbon is sp2 hybridized.
C=O bond is shorter, stronger, and more polar than C=C bond in alkenes.
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Preparation of Aldehydes and Ketones
Aldehydes from oxidation of primary alcohols using pyridinium chlorochromate (PCC) Aldehydes from reduction of carboxylic esters using diisobutylaluminum hydride (DIBAH)
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Aldehydes and ketones react with nucleophiles to form
addition products: nucleophile addition reactions Tetrahedral intermediate Acid catalyst
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All carboxylic acid derivatives react by the same general
mechanism The tetrahedral intermediate eliminates the weakest base
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Nucleophilic Addition Reactions of Aldehydes and Ketones
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Nucleophilic Addition of H2O: Hydration
Aldehydes and ketones react reversibly with water to give 1,1-diols, or geminal (gem) diols Equilibrium favors carbonyl compound for steric reasons with the exception of formaldehyde
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Formation of a New Carbon–Carbon Bond Using Grignard Reagents
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Reduction by Hydride Ion
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Aldehydes and ketones react with a primary amine to
form an imine This is a nucleophilic addition–elimination reaction The pH of the reaction must be controlled
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Aldehydes and ketones react with secondary amines to
form enamines
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Water adds to an aldehyde or ketone to form a hydrate
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Addition of an Alcohol to an Aldehyde
or a Ketone
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Addition of Sulfur Nucleophiles
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Oxidation of Aldehydes
Tollens Test silver mirror
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The reactivity of carbonyl compounds resides in the
polarity of the carbonyl group in a nucleophilic acyl substitution reaction
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The a-Hydrogen is Acidic
the anion is stabilized by resonance
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Keto–Enol Tautomerism
The enol tautomer can be stabilized by intramolecular hydrogen bonding
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One molecule of a carbonyl compound acts as a
nucleophile and the other carbonyl compound acts as an electrophile
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Ketones are less susceptible than aldehydes to attack by nucleophiles
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An aldol addition product loses water to form an aldol
condensation product
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The Mixed Aldol Addition
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