Alcohol To Ketone Research Paper

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Na2Cr2O7, H2O = 2° alcohol to Ketone PCC = 1° alcohol to Ketone BuLi, R-X/H+,HgCl2, H2O = 1,3 dithiane to ketone Li-R (xs), H3O+ = carboxylic acid to ketone R-MgX, H3O+ = nitrile to ketone R2CuLi = (Gilman) Acid Chloride to Ketone LiAlH(O-t-Bu)3 = Acid Chloride to Aldehyde O3, (CH3)2S = Ozonolysis of alkene *AlCl3, H2O = Friedel-Craft, requires R-group, displaces Cl Hg2+, H2SO4, H2O = Hydration of Alkyne, R-C≡C-H to R-COCH3 Ph3=CH2 = ylide with carbonyl creates double bond (water leaves) H3O+ = hydration of aldehydes/ketones, adds 2 alcohols -CN, H2O = forms cyanohydride RNH2, H2O = forms imine R-OH (xs) = forms acetal NaBH4 = reduces aldehydes and ketones LAH = reduces aldehydes, ketones, and carboxylic acids H2, Rainey Ni = reduces…show more content…
Carboxylic acid to ketone, formation of acetal Which involves nitrile? R-MgX, H3O+, formation of cyanohydrin Which involve lithium? * Dithiane to Ketone (BuLi) * Carboxylic Acid to Ketone (Li-R) * Gilman/Acid Chloride to Ketone (R2CuLi) * Acid Chloride to Aldehyde (LiAlH(O-t-Bu)3 * Reduction of aldehydes, ketones, carboxylic acids (LAH) * Reduction of alcohol (TsCl, LAH) Aldehydes are more reactive than ketones Aldehydes and ketones have high bp but lower than alcohol Nomenclature: * Aldehyde: -al, as substituent: -formyl * Ketone: -one, as substituent: - oxo 0.9, 1.3, 1.4, 2.1, 2.5, * CH3, CH2, CH, COCH3, C---CH 3-4, 5-6, 1.7, 7.2, 2.3, * CH2X, C=CH2, C=CCH3, Ph-H, Ph-CH3 9-10, 10-12, 2-5, 4-7, 1.5 – 4 * Aldehyde, Carboxylic acid, R-OH, Ar-OH, R-NH2 O-H = 3300 N-H = 3300 C=O = 1700 C=C = 1660 IR Trends: * Ketones carbonyl frequencies are lower than aldehydes because conjugation * Conjugation lowers frequencies * Ring strain increases it HNMR trends: Ketone protons are lower than Aldehyde protons MS: * M+ peak is total * 15 = methyl * 29 = ethyl * 43 =

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