ORGANIC REVIEWCH 3ORGANIC REVIEWCH CH 2CHC3 (CH 2 ) 3 CH 2 OCCH 2 CH 3CH 2 O CH3Pentyl propanoateCH 3 OO Ester = acid + alcoholOCOCH 3 (CH 2 ) 3 CH 2 OH + CH 3 CH 2 COOH Ex. Isoamyl acetate3-methyl butyl ethanoatePentanolPropanoic acidH 2 OApricotORGANIC REVIEWCan a pure ester solution H-bond?OORGANIC REVIEW Other esters• Wax = long chain alcohol esterified to long chain fatty acid(FA)Contains an ester bond!CH 3 (CH 2 ) 3 CH 2 OCCH 2 CH 3• Triglyceride = FAs esterified to glycerolOO H 2 C O CR’ C O CH OH 2 C O CRR’’ORGANIC REVIEW Ether = reaction of 2 alcoholsORGANIC REVIEWCan a pure ether solution H-bond? Ex. Diethyl etherOH 3 COH 2 C CH2 CH 3H 3 COH 2 C CH2 CH 38
PRACTICE: LIST IMF FOR EACH COMPOUND DISSOLVED INWATER.ORGANIC REVIEWCH 3 CH 2 CH 2 OCH 2 CH 3CH 3 (CH 2 ) 3 CH 2 OHCompound IMF in Pure SolutionsHydrocarbon LDFAlcoholLDF, dipole-dipole, H-bondAldehydeLDF, dipole-dipoleKetoneLDF, dipole-dipoleCarboxylic acid LDF, dipole-dipole, H-bondEsterLDF, dipole-dipoleEtherLDF, dipole-dipoleCH 3 (CH 2 ) 3 CH 3ORGANIC REVIEWCompound IMF in Polar SolutionsHydrocarbon LDFAlcohol LDF, dipole-dipole, H-bond (A, D)AldehydeLDF, dipole-dipole, H-bond (A)Ketone LDF, dipole-dipole, H-bond (A)Carboxylic acid LDF, dipole-dipole, H-bond (2A, D)EsterLDF, dipole-dipole, H-bond (2A)EtherLDF, dipole-dipole, H-bond (A)A = H-bond acceptor; D = H-bond donorORGANIC REVIEW Amine – derivative of ammonia, where 1 or more H isreplaced with alkyl or aryl group3Ammonia 1 Amine 2 AmineNH 3 NH 2NH CHCH 3CH 33 AmineCH 4 Ammonium ion3H 3 C N CH 3+H 3 C N CHCH 33CH 3ORGANIC REVIEW All amines are polar & water-soluble Primary & secondary amines can H-bondREACTION MECHANISMS1. Oxidation – lose electron• Also called dehydrogenationN-H - - HO-H - - HEN:N = 3.0H = 2.1O = 3.51. LEO says GERLEO = Lose Electrons OxidationGER = Gain Electrons Reduction2. OIL RIGOIL = Oxidation Is LosingRIG = Reduction Is Gaining9