Organic Chemistry Course 2nd Part Lecture Presentations

ORGANIC CHEMISTRYDr Nam T. S. PhanFaculty of Chemical EngineeringHCMC University of Technology Office: room 211, B2 BuildingPhone: 38647256 ext. 5681Email: [email protected]://fb.com/tailieudientucnttChapter 12: CARBOXYLIC ACIDSC=OC=CSP2 carbonY=OHCuuDuongThanCong.comhttps://fb.com/tailieudientucnttNOMENCLATURE OF CARBOXYLIC ACIDSIUPAC names: hydrocarbon + oic acidCuuDuongThanCong.comhttps://fb.com/tailieudientucnttCuuDuongThanCong.comhttps://fb.com/tailieudientucnttCuuDuongThanCong.comhttps://fb.com/tailieudientucnttSome natural occurring acids & derivativesCuuDuongThanCong.comhttps://fb.com/tailieudientucnttPREPARATIONS OF CARBOXYLIC ACIDSFrom Grignard reagentsCuuDuongThanCong.comhttps://fb.com/tailieudientucnttFrom nitrilesHave 1 more carbon as compared to the halideCuuDuongThanCong.comhttps://fb.com/tailieudientucnttFrom primary alcoholsCan NOT be isolatedPCC: pyridinium chlorochromateCuuDuongThanCong.comhttps://fb.com/tailieudientucnttFrom aldehydesAldehydes are generally easier to oxidize than primary alcoholsCuuDuongThanCong.comhttps://fb.com/tailieudientucnttFrom alkylbenzenesCuuDuongThanCong.comhttps://fb.com/tailieudientucnttREACTIONS OF CARBOXYLIC ACIDSEsterification reactionsCuuDuongThanCong.comhttps://fb.com/tailieudientucnttIUPAC names: alkyl + carboxylateCuuDuongThanCong.comhttps://fb.com/tailieudientucnttIntramolecular ester formation: LactonesCuuDuongThanCong.comhttps://fb.com/tailieudientucnttIUPAC names: 2-oxacycloalkanoneCuuDuongThanCong.comhttps://fb.com/tailieudientucnttReactions of estersEster hydrolysisCuuDuongThanCong.comhttps://fb.com/tailieudientucnttTransesterification reactions CuuDuongThanCong.comhttps://fb.com/tailieudientucnttAcyl chloride formationCuuDuongThanCong.comhttps://fb.com/tailieudientucnttIUPAC names: replace ic acid with yl halide / carboxylic acid with carbonyl halideCuuDuongThanCong.comhttps://fb.com/tailieudientucnttReactions of acyl chloridesCuuDuongThanCong.comhttps://fb.com/tailieudientucnttAn amideCuuDuongThanCong.comhttps://fb.com/tailieudientucnttAmide formationCuuDuongThanCong.comhttps://fb.com/tailieudientucnttIUPAC names: replace ic acid, oic acid, ylic acid with amideCuuDuongThanCong.comhttps://fb.com/tailieudientucnttReactions of amidesCuuDuongThanCong.comhttps://fb.com/tailieudientucnttReaction only in the presence of an acidCuuDuongThanCong.comhttps://fb.com/tailieudientucnttThe Hell-Vohard-Zelinski reactionRadical substitution (halogenation) will occurs in the absence of PBr3 , POnly for -hydrogensCuuDuongThanCong.comhttps://fb.com/tailieudientucnttReaction mechanism:CuuDuongThanCong.comhttps://fb.com/tailieudientucnttCuuDuongThanCong.comhttps://fb.com/tailieudientucnttReduction reactionsH2 /Ni, Pt, Pd or NaBH4 can NOT reduce acids, esters, amidesCuuDuongThanCong.comhttps://fb.com/tailieudientucnttLiAlH4 is used to reduce only compounds such as acids, esters, amides that can NOT be reduced by milder agentsCuuDuongThanCong.comhttps://fb.com/tailieudientucntt