炫酷化学动画-做化学的你值得拥有PPT课件

.,1,Claisencondensationbetween,EthylBenzoateandEthylPropanoate,Mechanismofthe,RainerLudwigClaisen(1851-1930)Developedthe“ClaisenCondensation”in1887,.,2,.,3,ETHYLPROPANOATE,Whatarethebuildingblocks?,ETHYLBENZOATE,ETHOXIDEION,CARBON,HYDROGEN,.,4,sp2orbitals,porbitalsbond,sp3orbitals,hydrogens,O,C,O,O,C,C,C,C,.,5,hydrogens,O,C,C,FORCE&ENERGY,Sitesfornucleophilicattacks,HighElectronegativityofOxygen,.,6,ResonanceEnergy“Stabilizationenergy”,FORCE&ENERGY,.,7,FORCE&ENERGY,Ethylpropanoate,Formationoftheenolate,Condensationwithethylbenzoatetoform-ketoester,Et-O-C-CH2CH3,O|,Lossof2ndalphahydrogenon-ketoester,Et-O-C-CHCH3,O|,-,.,8,MATHEMATICS,EthylPropanoate,0.04,0.14,0.06,0.06,pKaofalphahydrogens24orKa10-24,.,9,MATHEMATICS,BondAngles,.,10,OverviewoftheClaisenCondensationReaction,EthylPropanoate,Ethoxideion,EthylBenzoate,1.Ethoxideionactingasastrongbasedeprotonatesethylpropanoate.,2.Theenolateofethylpropanoateisformed.,3.Theenolateofethylpropanoateisastrongnucleophilethatattacksthepartiallypositivecarbonofthecarbonylgrouponethylbenzoate.,4.Thealphasubstitutionmakesthisacarbonylcondensationreaction.,5.A-ketoesterisformed.,6.Thedrivingforceforthisreactionisthetransferofthesecondalphahydrogentotheethoxideion.Thisisexothermic.,.,11,DeprotonationofEthylPropanoate,Resonance,Theenolateionisastrongnucleophileandwillattackthepartiallypositivecarbonofacarbonylgroup.,EthylPropanoate,EthylBenzoate,Enolateof,.,12,Selfcondensationofethylpropanoate,.,13,.,14,.,15,Claisencondensationbetween,EthylBenzoateandEthylPropanoate,Mecha