Chapter 5: ALKENES potx

1 ORGANIC CHEMISTRY Dr Nam T. S. Phan Faculty of Chemical Engineering HCMC University of Technology Office: room 211, B2 Building Phone: 8647256 ext. 5681 Email: ptsnam@hcmut.edu.vn 2 Chapter 5: ALKENES An sp 2 hybridized carbon 3 NOMENCLATURE OF ALKENES • Ethylene is an acceptable synonym for ethene in the IUPAC system • Propylene, isobutylene and other common names ending in “ylene” are NOT acceptable IUPAC names The IUPAC name of an alkene is obtained by replacing the “ane” ending of the corresponding alkane with “ene” 4 Determine the parent hydrocarbon – the longest continuous carbon chain containing the C=C 5 Note: Alkenes can have geometric isomers 6 PREPARATION OF ALKENES Dehydrations of alcohols isomerization Acid 7 isomerization 8 Eliminations of alkyl halides Base 9 Alkyne hydrogenations Pd/CaCO 3 + Pb(OAc) 2 / quinoline 10 REACTIONS OF ALKENES Additions of hydrogen halides (A E ) More stable [...]... Reaction mechanism: Syn addition 27 Stereochemistry 28 29 Alkene epoxidations – Anti hydroxylations 30 Stereochemistry 31 Reactions of epoxides 32 33 Stereochemistry Anti additions 34 Syn hydroxylations of alkenes 35 Reaction mechanism: Syn additions 36 . Building Phone: 8647256 ext. 5681 Email: ptsnam@hcmut.edu.vn 2 Chapter 5: ALKENES An sp 2 hybridized carbon 3 NOMENCLATURE OF ALKENES • Ethylene is an acceptable synonym for ethene in the. – the longest continuous carbon chain containing the C=C 5 Note: Alkenes can have geometric isomers 6 PREPARATION OF ALKENES Dehydrations of alcohols isomerization Acid 7 isomerization . alkyl halides Base 9 Alkyne hydrogenations Pd/CaCO 3 + Pb(OAc) 2 / quinoline 10 REACTIONS OF ALKENES Additions of hydrogen halides (A E ) More stable 11 Carbocation rearrangement More stable