ALKENES AND CYCLOALKENES Compounds with C - C 0,154 nm and C – H bonds C = C 0, 134 nm and =C-H bonds Bonding energy C – C 351 kJ/mol s - bond C = C 610 kJ/mol D = 259 kJ/mol p - bond ALKENES AND CYCLOALKENES Nomenclature ethene, ethylene ethenyl- , vinyl- prop-2-en-1-yl, allyl- prop-1-en-1-yl prop-1-en-2-yl Geometric isomerie propene, propylene butene but-2-ene cis-but-2-ene trans-but-2-ene application cis- and trans- is suitable only for simple molecules ALKENES AND CYCLOALKENES STABILITY of alkenes cis- trans- stability of trans-isomer is higher HEAT OF HYDROGENATION ALKENES AND CYCLOALKENES the more the systeme at the double bond is branched, the more is stable ALKENES AND CYCLOALKENES all cycloalkenes with less than 6 atoms in a ring are only known as cis- isomers only stable is trans-cyclooctene ALKENES AND CYCLOALKENES THE MAIN DIRECTION OF ALKENE REACTIVITY ADDITION REACTION Reactions are stereospecific During addition of symmetrical molecule to non-symmetrically substituted olefine enantiomers are created – reaction is stereospecific- trans- (anti-) addition Stereospecific mechanism of additions Regiospecific mechanism of additions Regiospecific mechanism of additions Regiospecific mechanism of additions