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ALKENES AND CYCLOALKENES
Compounds with C - C ,154 nm and C – H bonds C = C 0, 134 nm and =C-H bonds Bonding energy C – C kJ/mol s - bond C = C kJ/mol D = 259 kJ/mol p - bond
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ALKENES AND CYCLOALKENES
Nomenclature ethenyl- , vinyl- ethene, ethylene prop-2-en-1-yl, allyl- propene, propylene prop-1-en-1-yl butene prop-1-en-2-yl but-2-ene Geometric isomerie application cis- and trans- is suitable only for simple molecules cis-but-2-ene trans-but-2-ene
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ALKENES AND CYCLOALKENES
STABILITY of alkenes trans- cis- HEAT OF HYDROGENATION stability of trans-isomer is higher
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ALKENES AND CYCLOALKENES
the more the systeme at the double bond is branched, the more is stable
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ALKENES AND CYCLOALKENES only stable is trans-cyclooctene
all cycloalkenes with less than 6 atoms in a ring are only known as cis- isomers only stable is trans-cyclooctene
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Reactions are stereospecific
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
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Stereospecific mechanism of additions
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Regiospecific mechanism of additions
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Regiospecific mechanism of additions
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Regiospecific mechanism of additions
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