ALKENES
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why are alkenes more reactive to aq X2 than X2(l)
In polar solvent H2O, e- cloud of Br2 is polarised by polar H2O molecules, causes Br2 to have partial charge separation, causes Br atom to be more e- def and have a larger partial positive charge Br molecule in H2O is more susceptible to Nu attack by alkane molecules
Explain why __ is the major product according to markonikov rule
____ is the major pdt as the tertiary C+ int formed during E-add is more stable than the secondary C+ int that leads to the minor pdt ___ The tertiary C+ has more e- donating alkyl groups attached to the positively charged C+ thus the +ve charge is dispersed to a larger extent, ist is more stable and thus__ is formed faster and becomes the major pdt
For E-add of HX to alkenes, explain the relative rate of rxn from HCL to HBr to HI
-HI > HBr > HCl, HI is the most reactive -From Cl to I, atomic radius ↑ -effectiveness of orbital overlap ↓ - bond strength ↓, ↓amt of energy req to break H-X bonds
Explain why the resulting mixture from E-add is optically inactive(product is chiral carbon)
• C+ int is trigonal planar, - the Cl/Br- Nu can attack the positively charged Carbon from either sides of the plane w/ equal probability -equal proportions of 2 enantiomers are formed, resulting in racemic mixt -the 2 enantiomers rotate PPL in opposite directions by the same extent -thus optically inactive
Chemical test to distinguish alkene and alkane(4)
1) Br2 in CCl OR Br2(aq) to each sample @rtp -> alkene undergoes E-Add and decolourises orange-red Br2 -> remains orange red for alkane 2)Cold dilute KMnO, dilute KOH -> alkene undegoes [O], decolourises purple KMnO4, brown ppt MnO2 is formed -> purple colour remains for alkane and no ppt is formed 3)KMnO4, dilute H2SO4, heat using water bath -> alkene undergoes strong [O] and decolourises purple KMnO, effervescence of CO2 gas which forms white ppt in limewater ->purple colour remains for alkane and no effervescence formed
Why can’t LiAl4 reduce alkene
[Li+Al H4]- forms H- hydride ion which repels from the e- rich C=Chi
Why is alkene unreactive towards nucleophilic reagents
its e-rich π-bond tends to repel nucleophiles OR since C-H and C=C bonds are non polar, there are no e-def sites for Nu attack