alcohols + haloalkanes Flashcards
properties compared to alkanes
less volatile- H bonds
higher MP - H bonds
greater water solubility- POLAR o-h bond
differences reduce as chain length increases
properties alcohol
non polar- H/C electronegativity very similar- weak london forces
O-H bond polar
reactions
as chain length increases, quantity of heat produced per mol increases
nucleophile
electron pair donor
attracted to electron deficient carbon atom
carbon + charge attracts nucleophiles- replaces halogen (haloalkanes)
hydrolysis
chemical reaction involving water/aq sol of hydroxide causing breaking of a bond in a molecule
hydrolysis mechanism
OH- approaches C from opposite side to halogen (would repel)
lone OH pair attracted and donated to C (bond forms)
C- halogen bond breaks by heterolytic fission
hydrolysis trend
rate increases as strength of C-H bond decreases
C-I is fastest- increases up group
measuring rate of hydrolysis
3 test tubes 1cm3 ethanol
few drops 1-c/br/i butane
water bath 60 degrees
test tube AgNO3 in WB
reach constant temp
add AgNO3 to each test tube
start stop watch
observe time taken for ppt to form
results of measuring rate of hydrolysis
1-iodobutane forms yellow precipitate rapidly
1-bromobutane, cream precipitate forms slowly
1- chlorobutane, white precipitate forms very slowly