OChem Exam 2- Ashton S

Syn addition

bridged ion formation, H2O comes in take an H from the added H2O on more substituted, leaves H3O+ at end

anti addition

Cl2, Br2, I2 and ChCl3

bridged ion formation

Chiral

cannot be superimposed on mirror image

C stereocenter

4 unique groups

Clockwise

R

Counter clockwise

S

%ee=?

%ee=%r-%s

[a observed]=?

[a observed]=%ee x [a pure]

Sign of rotation will match

one in excess

%ee=?

%ee= [a observed] / [a pure] x100

a mesophorm 

has sterocenters but is achiral

RR, SS

enantiomers

RS, SR

diastereomers

Molecules in pairs can be

identical

isomers

not isomers

stereoisomers

constitutional isomers

enantiomers

diastereomers

enantiomers in fischer projection

have both stereocenters opposite compared to original molecule

diastereomers in fischer projection

have one opposite one the same stereocenters compared to original molecule

to draw enantiomer

switch wedge and dash

HBr 1rxn

HBr and ROOR

HBr 2 rxn

HBr and ChCl3

Br2 rxn

Br2 and H2O

Hg…

Hg(OAC)2 + THF/H2O

NaBh4, OH-

O3… 1

O3, Ch2Ch3

Ch3SCH3

O3… 2

O3, Ch2Ch3

H2O2

9-BBN

9BBN

H2O2, OH-