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chapter 5-orgo
Term | Definition |
---|---|
stereoisomers | same molecular formal, same connections, different spacial arrangement |
enantiomers | non superimposable mirror images |
diastereomers | non superimposable, not mirror images |
chiral molecule | non non superimposable mirror image |
r configuration | H pointing away, clockwise |
s configuration | H pointing away, counter clockwise |
1 | meth (methanol) |
2 | eth(ethanol) |
3 | prop(propanol) |
4 | but(butanol) |
5 | pent |
6 | hex |
7 | hept |
8 | oct |
9 | non |
10 | dec |
numbering carbons on chiral center | goes by atomic number |
2/ C(concentration) x l (path length dm) | specific rotation |
|observed rotation/ rotation of pure enantiomer| x 100 | % enantiomer excess (%ee) |
pure is (+) rotation and mixture is negative | majority is R configuration |
pure is (-) rotation and mixture is positive | majority is S configuration |
- | R |
+ | S |
achiral | mirror images identical |
has chiral centers but exhibits reflection symmetry | meso compounds |
achiral, has plane of symmetry | meso compounds |
OH on left | S configuration |
OH on right | R configuration |
E/Z configuration | tri or tetra substituted alkenes |
a's diagonal, b's diagonal | E configuration |
a's in same row, b's in same row | Z configuration |
a & b assigned based on ___ | highest atomic number |
mono, di, tri, tetra | increasing order of substitution stability |
___ is more stable than __ | trans, cis |
polarimeter | measures optical activity |
optically active | compound that rotates plane polarized light |
optically inactive | compound that does not rotate plane polarized light |
chirality | optically active |
achiral | optically inactive |
positive rotation (+) | dextrorotatory |
negative rotation (-) | levorotatory |
rotates light to the right | dextrorotatory |
rotates light to the left | levorotatory |
optically pure | solution contains a single enantiomer |
racemic mixture | equal amounts both enantiomers (optically inactive) |
optically active | can calculate %ee |
R= + 45, S= -45 (mirror image) | optically pure |
superimposable | identical/the same |