MOD 5 Flashcards
Are compounds having the SAME NUMBERS 7 KINDS of atoms but DIFFER in the way the atoms are ARRANGED.
ISOMERS
Different carbon skeletons
SKELETAL
Different functional groups
FUNCTIONAL
Different position of functional groups
POSITIONAL
the branch of chemistry concerned with the 3D STRUCTURES of molecules.
STEREOCHEMISTRY
– Same molecular formula and constitution but different spatial (3D) arrangement of atoms
–SAME CONNECTIVITY
STEREOISOMERS
Different arrangement due to rotation around a SINGLE BOND
CONFORMERS / ROTAMERS
wedge line
FRONT
dashed line
BACK
solid lines
AT THE PLANE
– The LOWEST-ENERGY, MOST STABLE conformation
– all six C–H bonds are as FAR AWAY from one another as possible
STAGGERED
– The HIGHEST-ENERGY, LEAST STABLE conformation
– six C–H bonds are as CLOSE as possible
ECLIPSED
methyl groups are FARTHEST apart
ANTI
REPULSION as a result of trying to occupy the SAME SPACE
STERIC STRAIN
cis
same side
trans
not same side
higher-priority groups on each carbon are on OPPOSITE SIDE of the double bond
E
higher-priority groups are on the SAME SIDE
Z
Any object can be viewed in a mirror, revealing its MIRROR IMAGE.
CHIRALITY
The mirror image is IDENTICAL to the actual object.
SUPERIMPOSABLE
The object and its mirror image are DIFFERENT.
NONSUPERIMPOSABLE
The presence of a carbon atom bonded to FOUR DIFFERENT GROUPS
STEREOCENTER / CHIRALITY CENTER
A molecule is ____ if it contains a plane of symmetry.
ACHIRAL
Measures the amount of rotation
POLARIMETER
Ability to rotate a beam of plane-polarized light
OPTICAL ACTIVITY
to the right (clockwise)
Dextrorotatory
to the left (counterclockwise)
Levorotatory
50:50 mixture of enantiomers
RECEMETES / RACEMIC
Stereoisomers that are NONSUPERIMPOSABLE mirror image
ENANTIOMERS
Stereoisomers that are NOT mirror images of each other
DIASTEREOMERS
Compounds that are ACHIRAL, yet contain stereocenters
MESO COMPOUNDS
Objects that are NOT SUPERIMPOSABLE on their mirror images are called ___objects.
CHIRAL
Priority substituent (1 → 2 → 3) is CLOCKWISE
R
If an arrow from 1 → 2 → 3 is COUNTERCLOCKWISE
S
a commonly prescribed medication sold under the trade name Prozac
Fluoxetine
an extraordinarily effective antidepressant, but it has NO ACTIVITY AGAINST MIGRAINE.
RACEMIC FLUOXETINE
works remarkably well in preventing migraine and is now undergoing clinical evaluation.
PURE S ENANTIOMER