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properties
all nonpolar bonds, organic soluble
isomer
same molecular formula but different molecules
types of isomers
constitutional and stereomer
constitutional isomer
change what is attatched to eachother
stereo isomer
same attatchement points but different orientations
types of stereoisomers
enantiomers and diastereomers
enanteomers
all chiral centers change
enanteomer properties
at least one CC, one per molecule, nonsuperimposable mirror images
enantiometic excess (e.e.)
percent of one enanteomer - percent of other enantiomer
diastereomer
only some CC change absolute configuration
diastereomer properties
at least two CC, can have more than one per molecule, no mirror image
conformer
same molecule in a different rotation (all three substituents switch chronological place)
identical
mirror image and all stereochmistry change
ethane conformers
staggered = substituents are offset (windows)
eclipsed = substituents are right behind eachother
butane conformers
synperiplanar = zero degrees between largest substituents
gauche = largest substituents are 60 degrees apart
eclipsed = largest groups are 120 degrees apart
antiperiplanar = substituents are 180 degrees apart
eclipsed
guache
synperiplanar
what is ring stability dependent on
ring and torsional strain
ring strain
deviation of action bond angles from hybridized carbon geometry
least to most ring strain
3C, 4C, 5C, 6C
torsional strain
eclipsing of substituents
chair confirmation substituent types
axial = straight up and down
equitorial = out toward middle
what position is the largest substituent most stable in a chair confirmation
equitorial