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28 Cards in this Set
- Front
- Back
isomerism
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same moleular formula but different in structure
either structureal isomer or steroisomers |
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steroisomers
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have same molecular formula and have same atomic connection
the maximum # of stereoisomer of comp is 2^n n= number of chiral carbon either configurational isomers or conformational isomers |
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structural isomer
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have same molecular formula but different atomic connection.
have very differnt chemical and physical property different b.p aka constitutional isomer |
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conformational isomer
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only differ in rotation
staggered or eclipsed (newman projection) |
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configuratonal isomer
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either enantiomers or diastereomers
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enantiomers
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non superimposable mirror image like your hand
same property except optical activity R and S |
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chirality
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거울상이 서로 겹치지않는 성질
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stereogenic center
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탄소원자에 4개의 다른 둰자단이 결합에 있을때
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diastereomers
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have different physical property
superimposible mirror image -geometric isomers |
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geometric isomers
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cis or trans and E or Z
different arrangement in double bond cis/trans must have 1 H each side. E/Z compare highest priority substituents |
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staggered (anti)
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most stable
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order of stablity
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staggered (anti) >staggered (gauche) > eclipse (120 degree)> eclipse (0 degree)
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cyclic conformation
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boat and chair
chair (cyclohexane) most stable envelop (cyclopentane) |
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equatorial and axial position
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bulky group favors equatorial position over axaial b/c of steric repulsion w/ other axial subsitute
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chiral carbon
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have plane of symmetry=achiral (3diff sub)
-identical to its mirror image no plane of symmetry=chiral (4 different sub) -enantiomers |
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absolute configuration
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R and S
1. assigned priority -higher atomic # takes precedence orver lower atomic # 2. have H point outward 3. more around the molecule from high to low 4. R if rotate left S if rotate right 5. if H is inward then change S to R and R to S |
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2 or mor chiral carbon
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if R <-> S
R S then enantiomers if R <-> R or R <-> S R S R R then diastereomers |
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reletive and absolute config
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relitive config is change only if the bond of chiral atom is broken
absolute config is change only if R or S config is changed |
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optical activity
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ability to rotate plane polarized light
R and S shows optical activity meso compound= no optical activity recemic mixture -has both R and S, no optical activity because they cancel out |
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recemic mixture
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mixture that contains equal amt of S and R enantiomers which cancel out thus no optical activity
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meso compound
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compound that possess chiral center but are still nonetheless achiral
possess a plane of symmetry |
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most simliar to most differnt in isomers
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conformation most similar
enantiomer diasteromer (meso and geometric) structural most differnt |
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cis and trans in cyclic compound
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trans isomer is more stable b/c van der walls repulsion btw sub is minimized
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Geometric isomer
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differ the arrangement of group s around a double bond
Z = same side E = opposite site (compareing large group) Cis and Trans (comparing large group to H) |
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2^n ??
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# of stereoisomer
n= number of chiral atom |
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different physical and chemical property
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structural(constitutional) isomer
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different physical property
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diasteromer
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same property except optical activity
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eantiomer
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