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13 Cards in this Set

  • Front
  • Back
anomer
alpha- and ß- cyclic carbohydrates
mutarotation
interconversion btwn aplha and beta carbs; ring must open to its fisher projection to mutarotate; locked rings won't mutarotate
furanose
5 membered carbohydrate ring
pyranose
6 membered carbohydrate ring
enantiomer
- non super imposable images; mirror images
- ex: hands
- two molecules are enantiomers if they have the same atoms bonded (are NOT const. isomers) but one os S and one is R
- entantiomer of D sugar is the L sugar (mirror image, flip all)
diastereomers
- if you have more than 1 chiral center in a molecule and the molecules are not mirror images
- ie, one would be R,R and one would be R,S
hemiacetal, hemiketal
- alcohol and ether coming off the same carbon
- comes from reacting an aldehyde or ketone with an ROH
kinetic product of electrophilic addition to conjugated diene
- the fast product, less stable, least sterically hindered
- 1,2 addition
- favored at low temperatures
thermodynamic product of electrophilic addition to conjugated diene
- the slow product, more stable
- favored at high temperatures
- 1,4 addition
list the SOFT nucleophiles and explain how they work with conjugated systems
cyanide (CN), water(H2O), alcohols(R-OH), LiCu(R)2
- add 1,4
- thermodynamic more stable product
list the HARD nucleophiles and explain how they work with conjugated systems
LiAlH, grignard (MgBr-R), ylides, Li-R
- add 1,2
- kinetic less stable product
list of electron withdrawing groups
CF3, NO2, SO3H, CN, C=O
list of electron donating groups
NH2, NHR, NR2, OH, NHC=O, OR, R, Ar, C=C