Reading...
Play button
Play button
Use LEFT and RIGHT arrow keys to navigate between flashcards;
Use UP and DOWN arrow keys to flip the card;
H to show hint;
A reads text to speech;
20 Cards in this Set
- Front
- Back
|
meso compound
|
-a compound with two chirality centers w.the same set of four groups at each chirality center
-and when the four groups are mirror images of each other, there is a plane of symmetry. |
|
|
enantiomers
|
non-superimposable mirrored images
|
|
|
configurational diastereomers
|
one chirality center has the same configuration and one has a different configuration when mirrored.
|
|
|
cis/trans diastereomers
|
have two groups that are the same and are non-superimposable non-mirrored images
|
|
|
what direction does the priority increase in R using the Cahn-Ingold-Prelog rules?
|
right! rectus!
|
|
|
What direction does an S stereocenter go using the Cahn-Ingold-Prelog sequence rules?
|
LEFT > Sinister
|
|
|
Z means....
|
same!
|
|
|
E means
|
opposite!
|
|
|
smartest thing to look for when trying to identify if meso or not...
|
line of symmetry
|
|
|
If told to "deduce the structure of the unknown compound" you want to find the unsaturation number...to do so you need the formula...
|
2C+2-H+X-N)/2
to sex add two, take heat add X factor and take now divide |
|
|
+HX
|
breaks double bond and gives marki H and X on carbons
|
|
|
+Cl2 and +Br2
|
breaks double bond and gives anti addition on carbons. get X on one carbon and X on the other
|
|
|
X2 with H2O present
|
breaks double bond and adds marki and anti to carbons
get X on one, OH on the other, and HX is chilling on its own |
|
|
HgOAc)2 H2O.THF
|
this is oxymercuration. gives OH on one C, H on the other in Marki form
|
|
|
BH3, THF
|
this is hydroboration/ Oxidation. gives nonmarki Z product. H on one and OH on the other Carbon
|
|
|
add CHCl3 with KOH
|
breaks double bond and gives triangle of C's with two Chlorines at the top one
|
|
|
add CH2I2 with Zinc and Copper
|
this is a simmons, smith rxn. breaks double bond and gives triangle of C's with 2H's at the top.
|
|
|
H2 with catalyst such as Pd/C or PtO2
|
breaks double bond and adds to H's with syn (Z) addition
|
|
|
epoxidation
|
breaks double bond to give triangle where the top is an oxygen.
|
|
|
when you use H3O+ in a reaction to hydroxylize by acid-catalyzed epoxide hydrolysis...
|
you take the triangle with the O at the top and break it apart. you end up with two OH's on either end with anti stereochemistry
|
