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vocab ch. 4,5,8
alkenes thru stereochem
36
Chemistry
Undergraduate 2
03/11/2009

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Term
what are two types of stereoisomers?
Definition
1-enantiomers
2-diastereomers
Term
constitutional isomers
Definition
differ in how atoms are connected to each other, but they have the same molecular formula
Term
stereoisomers
Definition
atoms are connected in the same way, but they are in different orientation to each other
Term
What are 2 differences between enantiomers and diasteriomers?
Definition
1-enantiomers are mirror images, diastereomers are not.
2-enantiomers have the same physical and chemical properties, while diastereomers have different physical and chemical properties
Term
Regioselective reaction
Definition
reaction where two or more constitutional isomers are possible but one predominates
Term
Markonikov's Rule
Definition
the electrophile (H+) adds to the carbon of the alkene that has more hydrogens attached to it
Term
Markonikov's addition
Definition
When an electrophile adds to an alkene following Markonikov's Rule
Term
Z isomer
Definition
same priority on the same side of the molecule
Term
E isomer
Definition
Same priority on different sides of the molecule
Term
electrophile
Definition
electron loving- it is an atom or molecule that is electron deficient. (has a positive charge)
Term
nucleophile
Definition
nucleus loving- atom or molecule that is electron-rich. Can be neutral or negatively charged.
Term
intermediates
Definition
molecules or atoms (usually unstable) that are formed in an initial reaction but react further to make the final product
Term
transition state
Definition
theoretical state between reactant and intermediate or reactant and product where bonds are in process of being broken & formed
Term
reaction coordinate diagram
Definition
diagram showing energy change as progress through tranistion states and intermediates of reaction
Term
what does delta G stand for?
Definition
Gibbs Free Energy
Term
What is more favorable, positive or negative delta G?
Definition
Negative delta G
Term
activation energy
Definition
energy required to move from transition state to the next step
Term
Is the step where delta G is the most positive going to be the slowest or fastest step of the reaction?
Definition
Slowest
Term
Catalyst
Definition
lowers activation energy and speeds up reaction rate. It may be consumed initially but not regenerated by reaction end
Term
Lindlar Catalyst
Definition
metal that adds H, it is weaker than Pd/c and Pt/c catalysts. Can only break a molecule down to an alkene
Term
Pd/c and Pt/C catalysts
Definition
metals that add H, stronger than Lindlar. Can break a molecule all the way down to an alkane
Term
Terminal alkyne
Definition
Alkyne at the end of a chain. ex: CH3CH2C(triplebond)CH
Term
Internal Alkyne
Definition
alkyne not at the end of a chain. No H attached to C(triplebond)C.
Ex: CH3C(triplebond)CCH3
Term
isomers
Definition
compounds w/same formula but are not identical
Term
What are the two types of stereoisomers?
Definition
1-cis/trans
2-asymmetric centers
Term
asymmetric center
Definition
atom bonded to four different atoms or groups
Term
chiral molecule
Definition
molecule w/right-handed or left-handed stereoisomers. The molecules mirror image is not the same-they are non-super imposible
Term
Enantiomers
Definition
molecules that have 1 asymmetric center and are nonsuperimposible mirror images of each other
Term
R enantiomers
Definition
clockwise rotation
Term
S enantiomers
Definition
counter clockwise rotation
Term
achiral compounds
Definition
-do not have asymmetric centers
-do not rotate polarized light
-optically inactive
Term
Dextrorotary
Definition
if light is rotated clockwise; (+) symbol
Term
Levorotary
Definition
If light is rotated counter clockwise; (-) symbol
Term
racemic mixture
Definition
equal mix of R&S enantiomers of a compound that is not optically active. Light rotation= 0 degrees
Term
disantiomers
Definition
stereoisomers that are not mirror images of each other if more than 1 asymmetric center in the molecule
Term
Meso compounds
Definition
-must have 2 or more asymmetric centers
-there will be a plane of symmetry between the 2 asymmetric centers. Each asymmetric center is a mirror image of the other. These compounds do not rotate polarized light because it is super imposible on its mirror image
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