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Chem 321 Exam 2
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Torsional strain
eclipsing strain
angle strain
deviation from ideal of SP3 (109°)
enantomers
pair of non superimposable mirror images
chiral
a molecule that is non superimposable on its mirror image
Meso Compound
achiral molecules with 2 or more stereogenic centers that is superimposable on its mirror image
achiral
molecule that is super imposable on its mirror image; often has plane of symmetry
catalyst
a material that increases the rate of a reaction without being consumed by it
absolute configuration
arrangement in space of the atoms in an enantiomer
optically active molecule
a molecule that rotates plane polarized light
dextrorotatory
a molecule that rotates plane polarized light clockwise
levorotatory
a molecule that rotates plane polarized light counterclockwise
racemic
a 50:50 mixture of R/S enantiomers
conformational isomers
molecules that are interconvertible through rotations about bonds within the molecule
stereoismers
molecules that have the same connectivity of constituents but different arrangements of their parts in space
angle strain
the increase in energy caused by the deviation of an angle from the ideal demanded by hybridization
torsional strain
the destabilization induced in a molecule due to eclipsed bonds
van der waals strain
strain caused by having elements too close together
chiral exceptions:
helicenes with ≥6 benzene rings
Substituted biphenyl
substitued allenes
substituted alleges chiral if...
contains even number of consecutive pi bonds
substituted allenes achiral if...
contains add number of consecutive pi bonds
Distortion from planarity relieves ?
torsional and some angular strain
Calculate torsional strain in planar cyclic molecules
2x #C = kcal/mol
cyclic compound angle strain trend
decreases to cyclohexane
torsional strain trend
constantly increases as #H increases
Cyclopentane 3D shape
planar
cyclobutane 3D shape
pucker
cyclopentane 3D shape
envelope and twist
cyclohexane 3D shape
chair, half chair, twist, boat
energy for cyclohexane half chair
10.8 kcal/mol
energy for cyclohexane twist
5.5 kcal/mol
energy for cyclohexane boat
7 kcal/mol
Author
eamparano
ID
324391
Card Set
Chem 321 Exam 2
Description
Chem
Updated
2016-10-13T21:04:08Z
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