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;
29 Cards in this Set
- Front
- Back
Cycloalkanes have what general formula if they have one ring?
|
CnH2n
|
|
# C atoms in ring > # C atoms in largest substituent
|
alkyl substituted cycloalkane
|
|
# C atoms in largest substituent > # C atoms in the ring
|
cycloalkyl substituted alkane
|
|
Numbering Cycloalkanes
|
start at a point of attachment and number so that the second substituent has the lowest possible number
|
|
Cycloalkanes have ______ rotational freedom than alkanes
|
less
|
|
2 substituents on the same face
|
cis disubstituted
|
|
2 substituents on opposing faces
|
trans disubstituted
|
|
2 stereoisomers will be connected in the _____ order but in ______ spatial orientation.
|
same, different
|
|
Cis-trans isomers are _______ that ______ be interconverted
|
stable compounds, cannot
|
|
The more strained a compound the _______ the heat of combustion
|
higher
|
|
Angle Strain
|
occurs when bond angles are distorted from their normal values (leads to instability)
|
|
Torsional Strain
|
is due to eclipsing of bonds
|
|
Steric Strain
|
results when atoms approach too closely (repulsive interactions)
|
|
Cyclopropane has _____ strain and ______ strain
|
angle strain, torsional strain
|
|
Cyclopropane is drawn as?
|
planar triangle
|
|
Weak bonds are more or less reactive?
|
more reactive
|
|
Cyclobutane has ______ angle strain than cyclopropane but more ______ strain
|
angle, torsional
|
|
Cyclobutane is drawn as?
|
a square with C slightly bent out of plane to relieve strain
|
|
Cyclopentane has ______ angle strain but considerable ______ strain
|
little, torsional
|
|
Cyclopentane is drawn as?
|
an enveloped pentagon with C-5 bent out of plane and H nearly staggered
|
|
The chair conformation of cyclohexane is?
|
strain free
|
|
The twist boat conformation of cyclohexane has little ______ strain but experiences both _____ and _____ strain,
|
angle, steric, torsional
|
|
Axial hydrogens lie?
|
perpendicular to the plane of the ring
|
|
Equatorial hydrogens lie?
|
roughly in the plane of the ring
|
|
Each carbon has _____ axial and _____ equatorial hydrogen
|
one, one
|
|
After a ring flip ______ bonds become _______ bonds
|
axial, equatorial
|
|
Monosubstituted cyclohexane is most stable when substituents are in the ______ position
|
equatorial
|
|
Axial methylcyclohexane is less stable than equatorial due to?
|
1,3 diaxial interactions
|
|
The amount of strain induced by a 1,3 diaxial interaction depends on?
|
the size of the groups involved
|