Final Exam Flashcard Answers
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Unlock answersBoiling Points:
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How many kcal/mole more stable is benzene due to resonance? |
36 kcal/mole |
How strong is the hydrogen bond?
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5-6 kcal/mole |
What are the bond strengths of:
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General formula for alkanes: |
CnH2n+2 |
General formula for cycloalkanes: |
CnH2n |
R-Cl |
alkyl chloride |
R-OH |
alcohol |
[image] |
carbonyl - can be either:
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[image] |
aldehyde |
[image] |
ketone |
[image] |
formaldehyde |
[image] |
amide |
[image] |
carboxyl/carboxylic acid |
[image] |
ester/carboxylic acid ester |
[image] |
nitrile |
[image] |
secondary (2°) amine |
[image] |
ether |
Rotational energy barrier for C=N pi bond: |
?18 kcal/mole |
Rotational energy barrier O=O pi bond: |
?5 kcal/mole |
pKa of H2O: |
15.7 |
pKa of hydronium ion (H3O+): |
-1.7 |
pKa=? |
-log(Ka) |
Ka equation for following reaction of weak acid (HX):
HX + H2O - H3O+ + X- |
Ka = [H3O+] [X-] ? [HX]
or: Ka = [H3O+]2 ? [HX]
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Electronegativities of following elements:
H C N O F
P S Cl |
H C N O F 2.2 2.5 3.0 3.5 4.0
P S Cl 2.2 2.5 3.0 |
pKa of acetic acid: [image] |
4.7 |
pKa of ethanol: [image] |
?16 |
pKa of chloroacetic acid: [image] |
?2.9 |
pKa of methane: [image] |
50-60 |
pKa of an alkene: [image] |
?44 |
pKa of a terminal alkyne:
R?C—H |
?25 |
For EA, how many kcals/mole per order of magnitude? |
1.35 kcal/mole |
EA difference between eclipsed and staggered ethane: [image] |
2.9 kcal/mole |
Difference in energy between gauche and anti-butane: [image] |
?0.8 kcal/mole |
How much more stable is the chair confomer than the half-chair confomer of cyclohexane? [image] |
?10.9 kcal/mole |
How much more stable is equitorial methyl-cyclohexane than axial-methylcyclohexane? [image] |
?1.8 kcal/mole |
In what category do these belong? Name them: [image] |
Bicyclic compounds
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Formula for number of possible enantiomers: [image] |
2n where n=total centers of chirality |
[image] |
sulfydryl group/thiol |
Draw the intermediate of an SN2 reaction and indicate its hybridization state |
[image] sp2 hybridized |
What are the relative rates of the following alkyl-halides for SN2 reactions?
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CH3—Cl + -OH > CH3—OH + Cl- |
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Rank these oxygen containing compounds in order of decreasing nucleophilicity:
-OH, H2O, RO-, ROH, RCO2- |
RO->-OH>RCO2->ROH>H2O |
Rank these compounds in order of decreasing nucleophilicity:
HS-, I-, -OH, CN- |
HS->CN->I->-OH |
Rank these compounds in order of decreasing nucleophilicity:
CH3CO2-, CH3OH, CH3O-,CH3CO2H, CN- |
CN->CH3O->CH3CO2->CH3CO2H>CH3OH |
What is the resultant stereochemistry from an SN1 reaction with a chiral starting material? |
racemic mixture - 1:1 ratio of enantiomers |
How much ring strain in cyclopropane? |
?25 kcal/mole |
What are the torsional energies of the following butane conformations:
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(1) (2) (4) (3) [image] |
[image] |
propyl group |
[image] |
isopropyl group |
[image] |
tert-butyl |
[image] |
sec-butyl |
[image] |
butyl group |
[image] |
phenyl group |
[image] |
benzyl group |
What bond is the strongest as far as IR spectroscopy is concerned? |
O—H |
For ethene, what are the:
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[image]
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Definitions of:
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Definitions of:
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