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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