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Alkene or alkyne under NaNH2/NM3 |
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Removes H on the terminal end of the conjugated carbon, leaves lone pair and - on that carbon |
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Alkene or alkyne under H2 and lindlar's catalyst (Pd/C) |
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Alkene gives alkane
Alkyne gives alkene |
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One Br on each of the two carbons involved in the double bond |
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Common solvents for proton NMR |
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Really anything with D instead of H (CDCl3, CD3CN, D2O) and CCl4
If it has an H it's not a common solvent |
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Location of a signal on a proton NMR says... |
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The electronic environment of absorbing protons |
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If the MHz of the spectrometer used changes, does the location of the signal? |
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NO
i.e. if a signal is at 3.5ppm with a 60-MHz spec, it's at 3.5ppm with a 300-MHz spec |
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What is the base peak of a mass spec? |
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The tallest peak and the most abundant ion
Not always M•+ |
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Separation of ions in mass spec is done by... |
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How to find m/z values for a given compound |
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m/z value is generalized molecular weight of compound
C=12
O=16
H=1 |
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Reactions with LAH/water
Aldehyde ->
Carboxylic acid ->
Ester ->
Ketone -> |
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Aldehyde -> primary alc
Carboxylic acid -> primary alc
Ester -> primary alc
Ketone -> secondary alc |
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How to determine oxidation levels |
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1. find molecular formula
2. C=X, H=1, O=-2
3. set equation = 0 and solve for X
4. greatest X > lowest X for oxidation level |
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Gain a proton H+
X to H
double bond to single bond
carbonyl to alcohol |
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aldehyde to primary alc
ketone to secondary alc
won't reduce carb. acid or ester |
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removes carbonyl group (=O) but doesn't change the remainder of the compound |
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