Term
| __________ __________ are much more acidic than other hydrocarbons. |
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Definition
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Term
| Removal of an acetylenic __________ forms an acetylide __________, which a plays a central role in alkyne chemistry. |
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Definition
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Term
The acidity of an acetylenic hydrogen stems from the nature of the __________ hybrid =C-H bond.
The acidity of a C-H bond varies with its hybridization, increasing with the increasing __________ character of the orbitals:
__________ < __________ < __________ (remember that a __________ value of pKa corresponds to a stronger acid) |
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Definition
1) sp
2) S
3) sp3 < sp2 < sp
4) Lower |
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Term
| The acetylenic proton is about 10^19 times as acidic as a __________ proton. |
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Definition
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Term
Abstraction of an __________ proton gives a carboanion that has the lone pair of electrons in the __________ hybrid orbital.
Electrons in this orbital are close to the __________, and there is (less/more) charge separation than in carboanions with the lone in the __________ or __________ hybrid orbitals. |
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Definition
1) Acetylenic
2) Sp
3) Nucleus
4) Less
5) sp2
6) sp3 |
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Term
Very strong bases (such as __________ __________, NaNH2) deprotonate terminal acetylenes to form carboanions called __________ __________ (or __________ __________).
__________ and __________ ions are not strong enough bases to deprotonate alkynes.
__________ alkynes do not gave acetylenic protons, so they do not react. |
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Definition
1) Sodium amide
2) Acetylide ions
3) Alkynide ions
4) Hydroxide
5) Alkoxide |
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Term
| __________ __________ is frequently used as the base in forming acetylide salts. |
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Definition
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Term
__________ is a very weak acid, with a pKa of 35.
One of its hydrogens can be reduced by __________ metal to give the sodium salt of the __________ ion, a very strong conjugate base. |
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Definition
1) Ammonia
2) Sodium
3) Amide |
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Term
| __________ ions are strong nucleophiles |
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Definition
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