Term
|
Definition
| benzene & its derivatives; name came from them having a strong aroma |
|
|
Term
| What is viewed as the "parent" aromatic molecule? |
|
Definition
|
|
Term
| Many monosubstituted benzenes are names by adding a substituent prefix to the word _____ |
|
Definition
|
|
Term
| ortho/o substituted benzene arrangement |
|
Definition
|
|
Term
| meta/m substituted benzene arrangement |
|
Definition
|
|
Term
| para/p substituted benzene arrangement |
|
Definition
|
|
Term
|
Definition
|
|
Term
|
Definition
| an arene as a substituent |
|
|
Term
|
Definition
| the parent aryl substituent; C6H5 |
|
|
Term
|
Definition
| the C6H5CH2 group; related to the 2-propenyl substituent |
|
|
Term
| Is the benzene molecule a completely symmetrical hexagon? |
|
Definition
|
|
Term
| Is benzene more or less stable than a cyclic triene containing alternating single & double bonds? |
|
Definition
|
|
Term
|
Definition
| why benzene is so much more stable than expected; about 30kcal/mol |
|
|
Term
| 3 terms used to describe benzene's resonance energy |
|
Definition
1. delocalization energy
2. aromatic stabilization
3. aromaticity |
|
|
Term
| In modern terms, what does it mean to be an aromatic compound? |
|
Definition
| the compound must have the resonance energy thermodynamic property for stabilization |
|
|
Term
| Is the cyclic pi system more stable than the acyclic one? |
|
Definition
|
|
Term
| Is the IR spectroscopy for benzene more similar to cyclohexadienes or acyclic hexatrienes? |
|
Definition
|
|
Term
|
Definition
| the circulation of electrons when the loop-like cyclic pi system is exposed to a perpendicular magnetic field; generates a new local magnetic field |
|
|
Term
| Benzene is attacked by electrophiles, but, in contrast to the corresponding reactions of alkenes, this reaction results in _____ of hydrogens (electrophilic aromatic substitution) not _____ to the ring |
|
Definition
| substitution; not addition |
|
|
Term
| Is the intermediate in EAS reactions aromatic? |
|
Definition
|
|
Term
|
Definition
| NO2+; is yielded by the loss of water from a protonated HNO3 through H2SO4; a strong electrophile; much of the positive charge rests on the nitrogen |
|
|
Term
| From what reaction are sulfonamides derived? |
|
Definition
| the reaction of a sulfonyl chloride with an amine |
|
|
Term
| From what reaction are sulfonyl chlorides prepared? |
|
Definition
| the reaction of the sodium salt of the acid with PCl5 or SOCl2 |
|
|
Term
| What are Friedel-Crafts reactions used for? |
|
Definition
| to form carbon-carbon bonds |
|
|
Term
| Friedel-Crafts alkylation |
|
Definition
| reacting benzene with a haloalkane in the presence of an aluminum halide to make an alkylbenzene and hydrogen halide |
|
|
Term
| 2 side reactions that accompany Friedel-Crafts conditions? |
|
Definition
1. polyalkylation
2. carbocation rearrangement |
|
|
Term
| What is Friedel-Crafts alkanoylation (acylation) used for? |
|
Definition
| a way to form carbon-carbon bonds |
|
|
Term
|
Definition
| RC(triple bond)O:(+); the intermediate of acylation |
|
|
