14 Answered Questions for the topic Aromatic Compounds


Which compound reacts faster in the Cannizzaro Reaction?

> Which reacts faster in the Cannizzaro Reaction? >a) $\\ce{OHC-C6H4-NO2}$ b) $\\ce{OHC-C6H4-OCH3}$ Obviously, a better hydride releasing group will react faster. Therefore my answer was... more


Does unsubstituted benzoic acid not show resonance due to steric effects?

My book says that benzoic acid does not show resonance as the carboxylate anion and the benzene ring are not in the same plane due to steric effects. But there aren't any large groups in the... more


Why is a hydroxyl group more activating than a methoxy group in electrophilic aromatic substitution?

Why is phenol more reactive towards electrophilic substitution than methoxybenzene? Isn't the lone pair on the methoxy group oxygen more available for participating in resonance into the ring than... more


Is the ammonium substituent (-NH3+) really meta-directing in electrophilic substitution?

If we make a resonance structure for the anilinium ion, with positive charge at either the *ortho* or the *para* position, we get a pentavalent nitrogen, which is not possible. So, how is the... more

Why are fluorides more reactive in nucleophilic aromatic substitutions than bromides?

In nucleophilic aromatic substitution reactions, why do fluorides react faster than bromides? Ordinarily bromide is a better leaving group than fluoride, e.g. in $\\mathrm{S_N2}$ reactions, so why... more
Aromatic Compounds Organic Chemistry


Are phenylboranes susceptible to ipso or meta substitution?

Are phenylboranes susceptible to ipso or meta electrophilic aromatic substitution, i.e. what's the regioselectivity?


Saturated vs unsaturated fats - Structure in relation to room temperature state?

I'm sure most of us have heard that saturated fats are solid at room temperature, and unsaturated fats are liquid at room temperature. I'm wondering how this relates to their chemical structure --... more
Aromatic Compounds Organic Chemistry


Why can't antiaromatic compounds just escape planarity and become non-aromatic to avoid destabilization?

Why can't just all anti-aromatic systems lose planarity (and hence conjugation) and be non-aromatic like cyclooctatetraene ? Would they not be more stable... more
Aromatic Compounds Organic Chemistry Halides


Why do we insert a numeric multiplier after group positions when naming an isomer?

**Question:** Why do we insert a numeric multiplier after group positions when naming an isomer?
Aromatic Compounds Organic Chemistry Stability


Thermodynamic stability of meta-xylene over ortho- and para-isomers?

When talking about the example of the alkylation of toluene by chloromethane in the presence of $\\ce{AlCl3}$, Hepworth, Waring and Waring (2002) mentioned that: >At room temperature, a mixture... more


How to identify a compound as chiral or achiral?

I read my book and learned everything about enantiomers, racemization, $\\mathrm{S_N1}$ and $\\mathrm{S_N2}$ reactions, but when I'm trying to identify molecules as chiral or achiral, I get... more


Why is acetone so cold?

I have a summer job as a custodian and one cleaner I use is called Goof Off, which is pretty much just acetone. Another is a disinfectant which is mostly water. How come whenever I put the acetone... more
Aromatic Compounds Organic Chemistry Orbitals Acid Base


What's the difference between a nucleophile and a base?

Obviously it depends on the context whether you would call a particular species a nucleophile or a base but are the two terms largely synonymous or is there a difference?
Aromatic Compounds


Structural formula of benzene

What is the structural formula of o-chloro-phenylpropane 

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