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The C-H bonds of the methyl group in toluene are benzylic, therefore they are weaker than C-H bonds in simpler alkanes. Reflecting this weakness, the methyl group in toluene undergoes a variety of free radical reactions. For example, when heated with N-bromosuccinimide (NBS) in the presence of AIBN, toluene converts to benzyl bromide.
Consider para-disubstituted benzene p-F-C 6 H 4-Z, where Z is a substituent such as NH 2, NO 2, etc. The fluorine atom is para with respect to the substituent Z in the benzene ring. The image on the right shows four distinguished ring carbon atoms, C1, C2, C3, C4 in p-F-C 6 H 4-Z molecule. The carbon with Z is defined as C1(ipso) and ...
Formyl functional group is shown in blue. Formylation refers to any chemical processes in which a compound is functionalized with a formyl group (-CH=O). In organic chemistry, the term is most commonly used with regards to aromatic compounds (for example the conversion of benzene to benzaldehyde in the Gattermann–Koch reaction).
Deactivated substrates give better results under modified chloromethylation conditions using chloromethyl methyl ether (MOMCl) in the presence of 60% H 2 SO 4. [ 4 ] Highly activated arenes like phenols and anilines are not suitable substrates, since they undergo further electrophilic attack by Friedel-Crafts alkylation with the formed benzylic ...
However, another effect that plays a role is the +M effect which adds electron density back into the benzene ring (thus having the opposite effect of the -I effect but by a different mechanism). This is called the mesomeric effect (hence +M) and the result for fluorine is that the +M effect approximately cancels out the -I effect.
Aromatization is a chemical reaction in which an aromatic system is formed from a single nonaromatic precursor. Typically aromatization is achieved by dehydrogenation of existing cyclic compounds, illustrated by the conversion of cyclohexane into benzene.
Alkylbenzenes are derivatives of benzene, in which one or more hydrogen atoms are replaced by alkyl groups. The simplest member, toluene (or methylbenzene), has the hydrogen atom of the benzene ring replaced by a methyl group. The chemical formula of alkylbenzenes is C n H 2n-6. [2] Safety hazards of toluene.
Mesitylene or 1,3,5-trimethylbenzene is a derivative of benzene with three methyl substituents positioned symmetrically around the ring. The other two isomeric trimethylbenzenes are 1,2,4-trimethylbenzene (pseudocumene) and 1,2,3-trimethylbenzene (hemimellitene).