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m- and p-Cymene are prepared by alkylation of toluene with propylene: CH 3 C 6 H 5 + 2 CH 3 CH=CH 2 → CH 3 C 6 H 4 CH(CH 3) 2. These alkylations are catalyzed by various Lewis acids, such as aluminium trichloride. m- and p-Cymene are mainly of interest as precursors to the respective cresols, which exploits the Hock rearrangements. [1]
In addition to m-cymene, there are two other geometric isomers called o-cymene, in which the alkyl groups are ortho-substituted, and p-cymene, in which they are para-substituted. p-Cymene is the most common and only natural isomer. The three isomers form the group of cymenes. Cymenes can be produced by alkylation of toluene with propylene. [1] [2]
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).
Friedel-Crafts alkylation: alkylbenzenes can be synthesized from olefins or alkyl halides with aromatic compounds in the presence of a catalyst such as AlCl 3, HF, or H 2 SO 4. [ 4 ] Gattermann-Koch reaction : named after German chemists Ludwig Gattermann and Julius Arnold Koch , the Gattermann-Koch reaction is a catalyzed formylation of ...
Alkylation is the addition of alkyl groups to molecules, often by alkylating agents such as alkyl halides. Alkylating antineoplastic agents are a class of compounds that are used to treat cancer. In such case, the term alkyl is used loosely. For example, nitrogen mustards are well-known alkylating agents, but they are not simple hydrocarbons.
In addition to p-cymene, two less common geometric isomers are o-cymene, in which the alkyl groups are ortho-substituted, and m-cymene, in which they are meta-substituted. p-Cymene is the only natural isomer, as expected from the terpene rule. All three isomers form the group of cymenes. Cymene is also produced by alkylation of toluene with ...
For example, in the disproportionation of toluene, the M/R ratio is 1. Side reactions in which alkanes are produced reduce the number of methyl groups available which decreases the M/R ratio. This can be mitigated by adding compounds with higher numbers of methyl groups, such as trimethylbenzene.
In addition to o-cymene, there are two other geometric isomers called m-cymene, in which the alkyl groups are meta-substituted, and p-cymene, in which they are para-substituted. p-Cymene is the only isomer found in nature. The three isomers form the group of cymenes. Cymenes can be produced by alkylation of toluene with propylene. [1] [2]