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The 2,6 and 3,5 isomers do not form acceptably from toluene or chlorotoluenes, so these isomers are prepared by indirect methods. For example, 2,6-dichlorotoluene can be prepared by chlorination of 4-toluenesulfonyl chloride followed by desulfonation .
A laboratory route to 2- and 4-chlorotoluene proceeds from 2- and 4-toluidines (i.e. 2- and 4-aminotoluene). These compounds are diazotized followed by treatment with cuprous chloride. [1] Industrially, the diazonium method is reserved for 3-chlorotoluene. The industrial route to 2- and 4-chlorotoluene entails direct reaction of toluene with ...
2,4-Dichlorobenzoic acid is an organic compound with the formula C 6 H 3 Cl 2 CO 2 H. It is one of more important of several isomers of dichlorobenzoic acid. It can be prepared by oxidation of 2,4-dichlorotoluene. [2] The coenzyme A thioester of 2,4-dichlorobenzoic acid is the substrate for 2,4-dichlorobenzoyl reductase.
Four trichlorotoluenes—the 2,3,4-, 2,3,6-, 2,4,5-, and 2,4,6- isomers—are produced in significant yields by treatment of toluene with three equivalents of chlorine in the presence of various Lewis acids. [1] These isomers result from the usual selectivity of electrophilic aromatic substitution reactions of substituted benzenes.
Toluene diisocyanate (TDI) is an organic compound with the formula CH 3 C 6 H 3 (NCO) 2.Two of the six possible isomers are commercially important: 2,4-TDI (CAS: 584-84-9) and 2,6-TDI (CAS: 91-08-7). 2,4-TDI is produced in the pure state, but TDI is often marketed as 80/20 and 65/35 mixtures of the 2,4 and 2,6 isomers respectively.
Benzal chloride is produced by the free radical chlorination of toluene, being preceded in the process by benzyl chloride (C 6 H 5 CH 2 Cl) and followed by benzotrichloride (C 6 H 5 CCl 3): C 6 H 5 CH 3 + Cl 2 → C 6 H 5 CH 2 Cl + HCl C 6 H 5 CH 2 Cl + Cl 2 → C 6 H 5 CHCl 2 + HCl C 6 H 5 CHCl 2 + Cl 2 → C 6 H 5 CCl 3 + HCl
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2,4-Dichlorophenol (2,4-DCP) is a chlorinated derivative of phenol with the molecular formula Cl 2 C 6 H 3 OH. It is a white solid that is mildly acidic (pK a = 7.9). It is produced on a large scale as a precursor to the herbicide 2,4-dichlorophenoxyacetic acid (2,4-D).