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ChemicalBook CAS DataBase List 2,3,5,6-TETRACHLOROPHENOL
935-95-5

2,3,5,6-TETRACHLOROPHENOL synthesis

10synthesis methods
Chlorophenols are generally prepared by the chlorination of phenol. There are other routes of synthesis as through diazotizing p-chloroaniline or dechlorinating (by alkaline hydrolysis) 1,2,4,5-tetrachlorobenzene to yield 2,4,5-trichlorophenol (TCP). Polychlorinated dibenzo-p-dioxins can be formedduringthemanufacturingprocess of the chlorophenols. The amount formed depends on temperature and pressure process variability during production. The more notable toxic dioxin, 2,3,7,8-tetrachlorodibenzo-p-dioxin (2,3,7,8-TCDD), is formed during the production of 2,4,5- TCP. Laboratory reference standards of 2,3,7,8-TCDD are prepared by heating 2,4,5-TCP under alkaline conditions. All technical and formulated products containing 2,4,5-TCP are expected to be contaminated to varying degrees by this 2,3,7,8-TCDD by-product of the manufacturing process.
-

Yield:-

Steps:

Multi-step reaction with 2 steps
1: benzene / 40 - 45 °C
2: NaOMe

References:

Pudovik,A.N. et al. [Journal of general chemistry of the USSR,1978,vol. 48,p. 1337 - 1341][Zhurnal Obshchei Khimii,1978,vol. 48,# 7,p. 1455 - 1460]

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