28073-03-2Relevant articles and documents
A newly developed synthesis of 1,3,5-trichlorobenzene (sym. TCB) from aniline
Mehilal,Salunke,Agrawal
, p. 604 - 607 (2007/10/03)
1,3,5-Trichlorobenzene (sym. TCB) has been synthesised by diazotisation of 2,4,6-trichloroaniline (sym. TCA) (by converting aniline into anilinium chloride followed by its chlorination) in the presence of H2SO4/NaNO2 and H3PO2. The reaction parameters for the synthesis of both sym, TCA as well as sym. TCB have also been established in order to get better purity and higher yields, sym. TCA and sym. TCB have been characterized by elemental analysis, Fourier Transform Infra Red (FTIR) and NMR spectroscopy. Further, different reaction parameters for the nitration of sym. TCB to get 1,3,5- trichloro-2,4,6-trinitrobenzene (TCTNB) and its amination to get pure 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) have also been established. A comparison of properties of TATB obtained from imported sym. TCB and from laboratory prepared sym. TCB validates the product.
Nitration of 1,3,5-Trichloro-2,4-dinitrobenzene: Nitro-denitration
Moodie, Roy B.,Payne, Malcolm A.,Schofield, Kenneth
, p. 233 - 234 (2007/10/02)
The title reaction effected in oleum at 150 deg C gives a quantitative yield based on chlorine of a mixture of 1,3,5-trichloro-2,4,6-trinitrobenzene and 1,2,3,5-tetrachloro-4,6-dinitrobenzene; the dependence of product ratios on acidity, effects of additives, and results of isotopic-labelling studies indicate that the latter product is formed via reversible ipso-attack of nitronium ion at a nitro substituted position followed by nucleophilic capture to give a diene which gives, possibly after oxydation, chlorine in an electrophilic form for reaction with starting material.