3-Chlorotoluene

An ACGIH threshold limit value has not been adopted for chlorothalonil. 

lARC Monographs on the Evaluation of Carcinogenic Risks to Humans, Vol 30, Miscellaneous pesticides, pp 319-326. Lyon, International Agency for Research on Cancer, 1983 

World Health Organization Environmental Health Criteria 183 Chlorothalonil, pp 1-130. Geneva, 1996 

National Cancer Institute Bioassay of Chlorothalonil for Possible Carcinogenicity, pp vii-viii. Bethesda, MD, National Institutes of Health, DHEW (NIH) Pub No 78-841, 1978 

lARC Monographs on the Evaluation of Carcinogenic Risks to Humans, Vol 73, Some chemicals 

In a 1 5 or 2-litre round-bottomed fiask, prepare cuprous chloride from 105 g. of crystallised copper sulphate as detailed in Section 11,50,2. Either wash the precipitate once by decantation or filter it at the pump and wash it with water containing a little sulphurous acid dissolve it in 170 ml. of concentrated hydrochloric acid. Stopper the fiask loosely (to prevent oxidation) and cool it in an ice - salt mixture whilst the diazo-tisation is being carried out. 

Dissolve 36 g. of p-toluidine in 85 ml. of concentrated hydrochloric acid and 85 ml. of water contained in a 760 ml. conical fiask or beaker. Cool the mixtime to 0° in an ice-salt bath with vigorous stirring or shaking and the addition of a little crushed ice. The salt, p-toluidine hydrochloride, will separate as a finely-divided crystalline precipitate. Add during 10-15 minutes a solution of 24 g. of sodium nitrite in 50 ml. of water (1) shake or stir the solution well during the diazotisation, and keep the mixtime at a temperatime of 0-6° by the addition of a Uttle crushed ice from time to time. The hydrochloride will dissolve as the very soluble diazonium salt is formed when all the nitrite solution has been introduced, the solution should contain a trace of free nitrous acid. Test with potassium iodide - starch paper (see Section IV,60). 

Poim the cold diazonium chloride solution slowly and with shaking into the cold cuprous chloride solution (2). The mixture becomes very 

Chlorobenzene. Prepare a solution of phenyldiazonium chloride from 31 g. (30-5 ml.) of anihne, 85 ml. of concentrated hydrochloric acid, 85 ml. of water, and a solution of 24 g. of sodium nitrite in 50 ml. of water (for experimental details, see Section IV,60). Prepare cuprous chloride from 105 g. of crystallised copper sulphate (Section 11,50, /), and dissolve it in 170 ml. of concentrated hydrochloric acid. Add the cold phenyldiazonium chloride solution with shaking or stirring to the cold cuprous chloride solution allow the mixture to warm up to room temperature. Follow the experimental details given above for p-chlorotoluene. Wash the chlorobenzene separated from the steam distillate with 40 ml. of 10 per cent, sodium hydroxide solution (to remove phenol), then with water, dry with anhydrous calcium chloride or magnesium sulphate, and distil. Collect the chlorobenzene (a colourless liquid) at 131-133° (mainly 133°). The yield is 29 g. 

IVissolvc the/-toluidine m the hydicx hlorie acid and then cool qtiic.kly in a bcakei, and stir so as to ol)t.iin small crystals. Place the beaker in ice and s.dt and, whilst it is cooling, prcii.ire a solution of cujn-oiis chloiide. Dissolve the copper 

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Uses. (9-Nitrotoluene is used in the synthesis of intermediates for azo dyes, sulfur dyes, mbber chemicals, and agriculture chemicals. Typical intermediates are o-toluidine, o-nitrobenzaldehyde, 2-nitro-4-chlorotoluene, 2-nitro-6-chlorotoluene, 2-amino-4-chlorotoluene (Fast Scarlet TR Base), and 2-amino-6-chlorotoluene (Fast Red KB Base). -Nitrotoluene is used principally in the production of intermediates for azo and sulfur dyes. Typical intermediates are -toluidine, -nitrobenzaldehyde, and 4-nitro-2-chlorotoluene. 

Relative rates of aluminium chloride-catalysed acetylation of a range of aromatics with acetyl chloride at 0 °C had earlier been measured by McDuffie and Dougherty419 as follows 4-chlorotoluene, 0.0137 bromobenzene, 0.0242 chlorobenzene, 0.0314 2-chlorotoluene, 0.271 benzene, 1.0 toluene, 13.3 mesity-... 

The problem has also been addressed by means of ab initio quantum-chemical calculations, showing with the example of the anion radical of 4-chlorotoluene how out-of-plane vibrations may remove the symmetry constraint.93... 

Dichlorobenzene from p-, m-dichlorobenzene HZSM-5, MgZSM-5 4-Chlorotoluene [29, 30[... 

Chlorotoluene, see Toluene 4 -Chloro-o-toluidine, see Chlornhenamldlne. Chlordimeform... 

Synonyms 2-Amino-4-chlorotoluene 4-chloro-2-aminotoluene 3-chloro-6-methyl-aniline 5-chloro-2-methylaniline 5-chloro-2-toluidine 2-methyl-5-chloroaniline... 

Chlorophenyldinitromethane. See >,to-Dinitro -4-chlorotoluene under Chlorotoluene and Derivatives... 

Azido, N3(C1).C6H3.CH3, and Diazido, (N3)2 (C1).CsH2.CH3, derivs of Chlorololuene were not found in Beil or in CA thru 1956 Nitrosochlorotoluene, ON(Cl).C6H3.CH3, not found in Beil or in CA thru 1956 Dinitrosochlorotoluene, C7H5ClN2Oz mw 184.58, N 15.18%. A deriv of uncertain structure, called 2.5-Dinitroso 4 chlorotoluene,... 

Dinitro-4-chlorotoluene, yel prisms(from petr eth) or ndls(from ale), mp 101-7°(Ref 2)-... 

Bromochlorobenzene, AF50 4-Bromo-2-chloropheno1, AF51 a-Bromo-3-chlorotoluene, AJ30 a-Bromo-4-chlorotoluene, AJ31... 

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