Diamino toluene

Synonyms TDA 2,4-TDA toluene-2,4-diamine 3-amino-p-toluidine l,3-diamino-4-methylbenzene 

Intermediate in the production of toluene diisocyanate, which is used to produce polyurethane in the production of dyes 

Tests in symptomatic polyurethane foam workers indicate that TDA does not produce asthma.  

After in vivo administration in rats TDA induced formation of both DNA and hemoglobin adducts in a dose-dependent manner. TDA was mutagenic in bacterial assays.  

Toxicology. Diaminotoluene (TDA) is a skin and eye irritant in animals it is carcinogenic and a reproductive toxin. 

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Dichlorobenzene, aminotoluene, nitrotoluene isomers, diamino-toluene, and dinitrotoluene isomers... 

Figure 3. Separation of 1, -naphthol 2, resorcinol 3, hydroquinone 4, 2,6-di-aminotoluene 5, 2,4-diaminotoluene 6, 2,4-diaminoanisole and 7, 2,5-diamino-toluene. Mobile phase, 86.4/13.6 w/w % hexanes/ethanol linear flow velocity, 2.66 mm s 1 pressure drop, 380 psi X = 235 nm column, 250 X 4 mm Polygosil 10 fjjn CN.

Corrosion can be a problem, especially if a chlorine-containing compound is decomposed. This may require that the reactor be made of titanium. The corrosion can be reduced by the use of sodium carbonate.207 Use of this system at 380°C reduced the content of polychlorinated biphenyls in a sample from 20 mg/L to less than 0.5 /tg/L. Trichloroethylene, 1,1,1-trichloroethane, and trichloroacetic acid were destroyed with 99.96% efficiency at 450°C for 60 ss using 1.5% hydrogen peroxide plus sodium bicarbonate.208 Sodium nitrate or sodium nitrite could be used in place of the hydrogen peroxide. Nitrates, ammonium hydroxide, and amines, all are converted to nitrogen at 350-360 C. Emulsions of petroleum, water, and solids can be broken by heating to 350oC. Supercritical water has been used to recover 2,4-diamino-toluene from distillation residues from the manufacture of 2,4-toluenediisocyanate.209... 

Benzenediamine, ar-methyl- Diaminotoluene Diamino-toluene (mixed isomers) EINECS 246-910-3 HSDB 6059 Methylphenylenediamine Phenylenediamine, ar-methyl- RCRA waste number U221 TDA 8020 Toluene-ar,ar -diamine Toluenediamine Tolylenediamine. 

Hiibner, Sshnpphaus, Ber., 1884,17, 776. -Bromo-2 4-tolylenediaxnins b-Bromo-m-Udylenediamine, b-bromo-2 d-diamino-toluene)... 

Permanent. Primary intermediates, i.e. 4-phenylene diamine, 2,5-diamino toluene sulphate, 4-aminophe-nol couplers (resorcinol, 2,4-diamino phenoxyetha-nol, i-naphthol, 3-aminophenol)... 

Toluene 2,4-diisocyanate is formed from the reaction of 2,4-diamino-toluene with phosgene. Write the structure for toluene 2,4-diisocyanate. What is it used for ... 

Figure 4.143 Typical Cl spectra with different amino and nitro substitutions (a) diamino-toluene, (b) aminonitrotoluene, (c) aminodinitrotoluene and (d) diaminonitrotoluene.

Synthetic Method 7 l,9-dimethyl-4-acetarnido-8-diethylaminoimidazo-phenoxazine (31) (procedure from U.S. Patent 4,604,462). 12 A mixture of 10 g of l,3-diamino-7-diethylamino-8-methylphenoxazin-5-ium chloride (Brilliant Cresyl Blue), 50 ml of acetic anhydride, 10 g of zinc dust, and 10 ml of pyridine was maintained at 85 to 90°C for approximately 1 h. After cooling to room temperature, the reaction mixture was poured into a mixture of water and toluene and the resulting aqueous layer was discarded. The toluene solution was washed twice, first with water and then with... 

The nitration of l,3,5-trichloro-2-nitrobenzene (8) to l,3,5-trichloro-2,4-dinitrobenzene (9) with dinitrogen pentoxide in absolute nitric acid goes to completion in only 2-4 minutes at 32-35 °C. Further nitration of (9) would yield l,3,5-trichloro-2,4,6-trinitrobenzene (10) which undergoes ammonolysis on treatment with ammonia in toluene to give the thermally stable explosive 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) (11). The same sequence of reactions with l,3-dichloro-2-nitrobenzene provides a route to l,3-diamino-2,4,6-trinitrobenzene (DATE). Such reactions are clean and occur in essentially quantitative yield. 

BINAP core-functionalized dendrimers were synthesized by Fan et al. (36), via condensation of Frechet s polybenzyl ether dendritic wedges to 5,5 -diamino-BINAP (26—28). The various generations of BINAP core-functionalized dendrimers were tested in the ruthenium-catalyzed asymmetric hydrogenation of 2-[p-(2-methyl-propyl)phenyl]acrylic acid in the presence of 80 bar H2 pressure and in a 1 1 (v/v) methanol/toluene mixture. As later generations of the in situ prepared cymeneruthe-nium chloride dendritic catalysts were used, higher activities were observed (TOF values were 6.5, 8.3, and 214 h respectively). Relative to those of the BINAP... 

Diamino-2,l>3-benzothiadiazole 201 undergoes cyclization on reaction with selected aromatic aldehydes <2004T2953>. Thus, reactions with pyrene-l-carboxaldehyde or naphthalene-1-carboxaldehyde in refluxing toluene produce the corresponding imidazoles 202 in moderate yields, whereas reactions with /i-(Ar,Ar-dimethylamino)benz-aldehyde and /i-[Ar,Ar-di(4-methylphenyl)amino]benzaldehyde under similar conditions gave the corresponding 5-imino derivatives 203 (Scheme 13). 

The 4,7-Diamino deriv, red crysts (from hot w), mp 193-94° sol in methanol, acet, chlf toluene giving a red colored soln results from the catalytic reduction of 4,7-benzofura-2anquinone dioxime in MeOH. Several other derivs and salts were also prepd, some of which are probably mild expls (Ref 2)... 

TAT and TAT-HCl are the most available and inexpensive TNT derivatives [39,43, 44]. Catalytic hydrogenation of TNT led to the formation of free TAT [45]. Treatment of this compound with threefold molar amount of phthalic anhydride led to the formation of 2,4,6-tris(N-phthalimido)-toluene (Scheme 4.17), which under the action of hydrazine hydrate was transformed into 2,4-diamino-6-(N-phthalimido)-toluene (Scheme 4.17) [41],... 

Diamino-6-(N-phthalimido)-toluene was reacted with aromatic tetracarboxylic acids, 3,3, 4,4 -tetracarboxydiphenyl ether, 3,3, 4,4 -tetracarboxybenzophenone and dianhydrides, dianhydride 6F and dianhydride A, using high-temperature polycondensation in w-cresol with quinoline as a catalyst (Scheme 5.8). 

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