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ChemicalBook CAS DataBase List 2,6-Diaminotoluene
823-40-5

2,6-Diaminotoluene synthesis

9synthesis methods
2,6-Toluenediamine is usually produced as a by-product with 2,4-TDA in mixtures containing 20% 2,6-isomer and 80% 2,4-isomer. It is used primarily in the manufacture of toluene diisocyanate, the predominant isocyanate in the flexible polyurethane foams and elastomers industry.
Human exposure to 2,6-TDA may occur indirectly via exposure to toluene diisocyanate mixture containing 2,6- toluenediisocyanate, which is known to hydrolyze to 2,6- TDA rapidly upon contact with water. Workers in some plastics and elastomers industries may be exposed to atmosphere containing TDI.
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Yield:823-40-5 94%

Reaction Conditions:

with formic acid;trifluoroborane diethyl ether

Steps:

3 EXAMPLE 3

EXAMPLE 3 20 parts freshly distilled ether, 1.74 parts (0.01 mole) 2,6-toluenediisocyanate, 2.8 parts (0.02 mole) boron trifluoride etherate and 1.0 part (0.02 mole) 98% formic acid were added and reacted following the procedures of Example 1. The neutralizing and isolation procedures described in Example 2 were followed. 1.16 g (94% yield) 2,6-toluenediamine were recovered, having a melting point of 104° C. to 105° C.

References:

US5041670,1991,A

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