Английская Википедия:2,4-Diaminotoluene

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Шаблон:Chembox

2,4-Diaminotoluene is an organic compound with the formula Шаблон:Chem2. It is one isomer of six with this formula. It is a white solid, although commercial samples are often yellow-tan.[1]

Preparation

It is prepared by hydrogenation of 2,4-dinitrotoluene using a nickel catalyst. Commercial samples often contain up to 20% of the 2,6-isomer.[1]

A laboratory method involves reduction of 2,4-dinitrotoluene with iron powder.[2]

Use

It is mainly used as a precursor to toluene diisocyanate, a precursor to polyurethane. It is as well a degradation product of polyurethane materials produced using toluene diisocyanate.

Its reaction with benzenediazonium chloride gives the cationic azo dye Basic Orange 1. Condensation of 2,4-diaminotoluene with acetaldehyde gives the acridine dye called Basic Yellow 9.[3]

Файл:SynthesisBasicYellow9.png
Synthesis of C.I. Basic Yellow 9, an acridine dye.

References

Шаблон:Reflist

  1. 1,0 1,1 Robert A. Smiley "Phenylene- and Toluenediamines" in Ullmann's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim. Шаблон:Doi
  2. Шаблон:Cite journal
  3. Thomas Gessner and Udo Mayer "Triarylmethane and Diarylmethane Dyes" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim.Шаблон:Doi