Tioindaco

Tioindaco
Caratteristiche generali
Formula bruta o molecolareC16H8O2S2
Massa molecolare (u)296,36
Aspettosolido rosso
Numero CAS522-75-8
Numero EINECS208-336-1
PubChem3033973
SMILES
O=C3c4ccccc4S/C3=C2/Sc1ccccc1C2=O
Proprietà chimico-fisiche
Solubilità in acquainsolubile
Temperatura di fusione280 °C
Indicazioni di sicurezza

Il tioindaco è un composto organico che viene utilizzato per tingere tessuti in poliestere. Il tioindaco è correlato all'indaco colorante di origine vegetale, dove due gruppi NH sono sostituiti con due atomi di zolfo.

Il tioindaco è generato dall'alchilazione dello zolfo nell'acido tiosalicilico con acido cloroacetico. Il tioetere risultante ciclizza in 2-idrossitianaftene, che viene facilmente convertito in tioindaco[1]. Il relativo composto 4,7,4',7'-tetraclorotioindaco, anch'esso un colorante commercialmente importante, può essere preparato mediante clorurazione del tioindaco.

Note

  1. ^ (EN) Indigo and Indigo Colorants, in Ullmann's Encyclopedia of Industrial Chemistry, Weinheim, Wiley-VCH, 2004, DOI:10.1002/14356007.a14_149.pub2.

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