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| '''Pigment Yellow 97''' is widely used as a yellow ]ant, and is classified as an ]. It is distinguished by the presence of a sulfonylaminophenyl group, which renders the material particularly insoluble (resistant to migration). It is derived from two fairly complicated precursors. The ] component is made from 2,5-dimethoxy-4-chloro]. The azo component is made from a dimethoxyaniline with the sulfonylaminophenyl substituent.he compound is obtained via ] of ] using ]. The resulting bisacetoacetylated compound is coupled with two equiv of the ] obtained from ].<ref name=Ullmann1>K. Hunger. W. Herbst "Pigments, Organic" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2012. {{doi|10.1002/14356007.a20_371}}</ref> | '''Pigment Yellow 97''' is widely used as a yellow ]ant, and is classified as an ]. It is distinguished by the presence of a sulfonylaminophenyl group, which renders the material particularly insoluble (resistant to migration). It is derived from two fairly complicated precursors. The ] component is made from 2,5-dimethoxy-4-chloro]. The azo component is made from a dimethoxyaniline with the sulfonylaminophenyl substituent.he compound is obtained via ] of ] using ]. The resulting bisacetoacetylated compound is coupled with two equiv of the ] obtained from ].<ref name=Ullmann1>K. Hunger. W. Herbst "Pigments, Organic" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2012. {{doi|10.1002/14356007.a20_371}}</ref> Although it is often depicted as an azo compound, ] shows that the molecule exists as a ].<ref>{{cite journal |doi=10.1016/j.dyepig.2005.07.001 |title=The crystal structure of CI Pigment Yellow 97, a superior performance Hansa yellow pigment |date=2006 |last1=Christie |first1=R. |last2=Hill |first2=J. |last3=Rosair |first3=G. |journal=Dyes and Pigments |volume=71 |issue=3 |pages=194–198 }}</ref> | ||
| ==References== | ==References== | ||
Revision as of 15:30, 5 January 2025
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Pigment Yellow 97 is widely used as a yellow colorant, and is classified as an arylide yellow. It is distinguished by the presence of a sulfonylaminophenyl group, which renders the material particularly insoluble (resistant to migration). It is derived from two fairly complicated precursors. The acetoacetanilide component is made from 2,5-dimethoxy-4-chloroaniline. The azo component is made from a dimethoxyaniline with the sulfonylaminophenyl substituent.he compound is obtained via acetoacetylation of o-tolidine using diketene. The resulting bisacetoacetylated compound is coupled with two equiv of the diazonium salt obtained from 2,4-dichloroaniline. Although it is often depicted as an azo compound, X-ray crystallography shows that the molecule exists as a hydrazide.
References
- K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.a20_371
- Christie, R.; Hill, J.; Rosair, G. (2006). "The crystal structure of CI Pigment Yellow 97, a superior performance Hansa yellow pigment". Dyes and Pigments. 71 (3): 194–198. doi:10.1016/j.dyepig.2005.07.001.