# Arylide yellow > Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Arylide_yellow > Markdown URL: https://mediated.wiki/source/Arylide_yellow.md > Source: https://en.wikipedia.org/wiki/Arylide_yellow > Source revision: 1304830048 > License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/) {{Short description|Family of organic compounds used as industrial colorants}} {{infobox color | title=Arylide yellow | hex=E9D66B | source=[http://www.colorhexa.com/e9d66b] [http://encycolorpedia.com/e9d66b] | isccname=Brilliant greenish yellow}} '''Arylide yellow''', also known as '''Hansa yellow''' and '''monoazo yellow''', is a family of [organic compound](/source/organic_compound)s used as [pigment](/source/pigment)s. They are primarily used as industrial colorants including [plastics](/source/plastic_colorant), building paints and inks. They are also used in artistic [oil paint](/source/oil_paint)s, [acrylics](/source/acrylic_paint) and [watercolors](/source/watercolors). These pigments are usually semi-transparent and range from orange-yellow to yellow-greens. Related organic pigments are the [diarylide pigment](/source/diarylide_pigment)s. Overall, these pigments have partially displaced the toxic [cadmium yellow](/source/cadmium_yellow) in the marketplace. Painters such as [Alexander Calder](/source/Alexander_Calder) and [Jackson Pollock](/source/Jackson_Pollock) are known to have employed arylide yellow in their artworks.[http://colourlex.com/project/hansa-yellow/ Arylide Yellow], Colourlex ==Production== The compound is obtained by [azo coupling](/source/azo_coupling) of [aniline](/source/aniline) and [acetoacetanilide](/source/acetoacetanilide) or their derivatives. The class of compounds was discovered in Germany in 1909. The initially formed diazo compound [tautomer](/source/tautomer)izes to give a '''ketohydrazone''', which features extended pi-conjugation.K. Hunger. W. Herbst "Pigments, Organic" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2012. {{doi|10.1002/14356007.a20_371}} :thumb|formation of Hansa pigments by diazotization followed by tautomerization|center|540px ==Examples== Members of this class include: *[Pigment Yellow](/source/Pigment_Yellow) 6 ([CAS#](/source/CAS_registry_number) 2512-29-0), derived from 2-nitrotoluene (diazonium precursor) and [aniline](/source/aniline) (acetoacetanilide precursor) to produce medium yellows. *[Pigment Yellow 3](/source/Pigment_Yellow_3), derived from 4-chloro-2-nitroaniline (diazonium precursor) and [2-chloroaniline](/source/2-chloroaniline) (acetoacetanilide precursor) to produce greenish-yellows. *[Pigment Yellow 61](/source/Pigment_Yellow_61) a lake pigment *[Pigment Yellow 74](/source/Pigment_Yellow_74), derived from 2-methoxy-4-nitroaniline (diazonium precursor) and [2-methoxyaniline](/source/o-Anisidine) (acetoacetanilide precursor) to produce greenish-yellows. *[Pigment Yellow 97](/source/Pigment_Yellow_97), which contains the phenylamino[sulfonyl](/source/sulfonyl) substituent, which confers particularly high fastness. == Artists Pigments == Several monoazo yellows are used as artists' pigments, frequently marketed under the names 'Hansa' or Arylide.{{Cite web |date=1 August 2015 |title=Synthetic organic pigments - Monoazo (arylide) |url=https://www.handprint.com/HP/WCL/pigmt1d.html#monoazo |website=Handprint}} These include: * PY1{{Cite web |title=PY1 Hansa Yellow G |url=https://artistpigments.org/pigments/PY1 |website=Artist Pigments}} * PY2{{Cite web |title=PY2 Hansa Yellow GR |url=https://artistpigments.org/pigments/PY2 |website=Artist Pigments}} * PY3 Hansa Yellow Light or Lemon Yellow{{Cite web |title=PY3 Hansa Yellow 10G |url=https://artistpigments.org/pigments/PY3 |access-date= |website=Artist Pigments}} * PY4{{Cite web |title=PY4 Hansa Yellow 10G |url=https://artistpigments.org/pigments/PY4 |website=Artist Pigments}} * PY5{{Cite web |title=PY5 Hansagelb 5G |url=https://artistpigments.org/pigments/PY5 |website=Artist Pigments}} * PY6{{Cite web |title=PY6 Hansa Yellow 3G |url=https://artistpigments.org/pigments/PY6 |website=Artist Pigments}} * PY10{{Cite web |title=PY10 Hansa Yellow R |url=https://artistpigments.org/pigments/PY10 |website=Artist Pigments}} * PY60{{Cite web |title=PY60 Hansa Yellow 4R 3D—1750 |url=https://artistpigments.org/pigments/PY60 |website=Artist Pigments}} * PY65 Hansa Yellow Deep or Indian Yellow{{Cite web |title=PY65 Hansa Yellow 3RN |url=https://artistpigments.org/pigments/PY65 |website=Artist Pigments}} * PY74 Hansa Yellow Medium or Primary Yellow{{Cite web |title=PY74 Arylide Yellow 5GX |url=https://artistpigments.org/pigments/PY74 |website=Artist Pigments}} * PY82{{Cite web |title=PY82 Hansagelb 8G |url=https://artistpigments.org/pigments/PY82 |website=Artist Pigments}} * PY97 Hansa Yellow Medium or Hansa Yellow Deep{{Cite web |title=PY97 Diarylide Yellow FGL |url=https://artistpigments.org/pigments/PY97 |website=Artist Pigments}} ==See also== *[List of colors](/source/List_of_colors) ==References== == Further reading == *[http://www.optics.rochester.edu/workgroups/cml/opt307/spr05/kevin/ Microstructural Characteristics of Paint Pigments] *[https://web.archive.org/web/20140224215715/http://www.hubshouts.com/2014/02/deep-technical-insight-arylide-yellow-organic-pigments/ A Deep Technical Insight On Arylide Yellow Organic Pigments] *[http://www.aarbor.com/yellow_74_pigment/dry_organic_pigments/color_pigments-2.aspx Arylide Yellow GY - Pigment Yellow 74] Industries Details {{shades of yellow}} Category:Arylide pigments Category:Shades of yellow --- Adapted from the Wikipedia article [Arylide yellow](https://en.wikipedia.org/wiki/Arylide_yellow) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Arylide_yellow?action=history)). 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