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Sunset yellow FCF

Sunset yellow FCF (also known as orange yellow S, or C.I. 15985) is a petroleum-derived orange azo dye with a pH dependent maximum absorption at about 480 nm at pH 1 and 443 nm at pH 13 with a shoulder at 500 nm.[1][2]: 463  When added to foods sold in the United States it is known as FD&C Yellow 6; when sold in Europe, it is denoted by E Number E110.[3]

Sunset yellow FCF
Names
IUPAC name
Disodium 6-hydroxy-5-[(4-sulfophenyl)azo]-2-naphthalenesulfonate
Other names
Orange Yellow S; FD&C Yellow 6; C.I. 15985; E110
Identifiers
  • 2783-94-0 Y
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL1371409 N
ChemSpider
  • 11431290 Y
ECHA InfoCard 100.018.629
E number E110 (colours)
KEGG
  • C19531 N
  • 6093232
UNII
  • H77VEI93A8 Y
  • DTXSID6021456
  • InChI=1S/C16H12N2O7S2.2Na/c19-15-8-1-10-9-13(27(23,24)25)6-7-14(10)16(15)18-17-11-2-4-12(5-3-11)26(20,21)22;;/h1-9,19H,(H,20,21,22)(H,23,24,25);;/q;2*+1/p-2/b18-17+;; Y
    Key: OIQPTROHQCGFEF-QIKYXUGXSA-L Y
  • InChI=1/C16H12N2O7S2.2Na/c19-15-8-1-10-9-13(27(23,24)25)6-7-14(10)16(15)18-17-11-2-4-12(5-3-11)26(20,21)22;;/h1-9,19H,(H,20,21,22)(H,23,24,25);;/q;2*+1/p-2/b18-17+;;
    Key: OIQPTROHQCGFEF-JLAJEUQUBH
  • [Na+].[Na+].[O-]S(=O)(=O)c1ccc(cc1)/N=N/c2c3ccc(cc3ccc2O)S([O-])(=O)=O
Properties
C16H10N2Na2O7S2
Molar mass 452.36 g·mol−1
Melting point 300 °C (572 °F; 573 K)
Hazards
NFPA 704 (fire diamond)
Health 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

Uses edit

Sunset yellow is used in foods, condoms, cosmetics, and drugs. Sunset yellow FCF is used as an orange or yellow-orange dye.[4][5][6][7]: 4  For example, it is used in candy, desserts, snacks, sauces, and preserved fruits.[1]: 463–465  Sunset yellow is often used in conjunction with E123, amaranth, to produce a brown colouring in both chocolates and caramel.[8]

Safety edit

The acceptable daily intake (ADI) is 0–4 mg/kg under both EU and WHO/FAO guidelines.[1]: 465 [9] Sunset yellow FCF has no carcinogenicity, genotoxicity, or developmental toxicity in the amounts at which it is used.[1]: 465 [9]

It has been claimed since the late 1970s, under the advocacy of Benjamin Feingold, that sunset yellow FCF causes food intolerance and ADHD-like behavior in children, but there is no scientific evidence to support these broad claims.[10]: 452  It is possible that certain food colorings may act as a trigger in those who are genetically predisposed, but the evidence is weak.[11][12]

Regulation as food additive edit

Europe edit

"European Parliament and Council Directive 94/36/EC of 30 June 1994 on colours for use in foodstuffs" harmonized rules and approved Sunset Yellow FCF for use in foodstuffs in the whole of the European Union. Before that time, approved amounts was up to each country, but naming and composition was standardized.

Sunset yellow FCF was not approved in Norway before 2001. That was the time when the 94/36/EC directive of 1994 was included in EFTA (now EEC) rules and came into effect, after years of delaying tactics from the Norwegian side and a heated political debate.[13]

In 2008, the Food Standards Agency of the UK called for food manufacturers to voluntarily stop using six food additive colours, tartrazine, allura red, ponceau 4R, quinoline yellow WS, sunset yellow and carmoisine (dubbed the "Southampton 6") by 2009,[14] and provided a document to assist in replacing the colors with other colors.[15]

An EU regulation came into effect in 2010 mandating that food manufacturers include a label on foods containing the Southampton 6 stating: "may have an adverse effect on activity and attention in children".[14]

United States edit

Sunset yellow FCF is known as FD&C yellow No. 6 in the US and is approved for use in coloring food, drugs, and cosmetics with an acceptable daily intake of 3.75 mg/kg.[12]: 2, 7 

Society and culture edit

Since the 1970s and the well-publicized advocacy of Benjamin Feingold, there has been public concern that food colorings may cause ADHD-like behavior in children.[12] These concerns have led the FDA and other food safety authorities to regularly review the scientific literature, and led the UK FSA to commission a study by researchers at Southampton University of the effect of a mixture of the "Southampton 6" and sodium benzoate (a preservative) on children in the general population who consumed them in beverages; the study published in 2007.[12][14] The study found "a possible link between the consumption of these artificial colours and a sodium benzoate preservative and increased hyperactivity" in the children;[12][14] the advisory committee to the FSA that evaluated the study also determined that because of study limitations, the results could not be extrapolated to the general population, and further testing was recommended".[12]

The European regulatory community, with a stronger emphasis on the precautionary principle, required labelling and temporarily reduced the acceptable daily intake (ADI) for the food colorings; the UK FSA called for voluntary withdrawal of the colorings by food manufacturers.[12][14] However, in 2009 the EFSA re-evaluated the data at hand and determined that "the available scientific evidence does not substantiate a link between the color additives and behavioral effects"[12][16] and in 2014 after further review of the data, the EFSA restored the prior ADI levels.[9]

The US FDA did not make changes following the publication of the Southampton study, but following a citizen petition filed by the Center for Science in the Public Interest in 2008, requesting the FDA to ban several food additives, the FDA commenced a review of the available evidence, and still made no changes.[12]

See also edit

Tartrazine, also known as Yellow 5

References edit

  1. ^ a b c d Abbey J (2013). Yasmine Motarjemi; Gerald Moy; Ewen Todd (eds.). Colorants. Vol. 2: Hazards and Diseases. Academic Press. pp. 459–465. ISBN 9780123786135. {{cite book}}: |work= ignored (help)
  2. ^ Committee on Food Chemicals Codex (2003). Food chemicals codex (5th ed.). Washington, DC: National Academy Press. ISBN 9780309088664.
  3. ^ Wood, Roger M. (2004). Analytical methods for food additives. Boca Raton: CRC Press. ISBN 1-85573-722-1.
  4. ^ Codex Alimentarius (Codex GFSA) Online. Updated up to the 37th Session of the Codex Alimentarius Commission (2014) Sunset yellow FCF (110)
  5. ^ FDA December 2009 Color Additive Status List
  6. ^ EU Food Additive Database Sunset Yellow FCF/Orange Yellow S 2016-03-04 at the Wayback Machine. Database accessed 6 December 2014]
  7. ^ European Medicines Agency 19 June 2007 [Guideline on Excipients in the Dossier for Application for Marketing Authorisation of a Medicinal Product]
  8. ^ Food: The Chemistry of Its Components. Royal Society of Chemistry. 2009. ISBN 9780854041114. Retrieved 2014-12-06.
  9. ^ a b c "Reconsideration of the temporary ADI and refined exposure assessment for Sunset Yellow FCF (E 110)". EFSA Journal. 12 (7): 3765. 2014. doi:10.2903/j.efsa.2014.3765.
  10. ^ Tomaska LD and Brooke-Taylor, S. Food Additives - General pp 449-454 in Encyclopedia of Food Safety, Vol 2: Hazards and Diseases. Eds, Motarjemi Y et al. Academic Press, 2013. ISBN 9780123786135
  11. ^ Millichap JG; Yee MM (February 2012). "The diet factor in attention-deficit/hyperactivity disorder". Pediatrics. 129 (2): 330–337. doi:10.1542/peds.2011-2199. PMID 22232312. S2CID 14925322.
  12. ^ a b c d e f g h i FDA. Background Document for the Food Advisory Committee: Certified Color Additives in Food and Possible Association with Attention Deficit Hyperactivity Disorder in Children: March 30-31, 2011
  13. ^ "NOU 2012-2 Utenfor og innenfor - Norges avtaler med EU" (PDF). The Norwegian Government..
  14. ^ a b c d e Sarah Chapman of Chapman Technologies on behalf of Food Standards Agency in Scotland. March 2011 [Guidelines on approaches to the replacement of tartrazine, allura red, ponceau 4R, quinoline yellow, sunset yellow and carmoisine in food and beverages]
  15. ^ "Guidelines on approaches to the replacement of Tartrazine, Allura Red, Ponceau 4R, Quinoline Yellow, Sunset Yellow and Carmoisine in food and beverages" (PDF). FSA. Retrieved 2014-12-06.
  16. ^ "Scientific Opinion on the re-evaluation of Sunset Yellow FCF (E 110) as a food additive". EFSA Journal. 7 (11): 1330. 2009. doi:10.2903/j.efsa.2009.1330.

sunset, yellow, also, known, orange, yellow, 15985, petroleum, derived, orange, with, dependent, maximum, absorption, about, with, shoulder, when, added, foods, sold, united, states, known, yellow, when, sold, europe, denoted, number, e110, namesiupac, name, d. Sunset yellow FCF also known as orange yellow S or C I 15985 is a petroleum derived orange azo dye with a pH dependent maximum absorption at about 480 nm at pH 1 and 443 nm at pH 13 with a shoulder at 500 nm 1 2 463 When added to foods sold in the United States it is known as FD amp C Yellow 6 when sold in Europe it is denoted by E Number E110 3 Sunset yellow FCF NamesIUPAC name Disodium 6 hydroxy 5 4 sulfophenyl azo 2 naphthalenesulfonateOther names Orange Yellow S FD amp C Yellow 6 C I 15985 E110IdentifiersCAS Number 2783 94 0 Y3D model JSmol Interactive imageChEMBL ChEMBL1371409 NChemSpider 11431290 YECHA InfoCard 100 018 629E number E110 colours KEGG C19531 NPubChem CID 6093232UNII H77VEI93A8 YCompTox Dashboard EPA DTXSID6021456InChI InChI 1S C16H12N2O7S2 2Na c19 15 8 1 10 9 13 27 23 24 25 6 7 14 10 16 15 18 17 11 2 4 12 5 3 11 26 20 21 22 h1 9 19H H 20 21 22 H 23 24 25 q 2 1 p 2 b18 17 YKey OIQPTROHQCGFEF QIKYXUGXSA L YInChI 1 C16H12N2O7S2 2Na c19 15 8 1 10 9 13 27 23 24 25 6 7 14 10 16 15 18 17 11 2 4 12 5 3 11 26 20 21 22 h1 9 19H H 20 21 22 H 23 24 25 q 2 1 p 2 b18 17 Key OIQPTROHQCGFEF JLAJEUQUBHSMILES Na Na O S O O c1ccc cc1 N N c2c3ccc cc3ccc2O S O O OPropertiesChemical formula C 16H 10N 2Na 2O 7S 2Molar mass 452 36 g mol 1Melting point 300 C 572 F 573 K HazardsNFPA 704 fire diamond 210Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references Contents 1 Uses 2 Safety 3 Regulation as food additive 3 1 Europe 3 2 United States 4 Society and culture 5 See also 6 ReferencesUses editSunset yellow is used in foods condoms cosmetics and drugs Sunset yellow FCF is used as an orange or yellow orange dye 4 5 6 7 4 For example it is used in candy desserts snacks sauces and preserved fruits 1 463 465 Sunset yellow is often used in conjunction with E123 amaranth to produce a brown colouring in both chocolates and caramel 8 Safety editThe acceptable daily intake ADI is 0 4 mg kg under both EU and WHO FAO guidelines 1 465 9 Sunset yellow FCF has no carcinogenicity genotoxicity or developmental toxicity in the amounts at which it is used 1 465 9 It has been claimed since the late 1970s under the advocacy of Benjamin Feingold that sunset yellow FCF causes food intolerance and ADHD like behavior in children but there is no scientific evidence to support these broad claims 10 452 It is possible that certain food colorings may act as a trigger in those who are genetically predisposed but the evidence is weak 11 12 Regulation as food additive editEurope edit European Parliament and Council Directive 94 36 EC of 30 June 1994 on colours for use in foodstuffs harmonized rules and approved Sunset Yellow FCF for use in foodstuffs in the whole of the European Union Before that time approved amounts was up to each country but naming and composition was standardized Sunset yellow FCF was not approved in Norway before 2001 That was the time when the 94 36 EC directive of 1994 was included in EFTA now EEC rules and came into effect after years of delaying tactics from the Norwegian side and a heated political debate 13 In 2008 the Food Standards Agency of the UK called for food manufacturers to voluntarily stop using six food additive colours tartrazine allura red ponceau 4R quinoline yellow WS sunset yellow and carmoisine dubbed the Southampton 6 by 2009 14 and provided a document to assist in replacing the colors with other colors 15 An EU regulation came into effect in 2010 mandating that food manufacturers include a label on foods containing the Southampton 6 stating may have an adverse effect on activity and attention in children 14 United States edit Sunset yellow FCF is known as FD amp C yellow No 6 in the US and is approved for use in coloring food drugs and cosmetics with an acceptable daily intake of 3 75 mg kg 12 2 7 Society and culture editSince the 1970s and the well publicized advocacy of Benjamin Feingold there has been public concern that food colorings may cause ADHD like behavior in children 12 These concerns have led the FDA and other food safety authorities to regularly review the scientific literature and led the UK FSA to commission a study by researchers at Southampton University of the effect of a mixture of the Southampton 6 and sodium benzoate a preservative on children in the general population who consumed them in beverages the study published in 2007 12 14 The study found a possible link between the consumption of these artificial colours and a sodium benzoate preservative and increased hyperactivity in the children 12 14 the advisory committee to the FSA that evaluated the study also determined that because of study limitations the results could not be extrapolated to the general population and further testing was recommended 12 The European regulatory community with a stronger emphasis on the precautionary principle required labelling and temporarily reduced the acceptable daily intake ADI for the food colorings the UK FSA called for voluntary withdrawal of the colorings by food manufacturers 12 14 However in 2009 the EFSA re evaluated the data at hand and determined that the available scientific evidence does not substantiate a link between the color additives and behavioral effects 12 16 and in 2014 after further review of the data the EFSA restored the prior ADI levels 9 The US FDA did not make changes following the publication of the Southampton study but following a citizen petition filed by the Center for Science in the Public Interest in 2008 requesting the FDA to ban several food additives the FDA commenced a review of the available evidence and still made no changes 12 See also editTartrazine also known as Yellow 5References edit a b c d Abbey J 2013 Yasmine Motarjemi Gerald Moy Ewen Todd eds Colorants Vol 2 Hazards and Diseases Academic Press pp 459 465 ISBN 9780123786135 a href Template Cite book html title Template Cite book cite book a work ignored help Committee on Food Chemicals Codex 2003 Food chemicals codex 5th ed Washington DC National Academy Press ISBN 9780309088664 Wood Roger M 2004 Analytical methods for food additives Boca Raton CRC Press ISBN 1 85573 722 1 Codex Alimentarius Codex GFSA Online Updated up to the 37th Session of the Codex Alimentarius Commission 2014 Sunset yellow FCF 110 FDA December 2009 Color Additive Status List EU Food Additive Database Sunset Yellow FCF Orange Yellow S Archived 2016 03 04 at the Wayback Machine Database accessed 6 December 2014 European Medicines Agency 19 June 2007 Guideline on Excipients in the Dossier for Application for Marketing Authorisation of a Medicinal Product Food The Chemistry of Its Components Royal Society of Chemistry 2009 ISBN 9780854041114 Retrieved 2014 12 06 a b c Reconsideration of the temporary ADI and refined exposure assessment for Sunset Yellow FCF E 110 EFSA Journal 12 7 3765 2014 doi 10 2903 j efsa 2014 3765 Tomaska LD and Brooke Taylor S Food Additives General pp 449 454 in Encyclopedia of Food Safety Vol 2 Hazards and Diseases Eds Motarjemi Y et al Academic Press 2013 ISBN 9780123786135 Millichap JG Yee MM February 2012 The diet factor in attention deficit hyperactivity disorder Pediatrics 129 2 330 337 doi 10 1542 peds 2011 2199 PMID 22232312 S2CID 14925322 a b c d e f g h i FDA Background Document for the Food Advisory Committee Certified Color Additives in Food and Possible Association with Attention Deficit Hyperactivity Disorder in Children March 30 31 2011 NOU 2012 2 Utenfor og innenfor Norges avtaler med EU PDF The Norwegian Government a b c d e Sarah Chapman of Chapman Technologies on behalf of Food Standards Agency in Scotland March 2011 Guidelines on approaches to the replacement of tartrazine allura red ponceau 4R quinoline yellow sunset yellow and carmoisine in food and beverages Guidelines on approaches to the replacement of Tartrazine Allura Red Ponceau 4R Quinoline Yellow Sunset Yellow and Carmoisine in food and beverages PDF FSA Retrieved 2014 12 06 Scientific Opinion on the re evaluation of Sunset Yellow FCF E 110 as a food additive EFSA Journal 7 11 1330 2009 doi 10 2903 j efsa 2009 1330 Retrieved from https en wikipedia org w index php title Sunset yellow FCF amp oldid 1179066105, wikipedia, wiki, book, books, library,

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