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{{Chembox |
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{{Chembox |
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| verifiedrevid = 464402661 |
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| ImageFile = Sodium nonanoyloxybenzenesulfonate.png |
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| ImageFile = Sodium nonanoyloxybenzenesulfonate.png |
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| ImageSize = 200px |
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| ImageSize = 200px |
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| IUPACName = Sodium 4-nonanoyloxybenzenesulfonate |
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| PIN = Sodium 4-(nonanoyloxy)benzene-1-sulfonate |
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| OtherNames = 4-Sulfophenyl nonanoate sodium salt; Sodium ''p''-nonanoyloxybenzenesulfonate; ''p''-(Nonanoyloxy)benzenesulfonic acid sodium salt; ''p''-Sodiosulfophenyl nonanoate |
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| OtherNames = 4-Sulfophenyl nonanoate sodium salt; Sodium ''p''-nonanoyloxybenzenesulfonate; ''p''-(Nonanoyloxy)benzenesulfonic acid sodium salt; ''p''-Sodiosulfophenyl nonanoate |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| Abbreviations = NOBS |
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| Abbreviations = NOBS |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 152449 |
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| ChemSpiderID = 152449 |
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| InChI = 1/C15H22O5S.Na/c1-2-3-4-5-6-7-12-15(16)20-13-10-8-9-11-14(13)21(17,18)19;/h8-11H,2-7,12H2,1H3,(H,17,18,19);/q;+1/p-1 |
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| InChI = 1/C15H22O5S.Na/c1-2-3-4-5-6-7-12-15(16)20-13-10-8-9-11-14(13)21(17,18)19;/h8-11H,2-7,12H2,1H3,(H,17,18,19);/q;+1/p-1 |
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| InChIKey = QSKQNALVHFTOQX-REWHXWOFAO |
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| InChIKey = QSKQNALVHFTOQX-REWHXWOFAO |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C15H22O5S.Na/c1-2-3-4-5-6-7-12-15(16)20-13-10-8-9-11-14(13)21(17,18)19;/h8-11H,2-7,12H2,1H3,(H,17,18,19);/q;+1/p-1 |
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| StdInChI = 1S/C15H22O5S.Na/c1-2-3-4-5-6-7-12-15(16)20-13-10-8-9-11-14(13)21(17,18)19;/h8-11H,2-7,12H2,1H3,(H,17,18,19);/q;+1/p-1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = QSKQNALVHFTOQX-UHFFFAOYSA-M |
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| StdInChIKey = QSKQNALVHFTOQX-UHFFFAOYSA-M |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 89740-11-4 |
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| CASNo = 89740-11-4 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 642JLH7JVI |
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| PubChem = 174822 |
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| PubChem = 174822 |
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| SMILES = .O=C(Oc1ccccc1S()(=O)=O)CCCCCCCC |
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| SMILES = .O=C(Oc1ccccc1S()(=O)=O)CCCCCCCC |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=15|H=21|Na=1|O=5|S=1 |
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| C=15 | H=21 | Na=1 | O=5 | S=1 |
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| Appearance = |
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| Solubility = }} |
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| Section3 = {{Chembox Hazards |
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| Autoignition = }} |
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'''Sodium nonanoyloxybenzenesulfonate''' ('''NOBS''') is an important component of ]s and ]es. It is known as a ] for ] sources, allowing formulas containing ] releasing chemicals (specifically the ], ], ], ], and ].<ref>{{cite journal | author = Kuzel, P.; Lieser, T. | title = Bleach systems | journal = Tenside, Surfactants, Detergents | year = 1990 | volume = 27 | issue = 1 | pages = 23–8}}</ref> Unlike ], NOBS can be used in a much lower temperature. |
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'''Sodium nonanoyloxybenzenesulfonate''' ('''NOBS''') is an important component of ]s and ]es. It is known as a ] for ] sources, allowing formulas containing ] releasing chemicals (specifically ], ], ], ], and ]) to effect bleaching at lower temperatures.<ref>{{cite journal |author1=Kuzel, P. |author2=Lieser, T. | title = Bleach systems | journal = Tenside, Surfactants, Detergents | year = 1990 | volume = 27 | issue = 1 | pages = 23–8|doi=10.1515/tsd-1990-270109 |s2cid=235325050 }}</ref> |
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==Synthesis== |
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NOBS is formed by the reaction of ] (or its ]s) with ] followed by ] using ] to form a ] at the para-position. |
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==Bleach activation== |
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NOBS was developed by ] in 1983<ref>{{cite book|last1=Chung|first1=S. Y.|last2=Spadini|first2=G. L.|title=US4412934|date=1983}}</ref> and was first used in American laundry detergents in 1988.<ref name="Cahn1994">{{cite book|author=Arno Cahn|title=Proceedings of the 3rd World Conference on Detergents: Global Perspectives|url=https://books.google.com/books?id=Pbr2HJ1X_DkC&pg=PA64|date=30 January 1994|publisher=The American Oil Chemists Society|isbn=978-0-935315-52-3|pages=64–70}}</ref> NOBS is the main bleach activator used in the U.S.A. and Japan.<ref name=Hirschen>{{cite book|last1=Hirschen|first1=M.|title=Handbook of Detergents Part C: Analysis|date=2005|publisher=Marcel Dekker|isbn=9780824703516|pages=439–470}}</ref> Compared to ], which is the predominant bleach activator used in Europe, NOBS is efficient at much lower temperatures. At 20 °C NOBS is 100 times more soluble than TAED in water.<ref name=Reinhardt1>{{cite book|last1=Reinhardt|first1=G.|last2=Borchers|first2=G.|title=Handbook of Detergents, Part E: Applications|date=2009|publisher=CRC Press|isbn=9781574447576}}</ref> |
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When attacked by the perhydroxyl anion (from hydrogen peroxide), NOBS forms ] (a ]) and releases the leaving group sodium 4-hydroxybenzene sulfonate, which is an inert by-product. |
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==References== |
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==References== |
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