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Revision as of 14:55, 7 December 2010 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: InChI1->InChI StdInChI StdInChIKey.← Previous edit Latest revision as of 19:35, 28 July 2024 edit undoMinihaa (talk | contribs)Autopatrolled, Extended confirmed users3,989 editsm + link Peroxynonanoic acidTag: Visual edit 
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{{Chembox {{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 464402661
| ImageFile = Sodium nonanoyloxybenzenesulfonate.png | ImageFile = Sodium nonanoyloxybenzenesulfonate.png
| ImageSize = 200px | ImageSize = 200px
| IUPACName = Sodium 4-nonanoyloxybenzenesulfonate | PIN = Sodium 4-(nonanoyloxy)benzene-1-sulfonate
| OtherNames = 4-Sulfophenyl nonanoate sodium salt; Sodium ''p''-nonanoyloxybenzenesulfonate; ''p''-(Nonanoyloxy)benzenesulfonic acid sodium salt; ''p''-Sodiosulfophenyl nonanoate | OtherNames = 4-Sulfophenyl nonanoate sodium salt; Sodium ''p''-nonanoyloxybenzenesulfonate; ''p''-(Nonanoyloxy)benzenesulfonic acid sodium salt; ''p''-Sodiosulfophenyl nonanoate
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| Abbreviations = NOBS | Abbreviations = NOBS
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 152449 | ChemSpiderID = 152449
| 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 | 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
| InChIKey = QSKQNALVHFTOQX-REWHXWOFAO | InChIKey = QSKQNALVHFTOQX-REWHXWOFAO
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| 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 | 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = QSKQNALVHFTOQX-UHFFFAOYSA-M | StdInChIKey = QSKQNALVHFTOQX-UHFFFAOYSA-M
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 89740-11-4 | CASNo = 89740-11-4
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 642JLH7JVI
| PubChem = 174822 | PubChem = 174822
| SMILES = .O=C(Oc1ccccc1S()(=O)=O)CCCCCCCC | SMILES = .O=C(Oc1ccccc1S()(=O)=O)CCCCCCCC
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C=15|H=21|Na=1|O=5|S=1 | C=15 | H=21 | Na=1 | O=5 | S=1
| Appearance = | Appearance =
| Density = | Density =
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| BoilingPt = | BoilingPt =
| Solubility = }} | Solubility = }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = }} | AutoignitionPt = }}
}} }}


'''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. '''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>

==Synthesis==
NOBS is formed by the reaction of ] (or its ]s) with ] followed by ] using ] to form a ] at the para-position.

==Bleach activation==
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&nbsp;°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>
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.


==References== ==References==
{{reflist}} {{reflist}}



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