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and 1,4,3,6-dianhydrosorbitol) with the five-membered 1,4-anhydrosorbitol form being the dominant product. The rate of formation of sorbitan is typically greater than that of isosorbide, which allows it to be produced selectively, providing the reaction conditions are carefully controlled. The
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that are used as emulsifying agents in the preparation of emulsions, creams, and ointments for pharmaceutical and cosmetic use. When used alone they produce stable water-in-oil emulsions but they are frequently used with a
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in varying proportions to produce water-in-oil or oil-in-water emulsions or creams with a variety of different textures and consistencies. Sorbitan esters are also used as emulsifiers and stabilisers in food.
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sorbitan esters are known as polysorbates (trade name: Tweens). They are an important class of emulsifiers used in a variety of settings, including pharmaceuticals and food.
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Yamaguchi, Aritomo; Hiyoshi, Norihito; Sato, Osamu; Shirai, Masayuki (2011). "Sorbitol dehydration in high temperature liquid water".
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Kobayashi, Hirokazu; Fukuoka, Atsushi (2013). "Synthesis and utilisation of sugar compounds derived from lignocellulosic biomass".
394:. The dehydration reaction usually produces sorbitan as a mixture of five- and six-membered cyclic ethers (1,4-anhydrosorbitol,
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378:, with a total annual demand of more than 10,000 tons in 2012. Sorbitan and Sorbitol esters are an uncommon allergen.
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546:(9 January 2012). "Isosorbide as a renewable platform chemical for versatile applications--quo vadis?".
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dehydration reaction has been shown to work even in the presence of excess water.
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Except where otherwise noted, data are given for materials in their
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and is an intermediate in the conversion of sorbitol to
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and is an intermediate in the conversion of sorbitol to
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366:. Sorbitan is primarily used in the production of
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55:)-2-(1,2-Dihydroxyethyl)tetrahydrofuran-3,4-diol
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386:Sorbitan is produced by the dehydration of
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707:Martindale: The Complete Drug Reference
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524:The general structure of polysorbate
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709:. The Pharmaceutical Press. 2005.
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306:(at 25 °C , 100 kPa).
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737:Monosaccharide derivatives
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422:(also known as Spans) are
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436:Sorbitan esters (Spans)
562:10.1002/CSSC.201100580
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410:Surfactant derivatives
374:; which are important
732:Non-ionic surfactants
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448:Sorbitan monostearate
490:Sorbitan monolaurate
469:Sorbitan tristearate
424:nonionic surfactants
245:C1C((C(O1)C(CO)O)O)O
396:1,5-anhydrosorbitol
63:1,4-anhydrosorbitol
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677:10.1039/C0GC00426J
615:10.1039/C3GC00060E
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376:emulsifying agents
333:Infobox references
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544:Palkovits, Regina
354:derived from the
352:organic compounds
341:Chemical compound
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296:colourless solid
202:CompTox Dashboard
110:Interactive image
16:(Redirected from
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727:Tetrahydrofurans
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556:(1): 167–76.
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372:polysorbates
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69:Identifiers
61:Other names
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645:Merck Index
609:(7): 1740.
549:ChemSusChem
515:Ethoxylated
510:Polysorbate
504:Polysorbate
429:polysorbate
368:surfactants
356:dehydration
293:Appearance
254:Properties
144:100.032.415
721:Categories
671:(4): 873.
631:Q105286575
529:References
493:(Span 20,
472:(Span 65,
451:(Span 60,
392:isosorbide
364:isosorbide
284:Molar mass
190:6O92ICV9RU
121:ChemSpider
97:3D model (
86:12441-09-7
76:CAS Number
48:IUPAC name
693:Q29040373
685:1463-9262
623:1463-9262
586:Q28256587
570:1864-5631
382:Synthesis
28:Sorbitan
689:Wikidata
627:Wikidata
582:Wikidata
578:22213713
495:E number
474:E number
453:E number
388:sorbitol
370:such as
360:sorbitol
349:isomeric
345:Sorbitan
497:: E493)
476:: E492)
455:: E491)
326:what is
324: (
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157:PubChem
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415:Esters
321:verify
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238:SMILES
170:103023
42:Names
99:JSmol
681:ISSN
650:8872
619:ISSN
574:PMID
566:ISSN
181:UNII
128:none
673:doi
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558:doi
358:of
207:EPA
160:CID
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51:(3
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316:N
276:5
274:O
270:H
268:6
266:C
209:)
205:(
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53:S
20:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
