| 词条 | Aliquat 336 |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477314600 | Name = Aliquat 336 | ImageFile = Aliquat 336.png | ImageSize = | ImageName = | IUPACName = N-Methyl-N,N,N-trioctylammonium chloride | OtherNames = Starks' catalyst; Tricaprylmethylammonium chloride, Methyltrioctylammonium chloride |Section1={{Chembox Identifiers | SMILES = CCCCCCCC[N+](CCCCCCCC)(C)CCCCCCCC.[Cl-] | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 19948 | PubChem = 21218 | InChI = 1/C25H54N.ClH/c1-5-8-11-14-17-20-23-26(4,24-21-18-15-12-9-6-2)25-22-19-16-13-10-7-3;/h5-25H2,1-4H3;1H/q+1;/p-1 | InChIKey = XKBGEWXEAPTVCK-REWHXWOFAD | SMILES1 = [Cl-].C(CCCCCC[N+](CCCCCCCC)(CCCCCCCC)C)C | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C25H54N.ClH/c1-5-8-11-14-17-20-23-26(4,24-21-18-15-12-9-6-2)25-22-19-16-13-10-7-3;/h5-25H2,1-4H3;1H/q+1;/p-1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = XKBGEWXEAPTVCK-UHFFFAOYSA-M | CASNo_Ref = {{cascite|changed|??}} | CASNo = 63393-96-4 | RTECS = UZ2997500 |Section2={{Chembox Properties | C=25 | H=54 | Cl=1 | N=1 | Appearance = Colorless viscous liquid | Density = 0.884 g/cm3 | Solubility = | MeltingPtC = −20 | BoilingPtC = 225 | Viscosity = 1500 mPa·s at 30 °C |Section7={{Chembox Hazards | ExternalSDS = External MSDS | MainHazards = Toxic (USA) | EUClass = Harmful (Xn) | FlashPtC = 113 | FlashPt_notes = (closed cup) | RPhrases = {{R22}} {{R38}} {{R41}} {{R50/53}} | SPhrases = {{S26}} {{S39}} {{S60}} {{S61}} |Section8={{Chembox Related | OtherFunction_label = | OtherFunction = Aliquat 100, Aliquat 134, Aliquat 175, Aliquat HTA-1 }}Aliquat 336 (Starks' catalyst) is a quaternary ammonium salt used as a phase transfer catalyst and metal extraction reagent. It contains a mixture of C8 (octyl) and C10 (decyl) chains with C8 predominating. It is an ionic liquid.[1] ApplicationsAliquat 336 is used as a phase transfer catalyst,[2] including in the catalytic oxidation of cyclohexene to 1,6-hexanedioic acid.[3] This reaction is more environmentally friendly. It is an example of green chemistry, compared with the traditional method of oxidizing cyclohexanol or cyclohexanone with nitric acid or potassium permanganate, which produce hazardous wastes.[4] Aliquat 336 was used in the total synthesis of manzamine A by Darren Dixon in an early step to the electrophile.[5] References1. ^{{Cite journal | doi = 10.1080/01932691.2013.862170| title = Physicochemical Properties of an Hydrophobic Ionic Liquid (Aliquat 336) in a Polar Protic Solvent (Formamide) at Different Temperatures| journal = Journal of Dispersion Science and Technology| volume = 36| issue = 5| pages = 641| year = 2015| last1 = Litaiem| first1 = Yousra| last2 = Dhahbi| first2 = Mahmoud}} 2. ^{{cite journal | doi = 10.1021/ja00730a033 | author = C. M. Starks | title = Phase-transfer catalysis. I. Heterogeneous reactions involving anion transfer by quaternary ammonium and phosphonium salts | journal = J. Am. Chem. Soc. | year = 1971 | volume = 93 | pages = 195-199}} 3. ^{{cite journal | author = S. M. Reed | author2=J. E. Hutchison | title = An Environmentally Benign Synthesis of Adipic Acid | journal = J. Chem. Educ. | year = 2000 | volume = 77 | pages = 1627–8 | doi = 10.1021/ed077p1627 | issue = 12}} 4. ^{{cite book|url=https://books.google.com/?id=HokcDQAAQBAJ&pg=PA76&lpg=PA76&dq=green+aliquat++cyclohexene#v=onepage&q=green%20aliquat%20%20cyclohexene&f=false|title=Green Chemistry: Fundamentals and Applications|isbn=9781466578265|last1=Ameta|first1=Suresh C|last2=Ameta|first2=Rakshit|date=2013-09-11}} 5. ^{{cite journal |title=Total Synthesis of Manzamine A and Related Alkaloids| first=Pavol |last=Jakubec |first2=Alison |last2=Hawkins |first3=Wolfgang |last3=Felzmann |first4=Darren J. |last4=Dixon | journal = Journal of the American Chemical Society | year = 2012 | volume = 134 |issue=42| pages = 17482–17485 | doi = 10.1021/ja308826x | pmid=23039372 }} 4 : Quaternary ammonium compounds|Chlorides|Catalysts|Ionic liquids |
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