| 词条 | Acetone oxime |
| 释义 |
| ImageFile = acetoxime.svg | ImageSize = | ImageAlt = | IUPACName = 2-Propanone oxime | OtherNames = Acetoxime; N-Hydroxy-2-propanimine; Methyl methyl ketoxime |Section1={{Chembox Identifiers | CASNo = 127-06-0 | PubChem = 67180 | SMILES = CC(=NO)C | EINECS = 204-820-1 | ChemSpiderID = 60524 | InChI = 1/C3H7NO/c1-3(2)4-5/h5H,1-2H3 | InChIKey = PXAJQJMDEXJWFB-UHFFFAOYAK | StdInChI = 1S/C3H7NO/c1-3(2)4-5/h5H,1-2H3 | StdInChIKey = PXAJQJMDEXJWFB-UHFFFAOYSA-N | RTECS = | MeSHName = | ChEBI = 15349 | KEGG = C01995 }} |Section2={{Chembox Properties | C=3 | H=7 | N=1 | O=1 | Appearance = White needle like crystals | Density = 0.901 g/mL[1] | MeltingPtC = 60 to 63 | BoilingPtC = 135 | Solubility = 330 g/L (20 °C) | MagSus = -44.42·10−6 cm3/mol }} |Section3={{Chembox Hazards | MainHazards = May be harmful if swallowed | LD50 = 4,000 mg/kg Intraperitoneal-mouse | FlashPtC = 60 | FlashPt_notes = | NFPA-F = 0 | NFPA-H = 0 | NFPA-R = 0 }} }}Acetone oxime (acetoxime) is the organic compound with the formula (CH3)2CNOH. It is the simplest example of a ketoxime. It is a white crystalline solid that is soluble in water, ethanol, ether, chloroform, and ligroin. It is used as a reagent in organic synthesis.[2] Acetone oxime (acetoxime) was first prepared and named in 1882 by the German chemist Victor Meyer and his Swiss student Alois Janny.[3] PreparationAcetone oxime is synthesized by the condensation of acetone and hydroxylamine in the presence of HCl:[4][2] (CH3)2CO + H2NOH → (CH3)2CNOH + H2O It can also be generated via ammoxidation of acetone in the presence of hydrogen peroxide.[5] UsesAcetone oxime is an excellent corrosion inhibitor (deoxidant) with lower toxicity and greater stability compared to the common agent hydrazine. It is also useful in the determination of ketones, cobalt and in organic synthesis.[6] References1. ^Sigma-Aldrich Chemical Catalogue {{cite web|title=Acetone Oxime|url=http://www.sigmaaldrich.com/catalog/product/aldrich/a10507?lang=en®ion=US|accessdate=2 September 2016}} 2. ^1 Steven M. Weinreb, Kristina Borstnik "Acetone Oxime" e-EROS Encyclopedia of Reagents for Organic Synthesis, 2007. {{DOI|10.1002/047084289X.rn00765}} 3. ^{{cite journal|last1=Meyer|first1=Victor|last2=Janny|first2=Alois|title=Ueber die Einwirkung von Hydroxylamin auf Aceton|journal=Berichte der Deutschen Chemischen Gesellschaft|date=1882|volume=15|pages=1324–1326|url=https://babel.hathitrust.org/cgi/pt?id=uiug.30112025692838;view=1up;seq=230|trans-title=On the effect of hydroxylamine on acetone|language=German|doi=10.1002/cber.188201501285}} From p. 1324: "Die Substanz, welche wir, wegen ihrer nahen Beziehungen zur Acetoximsäure, und da sie keine sauren Eigenschaften besitzt, vorläufig Acetoxim nennen wollen, …" (The substance, which we – on account of its close relations to acetoximic acid, and since it possesses no acid properties – will, for the present, name "acetoxime," … ) 4. ^Handbook of Chemistry and Physics {{cite web|title=Acetone Oxime|url=http://www.hbcpnetbase.com/|accessdate=23 April 2014}} 5. ^Xinhua Liang, Zhentao Mi, Yaquan Wang, Li Wang, Xiangwen Zhang "Synthesis of acetone oxime through acetone ammoximation over TS-1" Reaction Kinetics and Catalysis Letters Volume 82, pp 333-337. . 6. ^[https://link.springer.com/article/10.1023%2FB%3AREAC.0000034845.65961.3e#page-1 Acetone Oxime Properties], additional text. 1 : Ketoximes |
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