八氟戊烷-2,3-二酮 | 74728-95-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 八氟戊烷-2,3-二酮
• 英文名称: Octafluor-2,3-pentandion
• 英文别名: Octafluoropentane-2,3-dione；1,1,1,4,4,5,5,5-octafluoropentane-2,3-dione
• CAS: 74728-95-3
• 化学式: C₅F₈O₂
• mdl: MFCD00155899
• 分子量: 244.041
• InChiKey: DUBQXOQHBGMTRB-UHFFFAOYSA-N

物化性质

• 沸点：
  38-39°C
• 密度：
  1.637±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  10

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  八氟戊烷-2,3-二酮 在 五氟化锑 作用下， 反应 8.0h， 以83%的产率得到perfluoro-2-methyloxolan-3-one
  参考文献：
  名称：

  Electrophilic isomerization of fluoroaliphatic oxygen-containing compounds

  摘要：

  An unusual electrophilic cyclization of fluorine-containing carbonyl compounds and alpha-oxides was discovered. Upon the action of SbF5, perfluorinated ketones, diketones, and alpha-oxides isomerize to oxolanes. This reaction proceeds with the obligatory participation of the terminal CF3 group.

  DOI：

  10.1007/bf00961053
• 作为产物：
  描述：

  trans-perfluoro-2-pentene 、 氟化铯 以77%的产率得到
  参考文献：
  名称：

  KURYKIN M. A.; GERMAN L. S.; STUDNEV YU. I.; FOKIN A. V., IZV. AN CCCP CEP. XIM., 1980, HO 7, 1679-1681

  摘要：

  DOI：

文献信息

• Oxidative Addition of Hexafluoroacetone, Perfluorinated 1,2-Diketones and Tetrachloro-O-Benzoquinone to Compounds of Low-Valent Phosphorus-New Modes of Addition and Unusual Products
  作者：I. Neda、C. Melnicky、A. Vollbrecht、A. Fischer、P.G. Jones、A. Martens-Von Salzen、R. Schmutzler、U. Niemeyer、B. Kutscher、J. Engel

  DOI：10.1080/10426509608545232

  日期：1996.1

  Abstract The reaction of hexafluoroacetone (HFA) with the benzoxazaphosphorinone 1 leads to the λ5-oxazaphosphepinone 2. In several cases unusual products, 3, 8 - 14, 16, and 17, were isolated in the reactions of 1, 4 - 7, and 15 with HFA, tetrachloroorthobenzoquinone (TOB) and perfluorinated 1,2-diketones. X-Ray crystal structure analyses were carried out for the derivatives 2, 3, and 8 - 10.

  摘要 六氟丙酮 (HFA) 与苯并氧氮杂膦酮 1 反应生成 λ5-氧氮杂膦酮 2。在一些情况下，在 1、4-7 和15 与 HFA、四氯邻苯醌 (TOB) 和全氟化 1,2-二酮。对衍生物 2、3 和 8-10 进行了 X 射线晶体结构分析。
• Synthesis of tricyclic ( λ5 ) -phosphoranes N-demethylation/N-alkylation reactions during the oxidative addition perfluorinated α-diketones to P-bis(2-chloroethyl)amino-substituted λ3P-compounds
  作者：Ion Neda、Christian Müller、Reinhard Schmutzler

  DOI：10.1016/s0022-1139(97)00079-1

  日期：1997.10

  In the reaction of various 2,3-dihydro-1,3,2-benzodiazaphosphorin-4( 1H)-ones with perfluorinated a-diketones, CF3C(:O)C(:O)Rf an oxidative addition reaction with concomitant N-alkylation of the CH3(N) atom, and formation of tricyclic phosphoranes was found to take place. In one case no N-alkylation reaction was observed and a perfluoropinacolyl spirophosphorane was formed instead. The course of the

  在各种2,3-二氢-1,3,2-苯并二氮杂磷蛋白-4（1 H）-酮与全氟α-二酮的反应中，CF 3 C（：O）C（：O）R f发生氧化加成反应伴随CH 3（N）原子的N-烷基化，发现三环磷烷的形成。在一种情况下，未观察到N-烷基化反应，而是形成了全氟频哪醇螺螺磷烷。反应过程主要取决于R f的空间需求和苯并二氮杂膦酰基酮的N -3取代基。
• Neue Phospholen‐ und Phosphepin‐Derivate aus λ ³ ‐Phosphorverbindungen und Hexafluoraceton oder perfluorierten α‐Diketonen
  作者：Alexander Kadyrov、Ion Neda、Thomas Kaukorat、Ralf Sonnenburg、Axel Fischer、Peter G. Jones、Reinhard Schmutzler

  DOI：10.1002/cber.19961290620

  日期：1996.6

  New Phospholene and Phosphepine Derivatives from λ3‐Phosphorus Compounds and Hexafluoroacetone or Perfluorinated α‐DiketonesThe reaction of the bis(2‐chloroethyl)amino‐substituted benzoxazaphosphorinone 1 with hexafluoroacetone (HFA) proceeds with insertion of the carbonyl group of HFA into the heterocycle of 1 to form the oxazaphosphepinedione 2. Triethyl phosphite (3) and triphenyl phosphite (4) react with the perfluorinated diketones 5 and 6 with formation of the pentaoxyphosphoranes 7–10 containing a dioxaphospholene ring system. The reaction of the (2‐chloroethyl)amino‐ and bis(2‐chloroethyl)amino‐substituted 1,3,5,2‐triazaphosphorinanediones 11–14 with the perfluorinated diketone C2F5C(:O)C(:O)CF3 (15) furnishes spirophosphorane derivatives with the dioxaphospholene ring system, 16 and 17, in two cases only. Compound 1 and 2‐[bis(2‐chloroethyl)‐amino]‐4H‐1,3,2‐benzodioxaphosphorin‐4‐one (18) react with the perfluorinated α‐diketones 5 and 6 with insertion of the diketones into the heterocycle of 1 and 18 with formation of compounds 19–22 containing dioxa‐ and oxazaphosphepinone ring systems. The expected oxidative addition of the diketones to λ3P with formation of spirophosphoranes was not observed. Compounds 19–22 were obtained as mixtures of isomers (19a/b–22a/b). Single crystal X‐ray structure analyses were conducted on 2 and 9. The seven‐membered ring of 2 displays a “tub” conformation, with the O and benzo C atoms lying out of the plane of the other four atoms. The two independent molecules of 9 are similar, but differ in the degree of distortion from trigonal‐bipyramidal geometry of phosphorus.
• FILYAKOVA T. I.; ZAPEVALOV A. YA.; KOLENKO I. P.; GERMAN L. S., IZV. AN CCCP CEP. XIM., 1980 HO 5, 1186-1187
  作者：FILYAKOVA T. I.、 ZAPEVALOV A. YA.、 KOLENKO I. P.、 GERMAN L. S.

  DOI：——

  日期：——