perfluorononanal | 63967-40-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: perfluorononanal
• 英文别名: (Perfluorooctane)-1-carbaldehydle；2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononanal
• CAS: 63967-40-8
• 化学式: C₉HF₁₇O
• 分子量: 448.079
• InChiKey: OLALBODTPKELPY-UHFFFAOYSA-N

物化性质

• 沸点：
  121-123 °C
• 密度：
  1.7959 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  18

安全信息

• 海关编码：
  2913000090

反应信息

• 作为反应物：
  描述：

  perfluorononanal 生成 全氟辛酸
  参考文献：
  名称：

  OHTOSHI, SACHIO, SEHKIYU GAKKAJSI, 32,(1989) N, S. 277-285

  摘要：

  DOI：
• 作为产物：
  描述：

  全氟溴辛烷 在 phosphorus pentoxide 、 氢化铝 、 tin(ll) chloride 作用下， 反应 12.0h， 生成 perfluorononanal
  参考文献：
  名称：

  SnX 2 / Al促进全（聚）氟代烷基卤化物与N，N-二甲基甲酰胺的甲酰化

  摘要：

  在催化量的亚锡盐（20摩尔％）和铝粉的存在下，全（聚）氟代烷基碘或溴化物在温和的条件下与DMF平稳反应，以良好至极好的收率得到相应的全（聚）氟代烷基醛。得到含锡的中间体。提出了一种可能的机制。

  DOI：

  10.1016/0022-1139(93)02946-c

文献信息

• A novel synthesis of per(poly)fluoroalkyl aldehydes
  作者：Chang-Ming Hu、Xiao-Qing Tang

  DOI：10.1016/s0022-1139(00)80105-0

  日期：1993.4

  A novel synthesis of per(poly)fluoroalkyl aldehydes in high yield by the reaction ofper(poly)fluoroalkyl iodides or bromides with dimethylformamide initiated by aPbBr2(catalyst)/Al bimetal redox system is described.

  通过由PbBr 2（催化剂）/ Al双金属氧化还原体系引发的全（多）氟烷基碘或溴化物与二甲基甲酰胺的反应，高产率地合成全（多）氟烷基醛。
• An improved synthesis of perfluoroalkyl aldehydes from the reaction of perfluoroalkyl iodides with dimethylformamide
  作者：S. Benefice-Malouet、H. Blancou、A. Commeyras

  DOI：10.1016/s0022-1139(00)80565-5

  日期：1993.8

  The reactivity of perfluoroalkyl iodide in the presence of a zinc-copper metal couple and a radical initiator in DMF, has been investigated. This led to the formation of a mixture of N,N-dimethyl perfluoroalkylamide and perfluoroalkyl aldehyde. After studying the influence of different reaction parameters, the perfluoroalkyl aldehyde formation has been optimized to high yield (over 90%).

  研究了在DMF中锌铜金属对和自由基引发剂存在下的全氟烷基碘的反应性。这导致形成N，N-二甲基全氟烷基酰胺和全氟烷基醛的混合物。在研究了不同反应参数的影响之后，全氟烷基醛的形成已被优化为高收率（超过90％）。
• 一种含氟醛及其制备方法
  申请人：三明学院

  公开号：CN114790132A

  公开（公告）日：2022-07-26

  本发明提供一种含氟醛及其制备方法，该方法包括：先在三口烧瓶中加入含氟烯烃、相转移催化剂、水和浓硫酸，然后分批加入高锰酸钾进行反应后，经萃取、过滤、分层和减压蒸馏，得到含氟醛。该制备方法操作简单且参数容易控制，同时其产物的产率较高。本发明制备的含氟醛可以通过氧化的方式制备含氟羧酸，从而得到阴离子含氟表面活性剂，也可以通过还原的方式制备含氟醇。此外，其还可以和伯胺进行席夫碱反应，从而对含氨基的聚合物进行改性。因此，含氟醛是一种非常有应用前景的中间体。
• Organofluorine compounds and fluorinating agents Part 17: Sonochemical-forced preparation of perfluoroalkanals and their use for non-conventional acetalations of carbohydrates
  作者：Alexey O. Miller、Dietmar Peters、Cornelia Zur、Michael Frank、Ralf Miethchen

  DOI：10.1016/s0022-1139(96)03551-8

  日期：1997.4

  The homologous 1-iodo-perfluoroalkanes 1a-1c and alpha,omega-dibromo-perfluoroalkanes 4a, 4b were carbonylated with DMF in the presence of Al/SnCl2 or Al/PbBr2 under sonication in a short reaction time. The hydrated aldehydes 2a-2c and 5a, 5b respectively were obtained in good yields allowing dehydration to 3a-3c and 6a, 6b. Some of the fluorinated aldehydes were selected as substrates in a Wittig-Homer olefination assisted by ultrasound and in non-conventional acetalations of methyl alpha-L-rhamnopyranoside (9). Thus, (E)-1-perfluorooctyl-2-phenylsulphonyl-ethene (8) was prepared from 3c and the phosphonate 7 by Wittig-Horner synthesis. Acetalations of 9 were carried out with the aldehydes (3a, 3b, 6a), hydrated aldehydes (2a, 2b), and the aldehyde hemiacetal 12 respectively, in the presence of dicyclohexylcarbodiimide (DCC). In all cases, a selective epimerization was observed at the C-atom 3 of the monosaccharide, i.e. polyfluoroalkylidenated 6-deoxy-alpha-L-altropyranosides 10, 11, 13, and 14 were obtained. (C) 1997 Elsevier Science S.A. All rights reserved.
• Degradation of Fluorotelomer Alcohols:  A Likely Atmospheric Source of Perfluorinated Carboxylic Acids
  作者：David A. Ellis、Jonathan W. Martin、Amila O. De Silva、Scott A. Mabury、Michael D. Hurley、Mads P. Sulbaek Andersen、Timothy J. Wallington

  DOI：10.1021/es049860w

  日期：2004.6.1

  Human and animal tissues collected in urban and remote global locations contain persistent and bioaccumulative perfluorinated carboxylic acids (PFCAs). The source of PFCAs was previously unknown. Here we present smog chamber studies that indicate fluorotelomer alcohols (FTOHs) can degrade in the atmosphere to yield a homologous series of PFCAs. Atmospheric degradation of FTOHs is likely to contribute to the widespread dissemination of PFCAs. After their bioaccumulation potential is accounted for, the pattern of PFCAs yielded from FTOHs could account for the distinct contamination profile of PFCAs observed in arctic animals. Furthermore, polar bear liver was shown to contain predominately linear isomers (>99%) of perfluorononanoic acid (PFNA), while both branched and linear isomers were observed for perfluorooctanoic acid, strongly suggesting a sole input of PFNA from "telomer"-based products. The significance of the gas-phase peroxy radical cross reactions that produce PFCAs has not been recognized previously. Such reactions are expected to occur during the atmospheric degradation of all polyfluorinated materials, necessitating a reexamination of the environmental fate and impact of this important class of industrial chemicals.