2,2,3,3,4,4,5,5,6,6,7,7,7-十三氟-1,1-庚二醇 | 64739-16-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 中文名称: 2,2,3,3,4,4,5,5,6,6,7,7,7-十三氟-1,1-庚二醇
• 英文名称: 2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptane-1,1-diol
• 英文别名: tridecafluoro-heptanal hydrate；1H-tridecafluoro-heptane-1,1-diol
• CAS: 64739-16-8
• 化学式: C₇H₃F₁₃O₂
• 分子量: 366.079
• InChiKey: OUDRUNXDQLDNNJ-UHFFFAOYSA-N

物化性质

• 沸点：
  176.6±40.0 °C(Predicted)
• 密度：
  1.738±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  2,2,3,3,4,4,5,5,6,6,7,7,7-十三氟-1,1-庚二醇 在 phosphorus pentoxide 作用下， 生成 perfluoroheptanal
  参考文献：
  名称：

  在金属对和自由基引发剂的存在下，全氟己基碘化物与N，N-二取代的酰胺和酯的反应性

  摘要：

  在锌铜金属对和自由基引发剂的存在下，研究了全氟己基碘化物与N，N-二取代酰胺或甲酸乙酯作为溶剂和反应物的反应性。在每种情况下，均以良好的收率获得了相应的全氟羰基化合物，例如醛，酰胺，酮和酯，从而证明了该反应的有效性。已经研究并讨论了自由基引发剂对反应机理的影响。

  DOI：

  10.1016/0022-1139(94)03089-i
• 作为产物：
  描述：

  全氟-1-庚醇 在 三氟甲磺酸 、 2-碘酰基苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以79%的产率得到2,2,3,3,4,4,5,5,6,6,7,7,7-十三氟-1,1-庚二醇
  参考文献：
  名称：

  2-碘氧苯甲酸三氟甲磺酸盐：最强大的高价碘（v）氧化剂†

  摘要：

  通过IBX与三氟甲磺酸的反应制备2-碘氧基苯甲酸（IBX）的二三氟甲磺酸酯衍生物，并通过单晶X射线晶体学表征。IBX-二甲苯磺酸盐是一系列结构相似的IBX衍生物中最强大的氧化剂，其易于氧化碳氢化合物和抗氧化多氟醇的能力得到了最好的说明。

  DOI：

  10.1039/c9cc04203b

文献信息

• Transition metal complexes bearing NHC ligands substituted with secondary polyfluoroalkyl groups
  作者：V. Kolaříková、O. Šimůnek、M. Rybáčková、J. Cvačka、A. Březinová、J. Kvíčala

  DOI：10.1039/c5dt02258d

  日期：——

  Using three different approaches, racemic 1-(perfluoroalkyl)ethylamines were synthesized from perfluoroalkyl iodides or perfluoroalkanoic acids, and further transformed to the corresponding N,N′-disubstituted ethane-1,2-diimines and ethane-1,2-diamines as mixtures of diastereoisomers. Their cyclization afforded imidazolium or dihydroimidazolium salts, which led to silver or palladium complexes bearing

  使用三种不同的方法，由全氟烷基碘或全氟链烷酸合成外消旋的1-（全氟烷基）乙胺，并将其进一步转化为相应的N，N'-二取代乙烷-1,2-二亚胺和乙烷-1,2-二胺的混合物非对映异构体。它们的环化作用提供了咪唑鎓盐或二氢咪唑鎓盐，这导致了带有NHC配体的银或钯配合物被仲多氟烷基取代。带有可抛弃的3-氯吡啶配体的钯配合物在Suzuki-Miyaura模型中被证明具有中等活性。
• The gas phase tropospheric removal of fluoroaldehydes (CxF2x+1CHO, x = 3, 4, 6)
  作者：G. Solignac、A. Mellouki、G. Le Bras、Mu Yujing、H. Sidebottom

  DOI：10.1039/b703741b

  日期：——

  The rate coefficient of the OH reaction with the perfluoroaldehydes C3F7CHO and C4F9CHO have been determined in the temperature range 252–373 K using the pulsed laser photolysis–laser induced fluorescence (PLP-LIF) method: kC3F7CHO+OH = (2.0 ± 0.6) × 10−12 exp[−(369 ± 90)/T] and kC4F9CHO+OH = (2.0 ± 0.5) × 10−12 exp[−(356 ± 70)/T] cm3 molecule−1 s−1, corresponding to (5.8 ± 0.6) × 10−13 and (6.1 ± 0.5) × 10−13 cm3 molecule−1 s−1, respectively, at 298 K. The UV absorption cross sections of these two aldehydes and CF3(CF2)5CH2CHO have been measured over the range 230–390 nm at 298 K and also at 328 K for CF3(CF2)5CH2CHO. The obtained results for C3F7CHO and C4F9CHO are in good agreement with two recent determinations but the maximum value of the absorption cross section for CF3(CF2)5CH2CHO is over a factor of two lower than the single one recently published. The photolysis rates of C3F7CHO, C4F9CHO and CF3(CF2)5CHO have been measured under sunlight conditions in the EUPHORE simulation chamber in Valencia (Spain) at the beginning of June. The photolysis rates were, respectively, Jobs = (1.3 ± 0.6) × 10−5, (1.9 ± 0.8) × 10−5 and (0.6 ± 0.3) × 10−5 s−1. From the Jobs measurements and calculated photolysis rate Jcalc, assuming a quantum yield of unity across the atmospheric range of absorption of the aldehydes, quantum yields Jobs/Jcalc = (0.023 ± 0.012), (0.029 ± 0.015) and (0.046 ± 0.028) were derived for the photodissociation of C3F7CHO, C4F9CHO and CF3(CF2)5CHO, respectively. The atmospheric implication of the data obtained in this work is discussed. The main conclusion is that the major atmospheric removal pathway for fluoroaldehydes will be photolysis, which under low NOx conditions, may be a source of fluorinated carboxylic acids in the troposphere.

  使用脉冲激光光解-激光诱导荧光（PLP-LIF）方法测定了在 252-373 K 温度范围内 OH 与全氟醛 C3F7CHO 和 C4F9CHO 反应的速率系数：kC3F7CHO+OH = (2.0 ± 0.6) × 10-12 exp[-(369 ± 90)/T] 和 kC4F9CHO+OH = (2.0 ± 0. 5) × 10-12 exp[-(356 ± 70)/T] cm3 molecule-1 s-1，对应于 (5.8 ± 0.6) × 10-13 和 (6.1 ± 0.5) cm3 molecule-1 s-1。这两种醛类和 CF3(CF2)5CH2CHO 的紫外吸收截面是在 230-390 纳米范围内于 298 K 测得的， (CF2)5CH2CHO 的吸收截面也是在 328 K 测得的。C3F7CHO 和 C4F9CHO 的测量结果与最近的两次测定结果十分吻合，但 (CF2)5CH2CHO 的吸收截面最大值比最近公布的单次测定值低了两倍多。6 月初，在巴伦西亚（西班牙）的 EUPHORE 模拟室中测量了 C3F7CHO、C4F9CHO 和 (CF2)5CHO 在日光条件下的光解率。光解率分别为 Jobs = (1.3 ± 0.6) × 10-5、(1.9 ± 0.8) × 10-5 和 (0.6 ± 0.3) × 10-5 s-1。根据乔布斯测量和计算的光解率 Jcalc，假设醛类在大气吸收范围内的量子产率为统一，则得出 C3F7CHO、C4F9CHO 和 (CF2)5CHO 的光解量子产率乔布斯/Jcalc = (0.023±0.012)、(0.029±0.015) 和 (0.046±0.028) 。本文讨论了所获数据对大气的影响。主要结论是，氟醛在大气中的主要清除途径是光解，在低氮氧化物条件下，光解可能是对流层中氟化羧酸的一个来源。
• POLYCARBONATE-BASE POLYMER, PRODUCTION PROCESS, RESIN COATING FLUID PREPARED THEREFROM, AND ELECTROPHOTOGRAPHIC PHOTORECEPTOR PREPARED THEREFROM
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP0837085A1

  公开（公告）日：1998-04-22

  A polymer comprising mainly repeating units (1) and/or repeating units (2), containing optionally terminal groups (3) and/or repeating units (4), and having a reduced viscosity [ηsp/c] of 0.2 to 10.0 dl/g as measured in a 0.5 g/dl solution thereof in methylene chloride at 20°C; a resin coating fluid containing the polymer, a charge-transfer substance and a solvent; and an electrophotographic photoreceptor containing the polymer as a binder resin in a photosensitive layer, wherein Rf1 represents a group that is composed of at least carbon atoms and fluorine atoms and bonded directly to the two oxygen atoms of the carbonate linkage in the general formula (1) without any intervening arylene group; and Rf2 represents a group that is composed of at least carbon atoms and fluorine atoms and bonded directly to one of the oxygen atoms of the carbonate linkage in the general formula (3) without any intervening arylene group.

  一种主要由重复单元（1）和/或重复单元（2）组成的聚合物，含有任选的末端基团（3）和/或重复单元（4），在 0.其中 Rf1 代表至少由碳原子和氟原子组成并直接与通式（1）中碳酸酯连接的两个氧原子键合的基团，而没有任何芳基介入；Rf2 代表一个至少由碳原子和氟原子组成的基团，直接与通式（3）中碳酸酯链节的一个氧原子键合，中间不含任何芳烯基。
• 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.
• Reaction of perfluoroaldehydes with hydrazine
  作者：I. L. Knunyants、M. D. Bargamova

  DOI：10.1007/bf00925205

  日期：1977.8