2,2,3,4,4,4-六氟-1,1-二甲基丁醇 | 58380-92-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,2,3,4,4,4-六氟-1,1-二甲基丁醇
• 英文名称: 3,3,4,5,5,5-hexafluoro-2-methylpentan-2-ol
• 英文别名: 3,3,4,5,5,5-hexafluoro-2-methyl-pentan-2-ol；2,2,3,4,4,4-hexafluoro-1,1-dimethylbutanol；2-Methyl-3,3,4,5,5,5-hexafluor-pentanol-2
• CAS: 58380-92-0
• 化学式: C₆H₈F₆O
• 分子量: 210.119
• InChiKey: AHOBFJZDSQJNCO-UHFFFAOYSA-N

物化性质

• 沸点：
  127 °C
• 密度：
  1.327±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  7

安全信息

• 安全说明：
  S16
• 危险类别码：
  R10
• 危险品运输编号：
  UN 1987

反应信息

• 作为反应物：
  描述：

  2,2,3,4,4,4-六氟-1,1-二甲基丁醇 在 氢氧化钾 作用下， 反应 16.0h， 生成 1,1,1,2,3-Pentafluoro-4-hydroxy-4-methyl-2-pentene
  参考文献：
  名称：

  自由基化学：第XII部分：三氟乙烯的自由基反应

  摘要：

  探索了三氟乙烯（3FE）的自由基化学。通过与丙酮的端粒化作用发生链缩短，并且产物被成功氟化为相应的全氟化物质。描述了涉及醇，醚和胺的其他端粒化反应，并强调了极性对自由基反应性的重要性。醇衍生的端粒与碱的反应产生氧杂环丁烷和氧杂环丁烷，它们聚合成相应的氟化聚醚。讨论了端粒的进一步反应。

  DOI：

  10.1016/s0022-1139(00)00288-8
• 作为产物：
  描述：

  六氟丙烯 、 异丙醇 生成 2,2,3,4,4,4-六氟-1,1-二甲基丁醇
  参考文献：
  名称：

  醚和醇与全氟丙烯的辐射诱导加成反应

  摘要：

  研究了醚和醇与全氟丙烯的辐射诱导加成反应。主要以极好的收率获得了 1:1 加合物，但在添加乙醚和二恶烷时，会生成具有对称结构的 1:2 加合物和 1:1 加合物。含有全氟丙烯基的醚是通过相应的 1:1 加合物的脱氟化氢制备的。从质子和氟 NMR 光谱中，发现 α-醚基和 α-羟烷基自由基的攻击仅发生在二氟亚甲基碳上。醚和醇的相对反应性由竞争反应确定。

  DOI：

  10.1246/bcsj.40.903

文献信息

• 1,1,2,2-Tetrafluoroethyl-N,N-dimethylamine: a new selective fluorinating agent
  作者：Viacheslav A. Petrov、Steve Swearingen、Wonpyo Hong、W. Chris Petersen

  DOI：10.1016/s0022-1139(01)00372-4

  日期：2001.6

  The title compound has been prepared in 96–98% yield by the reaction of tetrafluoroethylene and dimethylamine. 1,1,2,2-Tetrafluoroethyl-N,N-dimethylamine (1) is found to be an effective reagent for the conversion of alcohols into alkyl fluorides. Reaction of 1 and primary alcohols proceeds with high yield formation of the corresponding alkyl fluorides at elevated temperature. However, the reaction

  通过四氟乙烯和二甲胺的反应，可以制备标题化合物，产率为96–98％。发现1,1,2,2-四氟乙基-N，N-二甲基胺（1）是将醇转化为烷基氟化物的有效试剂。1和伯醇的反应在高温下以高收率形成了相应的烷基氟化物。但是，仲醇和叔醇的反应在0–10°C下迅速发生，产生相应的烷基氟化物作为主要产物以及一些烯烃。
• Fluoro-olefin chemistry Part 20 [1]. Reaction of hexafluoropropene with alcohols
  作者：Robert N. Haszeldine、Ronald Rowland、Robin P. Sheppard、Anthony E. Tipping

  DOI：10.1016/s0022-1139(00)80541-2

  日期：1985.7

  Reaction of hexafluoropropene (HFP) with a series of alcohols under thermal, photochemical or peroxide-initiated conditions affords the 1:1 adducts CF3CHFCF2CR1R2OH (R1 = H, R2 = H, Me, Prn or CF3; R1 = Me, R2 = Me or Et) in high yield via a radical chain mechanism. Adduct are not formed with the alcohols (CF3)2CHOH and CF3CHFCF2CH2OH. Other 1:1 adducts of structure CHF2CF(CF3)CH2OH and CH3(C2H3CF2CHFCF3)CH2OH

  六氟丙烯（HFP）与一系列醇在热，光化学或过氧化物引发的条件下反应，得到1：1加合物CF 3 CHFCF 2 CR 1 R 2 OH（R 1 = H，R 2 = H，Me，Pr n或CF 3； R 1 = Me，R 2 = Me或Et）通过自由基链机理高收率。不会与醇（CF 3）2 CHOH和CF 3 CHFCF 2 CH 2 OH形成加合物。CHF 2 CF（CF 3）CH 2结构的其他1：1加合物OH和CH 3（C 2 H 3 CF 2 CHFCF 3）CH 2 OH在甲醇和丁醇反应中分别形成次要产物。
• Method for purifying a fluorinated hydroxyl compound
  申请人：ASAHI GLASS COMPANY LIMITED

  公开号：US20020115893A1

  公开（公告）日：2002-08-22

  The present invention has an object to provide a method for purifying a fluorinated hydroxyl compound of the formula 1 safely in a high yield under industrially practical conditions. Namely, a mixture containing a fluorinated hydroxyl compound of R f —CR 1 R 2 —OH (Formula 1, wherein R f is a C 1-20 polyfluoroalkyl group, and each of R 1 and R 2 is a hydrogen atom or a C 1-3 alkyl group) such as 2,2,3,3-tetrafluoropropanol, and a compound having an unshared electron pair, is distilled by heating in the presence of a solid acid catalyst such as a cation exchange resin catalyst, or by adding a proton source such as water.

  本发明的目的是在工业实际条件下以高收率安全地提供一种用于纯化式1的氟代羟基化合物的方法。即，在存在固体酸催化剂（如阳离子交换树脂催化剂）或加入质子源（如水）的情况下，通过加热蒸馏含有Rf-CR1R2-OH（式1，其中Rf是C1-20多氟烷基，R1和R2中的每一个是氢原子或C1-3烷基）的氟代羟基化合物混合物（如2,2,3,3-四氟丙醇）来纯化。
• PROCESS FOR THE PURIFICATION OF FLUORINATED HYDROXYL COMPOUNDS
  申请人：ASAHI GLASS COMPANY LTD.

  公开号：EP1205461A1

  公开（公告）日：2002-05-15

  The present invention has an object to provide a method for purifying a fluorinated hydroxyl compound of the formula 1 safely in a high yield under industrially practical conditions. Namely, a mixture containing a fluorinated hydroxyl compound of Rf-CR1R2-OH (Formula 1, wherein Rf is a C1-20 polyfluoroalkyl group, and each of R1 and R2 is a hydrogen atom or a C1-3 alkyl group) such as 2,2,3,3-tetrafluoropropanol, and a compound having an unshared electron pair, is distilled by heating in the presence of a solid acid catalyst such as a cation exchange resin catalyst, or by adding a proton source such as water.

  本发明的目的是提供一种在工业实用条件下以高产率安全提纯式 1 含氟羟基化合物的方法。即，将含有 Rf-CR1R2-OH 的氟化羟基化合物（式 1，其中 Rf 为 C1-20 多氟烷基，R1 和 R2 各为氢原子或 C1-3 烷基）（如 2，2，3，3-四氟丙醇）和具有未共享电子对的化合物的混合物，在固体酸催化剂（如阳离子交换树脂催化剂）存在下加热蒸馏，或加入质子源（如水）。
• Radical additions to fluoro-olefins. photochemical mono-fluoroalkylation and sequential bis-fluoroalkylation of oxolane
  作者：Oldřich Paleta、Vladimír Církva、Jaroslav Kvicala

  DOI：10.1016/s0022-1139(96)03511-7

  日期：1996.10

  Oxolane was fluoroalkylated by its photoadditions under atmospheric pressure. Monofluoro-alkylations were carried out with hexafluoropropene (1) and perfluorovinyl ethers C3F7O-[CF(CF3)CF2O](n)-CF=CF2 (2-4, n = 0-2) by direct photoexcitation of the olefins to give high yields of addition products 9-12 (81-94%). The reactions were completely regioselective at the oxolane molecule and almost completely regioselective (93-99%) at the double bond of fluoro-olefins; no bis-fluoroalkylated oxolanes were detected. The completely selective introduction of a second fluoroalkyl into position 5 of the oxolane molecule was accomplished by acetone-sensitised photoaddition of 2-fluoroalkylated oxolanes 9, 10 to fluoro-olefins 1 and 2. By products from reactions of the dimethylketyl radical which is formed in the initiation step were isolated and have given some evidence about the reaction mechanism that is discussed.