2-(溴甲基)六氟丙烷-2-醇 | 503169-76-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(溴甲基)六氟丙烷-2-醇
• 英文名称: 1,1-bis(trifluoromethyl)-2-bromoethanol
• 英文别名: 2-(bromomethyl)hexafluoro-2-propanol；2-(Bromomethyl)hexafluoropropan-2-ol；2-(bromomethyl)-1,1,1,3,3,3-hexafluoropropan-2-ol
• CAS: 503169-76-4
• 化学式: C₄H₃BrF₆O
• 分子量: 260.962
• InChiKey: XMGSMOCOWOKNNK-UHFFFAOYSA-N

物化性质

• 沸点：
  101-103
• 密度：
  1.9

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  1
• 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

• 危险品标志：
  Xi
• 海关编码：
  2905590090

反应信息

• 作为反应物：
  描述：

  六氟丙酮 、 2-(溴甲基)六氟丙烷-2-醇 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 2.0h， 以56%的产率得到2,4-bis(trifluoromethyl)-1,1,1,5,5,5-hexafluoropentane-2,4-diol
  参考文献：
  名称：

  Facile preparation and synthetic applications of LiCH2C(CF3)2OLi

  摘要：

  Bromohydrin BrCH2C(CF3)(2)OH readily reacts with two equivalents of n-BuLi at -78 degreesC to produce the corresponding dilithium derivative LiCH2C(CF3)(2)OLi in high yield. This dilithiated derivative reacts selectively, acting as a C-nucleophile, with a variety of electrophiles such as R2PCl, carbonyl compounds, and epoxides, to give electron-deficient phosphines R2PCH2C(CF3)(2)OH, 1,3- and 1,4-diols, correspondingly. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00154-9
• 作为产物：
  描述：

  3,3,3,-三氟-2-(三氟甲基)-1,2-氧化丙烯 在 氢溴酸 作用下， 反应 3.0h， 以72%的产率得到2-(溴甲基)六氟丙烷-2-醇
  参考文献：
  名称：

  Facile preparation and synthetic applications of LiCH2C(CF3)2OLi

  摘要：

  Bromohydrin BrCH2C(CF3)(2)OH readily reacts with two equivalents of n-BuLi at -78 degreesC to produce the corresponding dilithium derivative LiCH2C(CF3)(2)OLi in high yield. This dilithiated derivative reacts selectively, acting as a C-nucleophile, with a variety of electrophiles such as R2PCl, carbonyl compounds, and epoxides, to give electron-deficient phosphines R2PCH2C(CF3)(2)OH, 1,3- and 1,4-diols, correspondingly. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00154-9

文献信息

• The nascent OH detection in photodissociation of 2-(bromomethyl)hexafluoro-2-propanol at 193nm: Laser-induced fluorescence study
  作者：Yogesh N. Indulkar、Hari P. Upadhyaya、Awadhesh Kumar、Suresh B. Waghmode、Prakash D. Naik

  DOI：10.1016/j.jphotochem.2011.01.026

  日期：2011.7

  The OH channel is a minor dissociation pathway with a quantum yield of 0.17 ± 0.05 in BMHFP, whereas it was not observed in BP. Partitioning of the available energy into translation, rotation, and vibration of the photoproducts has been measured by state selective detection of the nascent OH product in BMHFP. OH is produced mostly in the ground vibrational level (v″ = 0), with a rotational distribution

  2-（溴甲基）六氟-2-丙醇（BMHFP）和3-溴-1-丙醇（BP）的光解离 σC–溴*←ñ溴已通过测量预期的OH产物的激光诱导荧光光谱研究了193 nm处的跃迁。OH通道是次要的解离途径，在BMHFP中的量子产率为0.17±0.05，而在BP中未观察到。通过对BMHFP中新生的OH产物进行状态选择性检测，可以测量将可用能量分配给光产物的平移，旋转和振动。OH主要在地面振动水平（v ''= 0）产生，其旋转分布的特征是温度为465±25K。但是，在30.2 kcal mol -1的可用能量中，有很大一部分被分配为平移OH（14.6 kcal mol -1）。OH（v ''= 0，J”）处于自旋轨道状态以及Λ-双峰状态的种群是统计的。有人提出了在193 nm激发BMHFP时形成羟基的可能机理，主要反应通道是通过从排斥表面直接C-Br键解离消除Br原子。使用（2 +1）共振增强多光子电离（REMPI）在〜234
• 10.1016/j.phrs.2024.107291
  作者：Taranto, Sara、Castelli, Riccardo、Marseglia, Giuseppe、Scalvini, Laura、Vacondio, Federica、Gianoncelli, Alessandra、Ribaudo, Giovanni、Faletti, Jessica、Gazzaroli, Giorgia、Rocca, Edoardo、Ronca, Roberto、Rusnati, Marco、Sacco, Antonio、Roccaro, Aldo Maria、Presta, Marco、Mor, Marco、Giacomini, Arianna、Rivara, Silvia

  DOI：10.1016/j.phrs.2024.107291

  日期：——
• Facile preparation and synthetic applications of LiCH2C(CF3)2OLi
  作者：Vladimir V. Grushin、William J. Marshall、Gary A. Halliday、Fredric Davidson、Viacheslav A. Petrov

  DOI：10.1016/s0022-1139(02)00154-9

  日期：2002.10

  Bromohydrin BrCH2C(CF3)(2)OH readily reacts with two equivalents of n-BuLi at -78 degreesC to produce the corresponding dilithium derivative LiCH2C(CF3)(2)OLi in high yield. This dilithiated derivative reacts selectively, acting as a C-nucleophile, with a variety of electrophiles such as R2PCl, carbonyl compounds, and epoxides, to give electron-deficient phosphines R2PCH2C(CF3)(2)OH, 1,3- and 1,4-diols, correspondingly. (C) 2002 Elsevier Science B.V. All rights reserved.