2-(2,2,2-trichloro-ethoxy)-tetrahydro-furan

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 2-(2,2,2-trichloro-ethoxy)-tetrahydro-furan
• 英文别名: 2-(2,2,2-trichloroethoxy)tetrahydrofuran；2-(2,2,2-Trichloroethoxy)oxolane
• 化学式: C₆H₉Cl₃O₂
• 分子量: 219.495
• InChiKey: FUQKPTHIMFKMMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  四氢呋喃 、 2,2,2-三氯乙醇 在 四氯化碳 、 vanadium(III) chloride 作用下， 以78%的产率得到2-(2,2,2-trichloro-ethoxy)-tetrahydro-furan
  参考文献：
  名称：

  氯化钒（III）（VCl 3）：引入基于四氢呋喃的乙缩醛醇保护基的有效试剂†

  摘要：

  在VCl 3和CCl 4的存在下用四氢呋喃（THF）处理不同类型的醇，以优异的收率平稳地得到相应的基于THF的缩醛。该反应在室温下快速，并且可以容忍多个官能团，未观察到外消旋化。自由基机理，以Cl 3 Ç 。作为活性物质，有人提出了这种新型的转化方法，该方法可补充经典的四氢-2 H-吡喃-2-基（THP）方案。

  DOI：

  10.1002/hlca.200790223

文献信息

• Metal-free tetrahydrofuranylation of alcohols with tertbutyl nitrite
  作者：Kang Bi、Yue-Ming Cai、Yun-Bing Zhou、Junyue Lin、Miao-Chang Liu

  DOI：10.1016/j.tetlet.2020.152251

  日期：2020.8

  Metal-free tetrahydrofuranylation of alcohols in the presence of tertbutyl nitrite is described, providing a facile and green route for the protection of hydroxy groups. Mechanistic studies demonstrate that this transformation proceeds in a radical way, and involves alkyl nitrite of corresponding alcohol as the key intermediate.

  描述了在亚硝酸叔丁酯存在下的醇的无金属四氢呋喃基化，提供了保护羟基的简便且绿色的途径。机理研究表明，该转变以自由基方式进行，并且涉及相应醇的亚硝酸烷基酯作为关键中间体。
• OLEFIN OLIGOMERIZATION CATALYST AND PROCESS FOR THE PREPARATION OF OLEFIN OLIGOMER USING IT
  申请人：NIPPON OIL COMPANY, LTD.

  公开号：EP0758563A1

  公开（公告）日：1997-02-19

  An oligomerization catalyst according to the invention comprises a nickel compound (A); an organophosphoric compound (B); an organoaluminum compound (C); and a compound of the group consisting of carbon-halogen bond-containing compounds, oxoacid and salts thereof, sulfonic acid and derivatives thereof, and compounds of any of the formulae QX4n, QRn, QR'n, QX4lRm, QX4lR'm, QRlR'm, Q1(BR4)p and R''(BR4) wherein Q is an element of the group consisting of Mg, Ti, Zr, B and Sn, Q1 is an element of the group consisting of Li, Na, K, Ca and Zn, X4 is a halogen or hydrogen atom, R is a C1-C12 hydrocarbon group, R' is a C1-C12 oxygen-containing hydrocarbon groiup, R'' is a C1-C20 hydrocarbon group or an ammonium group, n is a valence of Q, l, m is a natural member that satisfied n=l+m, and p is a valence of Q1. This catalyst is useful for the production of alpha-olefinic oligomers.

  根据本发明的低聚催化剂包括镍化合物（A）；有机磷化合物（B）；有机铝化合物（C）；以及由以下物质组成的一组化合物：含碳-卤素键化合物、氧酸及其盐、磺酸及其衍生物，以及式 QX4n、QRn、QR'n、QX4lRm、QX4lR'm、QRlR'm、Q1(BR4)p 和 R''(BR4)中任何一种的化合物 其中 Q 是由镁、钛、锆、硼和锡组成的组中的元素、X4 是卤素或氢原子，R 是 C1-C12 烃基，R'是 C1-C12 含氧烃基，R''是 C1-C20 烃基或铵基，n 是 Q 的化合价，l、m 是满足 n=l+m 的自然数，p 是 Q1 的化合价。这种催化剂可用于生产α-烯烃低聚物。
• An economic and practical synthesis of the 2-tetrahydrofuranyl ether protective group
  作者：J.R. Falck、De Run Li、Romain Bejot、Charles Mioskowski

  DOI：10.1016/j.tetlet.2006.05.081

  日期：2006.7

  Primary, secondary, and tertiary alcohols as well as phenols and carbohydrates are efficiently transformed into the corresponding 2-tetrahydrofuranyl ethers by a combination of Mn(0) powder and CCl4 in tetrahydrofuran. (c) 2006 Elsevier Ltd. All rights reserved.
• A Convenient Synthesis of 2-Tetrahydrofuranyl Ethers
  作者：Rachid Baati、Alain Valleix、Charles Mioskowski、D. K. Barma、J. R. Falck

  DOI：10.1021/ol991332f

  日期：2000.2.1

  [GRAPHICS]A wide spectrum of alcohols and phenols are readily transformed to the corresponding 2-tetrahydrofuranyl ethers in good to excellent yields using CrCl2 and CCl4 in THF under nearly neutral conditions at room temperature.
• An efficient and extremely mild method for protecting alcohols as 2-tetrahydrofuranyl ethers
  作者：Jenny M Barks、Bruce C Gilbert、Andrew F Parsons、Bala Upeandran

  DOI：10.1016/s0040-4039(00)01045-5

  日期：2000.8

  Reaction of primary or secondary alcohols with BrCCl3 and tetrahydrofuran, usually in the presence of 2,4,6-collidine, leads to the formation of 2-tetrahydrofuranyl ethers in good to excellent yield (56-92%). The reaction mechanism is believed to involve a free-radical chain reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.