2-(4-hydroxymethyl-[1,2,3]triazol-1-yl)-ethanol | 3989-94-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-hydroxymethyl-[1,2,3]triazol-1-yl)-ethanol
• 英文别名: 1-(2-Hydroxyaethyl)-4-hydroxymethyl-1,2,3-triazol；1-(2-Hydroxyethyl)-4-hydroxymethyl-1,2,3-triazol；2-[4-(Hydroxymethyl)triazol-1-yl]ethanol
• CAS: 3989-94-4
• 化学式: C₅H₉N₃O₂
• 分子量: 143.145
• InChiKey: KXQONZJNDSKSAH-UHFFFAOYSA-N

物化性质

• 沸点：
  209 °C(Press: 8 Torr)
• 密度：
  1.2769 g/cm3(Temp: 20 °C; mixture of isomers)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  71.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-叠氮基乙醇 、 2-丙炔-1-醇 在 supported Cu(I) bis-2-pyridiylamine functionalized Fe₃O₄*Si*BPA*Cu⁺ 作用下， 以 水 为溶剂， 反应 0.17h， 以99%的产率得到2-(4-hydroxymethyl-[1,2,3]triazol-1-yl)-ethanol
  参考文献：
  名称：

  非磁性和磁性负载的铜（I）螯合吸附剂作为点击化学的高效多相催化剂和铜清除剂

  摘要：

  使用二氧化硅和二氧化硅包覆的磁铁矿纳米粒子作为合适的载体，并使用氮杂-迈克尔型乙烯基砜作为载体，可以轻松地在非磁性和磁性变量中制备带有多种具有强铜（I）亲和力的，带有多种多齿氮化配体的新型负载型螯合吸附剂。结扎工具。这些吸附剂是通用材料，可用于铜催化的炔-叠氮化物环加成（CuAAC）的点击化学中，其络合能力使它们以复合形式使用时可充当非均相点击催化剂，而在用于铜时可充当铜（I）清除剂。他们不复杂的形式。首先，它们被证明是强大且有效的非均相催化剂，可使用极低的剂量促进点击反应，并显示出可忽略的铜浸出，特别是在基于二氧化硅的非磁性吸附剂的情况下，允许使用简单的操作方案，以通过过滤或磁性倾析法快速，轻松地将其除去，并显示出良好的可回收性。非磁性螯合吸附剂具有非复杂的形式，是非常有效的铜清除剂，能够清除任何痕量的金属污染，可与任何非均相负载型铜（I）催化剂一起使用，也可作为独立的铜清除系统使用在任

  DOI：

  10.1002/adsc.201000530

文献信息

• A Redox-Switchable α-Cyclodextrin-Based [2]Rotaxane
  作者：Yan-Li Zhao、William R. Dichtel、Ali Trabolsi、Sourav Saha、Ivan Aprahamian、J. Fraser Stoddart

  DOI：10.1021/ja8036146

  日期：2008.8.27

  A bistable [2]rotaxane comprising an alpha-cyclodextrin (alpha-CD) ring and a dumbbell component containing a redox-active tetrathiafulvalene (TTF) ring system within its rod section has been synthesized using the Cu(I)-catalyzed azide-alkyne cycloaddition, and the redox-driven movements of the alpha-CD ring between the TTF and newly formed triazole ring systems have been elucidated. Microcalorimetric titrations on model complexes suggested that the alpha-CD ring prefers to reside on the TTF rather than on the triazole ring system by at least an order of magnitude. The fact that this situation does pertain in the bistable [2]rotaxane has not only been established quantitatively by electrochemical experiments and backed up by spectroscopic and chiroptical measurements but also been confirmed semiquantitatively by the recording of numerous cyclic voltammograms which point, along with the use of redox-active chemical reagents, to a mechanism of switching that involves the oxidation of the neutral TTF ring system to either its radical cationic (TTF(center dot+)) or dicationic (TTF(2+)) Counterparts, whereupon the alpha-CD ring, moves along the dumbbell to encircle the triazole ring system. Since redox control by both chemical and electrochemical means is reversible. the switching by the bistable [2]rotaxane can be reversed on reduction of the TTF(center dot+) or TTF(2+) back to being a neutral TTF.
• Tikhonova, L. G.; Serebryakova, E. S.; Maksikova, A. V., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, p. 1244 - 1248
  作者：Tikhonova, L. G.、Serebryakova, E. S.、Maksikova, A. V.、Chernysheva, G. V.、Vereshchagin, L. I.

  DOI：——

  日期：——
• Copper(II) SBA-15: A reusable catalyst for azide–alkyne cycloaddition
  作者：Ibtissem Jlalia、Florian Gallier、Nancy Brodie-Linder、Jacques Uziel、Jacques Augé、Nadège Lubin-Germain

  DOI：10.1016/j.molcata.2014.06.003

  日期：2014.11

  The azide-alkyne cycloaddition reaction was investigated under catalytic conditions involving a copper(II) loaded silica based mesoporous material. Cu(II) SBA-15 demonstrated a high catalytic effect in 1,4-triazoles synthesis in organic. No additives such as a base or a reductant are required. Quantitative yields were obtained and a mere filtration of the mesoporous material which retains copper(II) allows the recovery of the catalyst. In addition, up to 5 times recycling of the catalyst was achieved without loss of the activity affording 1,4-triazoles in a yield up to 98%. (C) 2014 Elsevier B.V. All rights reserved.
• TSYPIN G. I.; TIMOFEEVA T. N.; MELNIKOV V. V.; GIDASPOV B. V., ZH. ORGAN. XIMII <ZORS-AE>, 1975, HO 7, 1395-1400
  作者：TSYPIN G. I.、 TIMOFEEVA T. N.、 MELNIKOV V. V.、 GIDASPOV B. V.

  DOI：——

  日期：——