1-(2-Hydroxyethyl)-3,3-dimethyl-2-methyleneindoline | 27344-29-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-(2-Hydroxyethyl)-3,3-dimethyl-2-methyleneindoline
• 英文别名: 2-(3,3-dimethyl-2-methylene-2,3-dihydro-1H-indol-1-yl)-1-ethanol；3,3-dimethyl-1-(2-hydroxyethyl)-2-methyleneindoline；1-(2-hydroxyethyl)-3,3-dimethyl-2-methylene-indolin；1H-Indole-1-ethanol, 2,3-dihydro-3,3-dimethyl-2-methylene-；2-(3,3-dimethyl-2-methylideneindol-1-yl)ethanol
• CAS: 27344-29-2
• 化学式: C₁₃H₁₇NO
• 分子量: 203.284
• InChiKey: QVQXVCRXQDUZOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-Hydroxyethyl)-3,3-dimethyl-2-methyleneindoline 在 4-吡咯烷基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.3h， 生成 1'-<2-(2-Benzoylbenzoyloxy)ethyl>-3,3'-dimethyl-6-nitrospiro<2H-1-benzopyran-2,2'-indoline>
  参考文献：
  名称：

  硝基螺吡喃三重态在其光致变色反应中的作用

  摘要：

  为了阐明三线态 (3A*) 和激发单线态 (1A*) 的作用，已经检查了分子间和分子内三线态猝灭剂和敏化剂对硝基螺吡喃光致变色的影响。光着色和疲劳的速率受到显着影响：淬灭剂延迟了这两种速率，而敏化剂延迟了前者但提高了后者的速率。可以得出结论，光稳定状态下光部花青素总量的 90% 以上是由 1A* 产生的，疲劳主要通过 3A* 进行。

  DOI：

  10.1246/bcsj.63.74
• 作为产物：
  描述：

  2,3,3-三甲基-3H-吲哚 在 sodium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 生成 1-(2-Hydroxyethyl)-3,3-dimethyl-2-methyleneindoline
  参考文献：
  名称：

  Alkali-metal cation recognition induced isomerization of spirobenzopyrans and spironaphthoxazins possessing a crown ring as a recognition site: multifunctional artificial receptors

  摘要：

  Spirobenzopyrans and spironaphthoxazins possessing a monoaza-crown ring were synthesized. Isomerization of these compounds to the open colored merocyanines was induced by recognition of alkali-metal cations and the selectivity of the coloration was found to be governed by several factors: (1) the size of the crown ring, (2) the position of recognition, (3) electric properties of both the complexed cations and the merocyanine dipoles, and (4) the length of the alkyl chains connecting the spirobenzopyran units and the crown units. The spirobenzopyrans represent rationally designed multifunctional artificial receptors for alkali-metal cations.

  DOI：

  10.1021/jo00046a019

文献信息

• Agent and method for oxidative coloring of keratin fibers
  申请人：Pasquier Cecile

  公开号：US20070067927A1

  公开（公告）日：2007-03-29

  The object of the present invention is a ready-to-use agent for coloring keratin fibers containing (i) at least one heterocyclic hydrazone derivative of formula (I), (ii) at least one aromatic enamine of formula (IIa) or an acid addition compound thereof (IIb) and (iii) at least one oxidant, a multicomponent kit and a method for coloring keratin fibers by use of said agent.

  本发明的对象是一种用于着色角蛋白纤维的即用剂，包含（i）至少一种式（I）的杂环腙衍生物，（ii）至少一种式（IIa）的芳香胺或其酸加合物（IIb），以及（iii）至少一种氧化剂，以及通过使用该剂着色角蛋白纤维的多组分套件和方法。
• Synthesis and Characterization of Photoswitchable Fluorescent SiO2 Nanoparticles
  作者：Florian May、Michael Peter、Andreas Hütten、Luca Prodi、Jochen Mattay

  DOI：10.1002/chem.201102961

  日期：2012.1.16

  Switchable fluorescent silica nanoparticles have been prepared by covalently incorporating a fluorophore and a photochromic compound inside the particle core. The fluorescence can be switched reversibly between an on‐ and off‐state via energy transfer. The particles were synthesized using different amounts of the photoswitchable compound (spiropyran) and the fluorophore (rhodamine B) in a size distribution

  通过将荧光团和光致变色化合物共价结合到颗粒核内，已经制备了可转换的荧光二氧化硅纳米颗粒。荧光可以通过能量转移在开启和关闭状态之间可逆地切换。使用不同量的光可切换化合物（spiropyran）和荧光团（若丹明B）合成颗粒，其粒径分布在98至140 nm之间，并通过TEM和UV \ n表征了粒径，开关性能和荧光效率。可见光谱和荧光光谱。
• Agent for coloring fibers and method for temporarily coloring fibers
  申请人：——

  公开号：US20020172651A1

  公开（公告）日：2002-11-21

  The object of the present invention is a preparation for coloring fibers, which is prepared before use by mixing an acidic component (A1), containing at least one enamine of Formula (I)/(Ia) with a component (A2), containing a Schiff's base of Formula (II) 1 as well as a method for temporarily coloring fibers, for which the coloration, obtained with the aforementioned coloring agent, can be removed once again at any time by a sulfite-colorizing agent.

  本发明的对象是一种用于染色纤维的制剂，该制剂在使用前通过混合含有至少一种Formula（I）/（Ia）的恩胺的酸性组分（A1）与含有Formula（II）的席夫碱基的组分（A2）制备而成。同时提供了一种临时染色纤维的方法，其中使用上述染色剂获得的着色可以随时通过亚硫酸盐染色剂再次去除。
• MOLECULARLY IMPRINTED SMART POLYMERS (MISPs)
  申请人：Grynszpan Flavio

  公开号：US20110166297A1

  公开（公告）日：2011-07-07

  Molecularly imprinted smart polymers (MISPs) are provided herein, as well as novel monomers for preparing MISPs, and processes for preparing MISPs. The MISPs can be used applications such as, for example, detecting/absorbing or isolating biological and non-biological agents. The MISPs described herein comprise responsive monomeric units which undergo a physico-chemical change (e.g., a bond formation or cleavage) in response to an external change, such that the MISP selectively binds to a target molecule and releases a bound target molecule in response to the external change.

  本文提供了分子印迹智能聚合物（MISPs），以及用于制备MISPs的新型单体和制备MISPs的过程。MISPs可用于检测/吸收或隔离生物和非生物试剂等应用。本文描述的MISPs包括响应性单体单元，其在响应外部变化时（例如，键的形成或断裂），使MISP选择性地结合到目标分子，并在响应外部变化时释放结合的目标分子。
• Transmission Spectroscopy and Kinetics in Crystalline Solids Using Aqueous Nanocrystalline Suspensions: The Spiropyran-Merocyanine Photochromic System
  作者：Vanessa M. Breslin、Miguel A. Garcia-Garibay

  DOI：10.1021/acs.cgd.6b01476

  日期：2017.2.1

  A comparison of the solution and solid state thermal decay kinetics of five photochromic spiropyrans with different N-alkyl groups (SP1–SP5) was carried out in acetonitrile and nanocrystalline suspensions at 298 K. The change in absorbance at ca. 550 nm was measured as a function of time for the merocyanine (MC) using transmission UV–vis spectroscopy. We found that the thermal decay kinetics are slower and follow a biexponential decay in the solid state compared to a faster, monoexponential decay that was measured in solution. We observed that, while the kinetic range measured in solution varies by a factor of 13, the decay kinetics in the solid state cover a range of ca. 150, indicating that crystal packing has an influence much greater than that of the effects of N-alkyl substitution. A fluorescence analysis of irradiated samples of SP1 in solution could be used to determine the formation of the MC species and its subsequent decay. By contrast, a similar analysis of nanocrystalline suspensions displayed changes as a function of time that are consistent with self-quenching.

  在 298 K 的乙腈和纳米晶体悬浮液中，对具有不同 N-烷基的五种光致变色螺环丙烷（SP1-SP5）的溶液和固态热衰减动力学进行了比较。我们使用透射紫外可见光谱法测量了美拉西氨酸（MC）在 550 纳米波长处的吸光度随时间的变化。我们发现，与在溶液中测量到的较快的单指数衰减相比，固态下的热衰减动力学较慢，且遵循双指数衰减。我们观察到，在溶液中测得的动力学范围相差 13 倍，而在固态中的衰变动力学范围约为 150 倍，这表明晶体堆积的影响远远大于 N-烷基取代的影响。对溶液中经过辐照的 SP1 样品进行荧光分析，可以确定 MC 物种的形成及其随后的衰减。相比之下，对纳米晶体悬浮液的类似分析显示出与自淬相一致的随时间变化的变化。