1-(2-fluorophenyl)-1-(4-pyrrolidinophenyl)prop-2-yn-1-ol | 575451-96-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-fluorophenyl)-1-(4-pyrrolidinophenyl)prop-2-yn-1-ol
• 英文别名: 1-(2-Fluorophenyl)-1-(4-pyrrolidinophenyl)prop-2-yn-1-ol；1-(2-fluorophenyl)-1-(4-pyrrolidin-1-ylphenyl)prop-2-yn-1-ol
• CAS: 575451-96-6
• 化学式: C₁₉H₁₈FNO
• 分子量: 295.356
• InChiKey: BSXAOCJBTYZSRL-UHFFFAOYSA-N

物化性质

• 沸点：
  451.9±45.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-fluorophenyl)-1-(4-pyrrolidinophenyl)prop-2-yn-1-ol 在 aluminum oxide 、 正丁基锂 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 甲苯 为溶剂， 反应 0.41h， 生成 3-(2,4-difluorophenyl)-3-{3-(2-fluorophenyl)-3-(4-pyrrolidinophenyl)-3H-naphtho[2,1-b]pyran-8-yl}3H-naphtho[2,1-b]pyran
  参考文献：
  名称：

  Photochromic bi-naphthopyrans

  摘要：

  A series of novel 3-aryl-(3,3-diaryl-3H-naphtho[2,1-b]pyran-8-yl)-3H-naphtho[2,1-b]pyrans has been accessed from 6-bromo-2-naphthol via a four step transformation. Acylation of the dianion derived from the treatment of 6-bromo-2-naphthol with n-butyllithium with Weinreb amides and subsequent reaction with a 1,1,-diarylprop-2-yn-1-ol gave 8-aroyl-3H-naphtho[2,1-b]pyrans in good yield. Addition of lithium trimethylsilylacetylide to the foregoing 8-aroylnaphthopyrans proceeded smoothly with base-mediated desilyation to afford the target bi-naphthopyrans upon acid-catalysed reaction with 2-naphthol. Preliminary evaluation of the photochromic response of the new bi-naphthopyrans revealed reversible independent naphthopyran ring-opening leading to a complex photochromic signature. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.08.018
• 作为产物：
  描述：

  1-苯基吡咯烷 在 正丁基锂 、 三氯氧磷 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.25h， 生成 1-(2-fluorophenyl)-1-(4-pyrrolidinophenyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Gabbutt, Christopher D.; Heron, B. Mark; Instone, Alicia C., Heterocycles, 2003, vol. 60, # 4, p. 843 - 855

  摘要：

  DOI：

文献信息

• Extending human perception of electromagnetic radiation to the UV region through biologically inspired photochromic fuzzy logic (BIPFUL) systems
  作者：Pier Luigi Gentili、Amanda L. Rightler、B. Mark Heron、Christopher D. Gabbutt

  DOI：10.1039/c5cc09290f

  日期：——

  Biologically inspired fuzzy logic systems allow us to detect and discern UV frequencies.

  生物启发的模糊逻辑系统使我们能够检测和区分紫外频率。
• PHOTOCHROMIC DICHROIC NAPHTHO-PYRANS AND OPTICAL ARTICLES CONTAINING THEM
  申请人：Aiken Stuart

  公开号：US20110122475A1

  公开（公告）日：2011-05-26

  A naphthopyran compound represented by the formulae (I) to (II) wherein:—mi, Hi2, p, q are each an integer comprised from O to 4 or 5 inclusive;—Ri, R2 and R4, represent a group selected from halogen, H, —Ra, aryl, —OH, —ORa, —SH, —SRa, —NH2, —NR8RaI, —NRbRc, —NRaI-CORa, —NRaiCO(aryl), —NRai aryl, —N-aryfe, —N(aryl)CO(aryl), —CO—R3, —CO2R3I, —OC(O)—Rd, and —X—(Re)—Y, and linear or branched (Ci-Ci8) perfluoroalkyl group, wherein R3, RaI, Rb, Rc, X, Y, Re, Rd are as defined into the description;—Zi re resent a group selected from: (formules)

  一种萘吡喃化合物，由公式（I）到（II）表示，其中：-mi，Hi2，p，q均为整数，范围为0至4或5，包括4或5；-Ri，R2和R4代表从卤素，H，-Ra，芳基，-OH，-ORa，-SH，-SRa，-NH2，-NR8RaI，-NRbRc，-NRaI-CORa，-NRaiCO（芳基），-NRai芳基，-N-aryfe，-N（芳基）CO（芳基），-CO-R3，-CO2R3I，-OC（O）-Rd和-X-（Re）-Y以及线性或支链（Ci-Ci8）全氟烷基，其中R3，RaI，Rb，Rc，X，Y，Re，Rd如描述中所定义；-Zi代表从（公式）中选择的基团。
• The synthesis and properties of naphthopyran– boradiazaindacene conjugates
  作者：Christopher D. Gabbutt、B. Mark Heron、Colin Kilner、Suresh B. Kolla

  DOI：10.1016/j.dyepig.2012.01.002

  日期：2012.8

  Three new 3,3-diaryl-3H-naphtho[2,1-b]pyran-boradiazaindacene conjugates have been synthesised. The naphthopyran-boradiazaindacene conjugates exhibit a weaker photochromic response relative to the simple naphthopyrans with the photomerocyanines fading relatively quickly. Photochromic switching of the naphthopyran unit results in a decrease in the fluorescence intensity for only the most persistent photomerocyanine. A crystal structure shows that the units are essentially orthogonally disposed and that the boradiazaindacene core is extensively delocalised. (C) 2012 Elsevier Ltd. All rights reserved.
• Photochromic dichroic naphtho-pyrans and optical articles containing them
  申请人：Essilor International (Compagnie Générale d'Optique)

  公开号：EP2098520B1

  公开（公告）日：2013-07-03
• US8703978B2
  申请人：——

  公开号：US8703978B2

  公开（公告）日：2014-04-22