5-(芘-1-基甲氧基)戊烷-1-硫醇 | 396092-67-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 中文名称: 5-(芘-1-基甲氧基)戊烷-1-硫醇
• 英文名称: (1-pyrenyl)-6-oxaheptanethiol
• 英文别名: 1-(1-pyrenyl)-2-oxaheptanethiol；5-[(Pyren-1-yl)methoxy]pentane-1-thiol；5-(pyren-1-ylmethoxy)pentane-1-thiol
• CAS: 396092-67-4
• 化学式: C₂₂H₂₂OS
• 分子量: 334.482
• InChiKey: OXVWGKRHYFBQJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  10.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-芘甲醇 在 双(三甲基硫化硅) 、 四丁基氟化铵 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 32.0h， 生成 5-(芘-1-基甲氧基)戊烷-1-硫醇
  参考文献：
  名称：

  Investigations on Nanoparticle−Chromophore and Interchromophore Interactions in Pyrene-Capped Gold Nanoparticles

  摘要：

  Three pyrene alkanethiol derivatives (P1, P2, and P3) possessing flexible alkyl groups of different lengths were attached to nanoparticles of gold (similar to2-3 nm in size) along with dodecanethiol (Au-P1, Au-P2, and Au-P3). The photophysical properties of these systems were investigated as a function of (i) distance of chromophore from gold core, (ii) concentration of pyrene on gold surface, and (iii) solvent polarity. The structured absorption bands of the pyrene chromophore were significantly perturbed near the surface of gold nanoparticles (Au-P1), indicating a strong ground state interaction between the plasmon electrons of Au nanoparticles and thepi-electron cloud of the chromophore. Such effects were not observed in Au-P2 and Au-P3 systems, in which the linker groups are long enough to prevent any ground state interactions. A gradual increase in the peak intensity ratio of band III/I of the normal fluorescence of pyrene chromophore was found with an increase in length of the spacer group. These results indicate that the local environment close to the surface of the An nanoparticle is more polar compared to the bulk medium. Interchromophoric interactions are limited in the Au-P1 system due to the restriction imposed by the curvature of spherical gold nanoparticle whereas the flexible alkyl chain tethering pyrene in Au-P2/Au-P3 allows free interaction between chromophores. Steady state and time-resolved emission studies indicate that the normal fluorescence and intermolecular excimer formation are the main deactivation channels of the singlet excited state of pyrene linked to An nanoparticles, in nonpolar solvents. In contrast, the competitive electron transfer to the gold nanocore dominates in polar solvents.

  DOI：

  10.1021/jp048321a

文献信息

• Oxygen sensors based on hard-soft acid-base relationships
  申请人：Honeywell Romania S.R.L.

  公开号：EP2610609A1

  公开（公告）日：2013-07-03

  A fluorescence quenching oxygen sensor (100) comprises a support (102) having coated thereon; a compound having hard or soft acid groups (104); and one or more pyrene compounds (106) represented by Y-R-Pyrene (I) attached to the compound having hard or soft basic groups; wherein Y is a hard or soft basic group and R is an aliphatic linking group having 1 to 19 carbon atoms. The sensor can be used to prepare a fluorescence quenching oxygen detector.

  荧光淬灭氧传感器（100）包括一个支架（102），其上涂有 具有硬酸或软酸基团的化合物（104）；以及 一种或多种芘化合物（106），其代表为 Y-R-Pyrene (I) 代表的一种或多种芘化合物（106）； 其中 Y 是硬或软碱性基团，R 是具有 1 至 19 个碳原子的脂肪族连接基团。该传感器可用于制备荧光淬灭氧检测器。
• Oxygen fluorescence quenching sensor, detector comprising the sensor, and method for producing the sensor
  申请人：Honeywell Romania S.R.L.

  公开号：EP2610609B1

  公开（公告）日：2018-10-10
• OXYGEN SENSORS BASED ON HARD-SOFT ACID-BASE RELATIONSHIPS
  申请人：Serban Bogdan Catalin

  公开号：US20130171027A1

  公开（公告）日：2013-07-04

  A fluorescence quenching oxygen sensor ( 100 ) comprises a support ( 102 ) having coated thereon; a compound having hard or soft acid groups ( 104 ); and one or more pyrene compounds ( 106 ) represented by Y—R-Pyrene  (I) attached to the compound having hard or soft basic groups; wherein Y is a hard or soft basic group and R is an aliphatic linking group having 1 to 19 carbon atoms. The sensor can be used to prepare a fluorescence quenching oxygen detector.
• Investigations on Nanoparticle−Chromophore and Interchromophore Interactions in Pyrene-Capped Gold Nanoparticles
  作者：Binil Itty Ipe、K. George Thomas

  DOI：10.1021/jp048321a

  日期：2004.9.1

  Three pyrene alkanethiol derivatives (P1, P2, and P3) possessing flexible alkyl groups of different lengths were attached to nanoparticles of gold (similar to2-3 nm in size) along with dodecanethiol (Au-P1, Au-P2, and Au-P3). The photophysical properties of these systems were investigated as a function of (i) distance of chromophore from gold core, (ii) concentration of pyrene on gold surface, and (iii) solvent polarity. The structured absorption bands of the pyrene chromophore were significantly perturbed near the surface of gold nanoparticles (Au-P1), indicating a strong ground state interaction between the plasmon electrons of Au nanoparticles and thepi-electron cloud of the chromophore. Such effects were not observed in Au-P2 and Au-P3 systems, in which the linker groups are long enough to prevent any ground state interactions. A gradual increase in the peak intensity ratio of band III/I of the normal fluorescence of pyrene chromophore was found with an increase in length of the spacer group. These results indicate that the local environment close to the surface of the An nanoparticle is more polar compared to the bulk medium. Interchromophoric interactions are limited in the Au-P1 system due to the restriction imposed by the curvature of spherical gold nanoparticle whereas the flexible alkyl chain tethering pyrene in Au-P2/Au-P3 allows free interaction between chromophores. Steady state and time-resolved emission studies indicate that the normal fluorescence and intermolecular excimer formation are the main deactivation channels of the singlet excited state of pyrene linked to An nanoparticles, in nonpolar solvents. In contrast, the competitive electron transfer to the gold nanocore dominates in polar solvents.