2-Nitro-5-(1-octyloxy)benzyl alcohol | 189359-40-8

• 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: 2-Nitro-5-(1-octyloxy)benzyl alcohol
• 英文别名: (2-Nitro-5-octoxyphenyl)methanol
• CAS: 189359-40-8
• 化学式: C₁₅H₂₃NO₄
• 分子量: 281.352
• InChiKey: MSCDXMCEPBWNTI-UHFFFAOYSA-N

物化性质

• 沸点：
  428.7±30.0 °C(Predicted)
• 密度：
  1.104±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Nitro-5-(1-octyloxy)benzyl alcohol 在 三溴化磷 作用下， 以46%的产率得到
  参考文献：
  名称：

  Thiophene-Based Conjugated Polymers with Photolabile Solubilizing Side Chains

  摘要：

  This paper describes a series of thiophene-based conjugated polymers that become insoluble upon irradiation with ultraviolet light. Stille or Suzuki reactions of appropriately substituted 2,5-bromothiophene derivatives yielded terthiophene and polythiophene derivatives with either o-nitrobenzyl (ONB) ester or ONB ether photolabile side chains with n-octyl substituents. Light-induced cleavage of these ONB side chains with ultraviolet light at 365 nm cleaves the octyl chains responsible for solubilization of the polymers away from the conjugated main chains, rendering them insoluble. Consistent with the accepted mechanism of ONB photolysis, those structural modifications that would yield a more stable benzylic radicalmethyl substitution on the benzylic position, replacement of the ester with an ether, or bothyielded more efficient photolyses as determined by (i) quantum yields of photolysis of ONB-substituted terthiophenes, and (ii) the percentage of polymer that persists in UV-irradiated thin films upon rinsing with chloroform. These polymers behave as negative-tone photoresists, enabling both direct photopatterning of conjugated polymers, and fabrication of multilayer conjugated polymer films by irradiating with UV light after each spin-casting step. Although hole-mobility values of these polymers in thin film transistors were only similar to 10(-5) cm(2) V-1 s(-1), photolysis and rinsing did not cause significant degradation in performance.

  DOI：

  10.1021/ma502289n
• 作为产物：
  描述：

  2-Nitro-5-octoxybenzaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以70%的产率得到2-Nitro-5-(1-octyloxy)benzyl alcohol
  参考文献：
  名称：

  Thiophene-Based Conjugated Polymers with Photolabile Solubilizing Side Chains

  摘要：

  This paper describes a series of thiophene-based conjugated polymers that become insoluble upon irradiation with ultraviolet light. Stille or Suzuki reactions of appropriately substituted 2,5-bromothiophene derivatives yielded terthiophene and polythiophene derivatives with either o-nitrobenzyl (ONB) ester or ONB ether photolabile side chains with n-octyl substituents. Light-induced cleavage of these ONB side chains with ultraviolet light at 365 nm cleaves the octyl chains responsible for solubilization of the polymers away from the conjugated main chains, rendering them insoluble. Consistent with the accepted mechanism of ONB photolysis, those structural modifications that would yield a more stable benzylic radicalmethyl substitution on the benzylic position, replacement of the ester with an ether, or bothyielded more efficient photolyses as determined by (i) quantum yields of photolysis of ONB-substituted terthiophenes, and (ii) the percentage of polymer that persists in UV-irradiated thin films upon rinsing with chloroform. These polymers behave as negative-tone photoresists, enabling both direct photopatterning of conjugated polymers, and fabrication of multilayer conjugated polymer films by irradiating with UV light after each spin-casting step. Although hole-mobility values of these polymers in thin film transistors were only similar to 10(-5) cm(2) V-1 s(-1), photolysis and rinsing did not cause significant degradation in performance.

  DOI：

  10.1021/ma502289n

文献信息

• Substituierte Chinolin-2-Carbonsäureamide, ihre Herstellung und ihre Verwendung als Prolyl-4-hydroylase Inhibitoren
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0765871A1

  公开（公告）日：1997-04-02

  Die Erfindung betrifft substituierte Chinolin-2-carbonsäureamide der Formel I ihre Herstellung und ihre Verwendung sowie Zwischenproukte, die bei der Herstellung der Verbindungen der Formel I entstehen. Die erfindungsgemäßen Verbindungen werden als Inhibitoren der Prolyl-4-hydroxylase und als Arzneimittel zur Behandlung von fibrotischen Erkrankungen verwendet.

  本发明涉及式 I 的取代喹啉-2-羧酰胺类化合物 的制备及其用途，以及在制备式 I 化合物过程中形成的中间产物。 根据本发明的化合物可用作脯氨酰-4-羟化酶的抑制剂和治疗纤维化疾病的药物。
• US5719164A
  申请人：——

  公开号：US5719164A

  公开（公告）日：1998-02-17
• US5726305A
  申请人：——

  公开号：US5726305A

  公开（公告）日：1998-03-10