2,5-dimethyl-1-(2-ethylphenyl)pyrrole | 100717-35-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,5-dimethyl-1-(2-ethylphenyl)pyrrole
• 英文别名: 1-(2-ethylphenyl)-2,5-dimethyl-1H-pyrrole；1-(2-ethyl-phenyl)-2,5-dimethyl-pyrrole；1-(2-Aethyl-phenyl)-2,5-dimethyl-pyrrol；1-(2-Ethylphenyl)-2,5-dimethylpyrrole
• CAS: 100717-35-9
• 化学式: C₁₄H₁₇N
• mdl: MFCD03576689
• 分子量: 199.296
• InChiKey: IEUKUDGDHPVOJT-UHFFFAOYSA-N

物化性质

• 沸点：
  143-144 °C(Press: 15 Torr)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,5-dimethyl-1-(2-ethylphenyl)pyrrole 、 二氧化碳 在 potassium tert-butylate 、 2,2,6,6-tetramethylpiperidinyl-lithium 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以30%的产率得到2,5-dimethyl-1-[2-(1-carboxyethyl)phenyl]pyrrole
  参考文献：
  名称：

  Organometallic Approach to the Functionalization of Alkyl Groups Containing 1‐Phenylpyrroles

  摘要：

  Novel regioselective methods have been developed for the mono- and difunctionalization of alkyl groups containing 1-phenylpyrroles using different organometallic reagents. Tailoring the reagents and conditions allowed us to prepare several new mono- and rotationally restricted dicarboxylic acid derivatives of 1-(alkylphenyl)pyrroles in good yields.

  DOI：

  10.1080/00397910600770672
• 作为产物：
  描述：

  硝基乙苯 、 2,5-己二酮 在 indium 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以92%的产率得到2,5-dimethyl-1-(2-ethylphenyl)pyrrole
  参考文献：
  名称：

  Indium-mediated one-pot pyrrole synthesis from nitrobenzenes and 1,4-diketones

  摘要：

  One-pot reduction-triggered heterocyclizations of nitrobenzene derivatives with 1,4-diketones were investigated. In the presence of indium/AcOH in toluene at 80 degrees C, reaction of nitrobenzenes with 2,5-hexadione produced moderate to excellent yields (40-98%) of the corresponding pyrroles within 1.5-24 h depending on the substituents of the starting materials. Similarly, the reaction of nitrobenzenes with 1-phenyl-1,4-pantanedione in the presence of indium/AcOH in toluene at reflux afforded the corresponding pyrroles within 0.5-24 h with 60-98% yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.113

文献信息

• Multidisciplinary approaches to reducing error and risk in a patient care setting
  作者：Maureen Connor、Patricia Reid Ponte、James Conway

  DOI：10.1016/s0899-5885(02)00017-5

  日期：2002.12

  In 1995, a medication error at Boston's Dana-Farber Cancer Institute (DFCI) that received intense media scrutiny, transformed the Institute in many ways. Primarily, patient safety became a major priority that led to Institute-wide organizational learning. As a result, DFCI emerged as a national leader in the patient safety movement. A key factor believed to have contributed to this effort was the use of a multidisciplinary team approach to identifying and preventing errors, with the patient and family members as an integral part of the team. In addition to teamwork, other activities included implementing a new chemotherapy order entry system, transforming the culture to a non-punitive one where staff are encouraged to openly discuss errors and safety issues, and introducing a root cause analysis process for error/near miss investigations. Several guiding principles served as the foundation for the efforts including: 1) systems, not individuals, must be the focus of safety initiatives; 2) organizations must create a non-punitive culture; 3) changes must be hard-wired into systems; and 4) multidisciplinary participation, including patients and families, is critical to success.
• Buu-Hoi; Jacquignon, Journal of the Chemical Society, 1959, p. 3095
  作者：Buu-Hoi、Jacquignon

  DOI：——

  日期：——
• Indium-mediated one-pot pyrrole synthesis from nitrobenzenes and 1,4-diketones
  作者：Hyunseung Lee、Byeong Hyo Kim

  DOI：10.1016/j.tet.2013.05.113

  日期：2013.8

  One-pot reduction-triggered heterocyclizations of nitrobenzene derivatives with 1,4-diketones were investigated. In the presence of indium/AcOH in toluene at 80 degrees C, reaction of nitrobenzenes with 2,5-hexadione produced moderate to excellent yields (40-98%) of the corresponding pyrroles within 1.5-24 h depending on the substituents of the starting materials. Similarly, the reaction of nitrobenzenes with 1-phenyl-1,4-pantanedione in the presence of indium/AcOH in toluene at reflux afforded the corresponding pyrroles within 0.5-24 h with 60-98% yields. (C) 2013 Elsevier Ltd. All rights reserved.
• Organometallic Approach to the Functionalization of Alkyl Groups Containing 1‐Phenylpyrroles
  作者：Ferenc Faigl、Bernadett Vas Feldhoffer、Angelika Thurner

  DOI：10.1080/00397910600770672

  日期：2006.9.1

  Novel regioselective methods have been developed for the mono- and difunctionalization of alkyl groups containing 1-phenylpyrroles using different organometallic reagents. Tailoring the reagents and conditions allowed us to prepare several new mono- and rotationally restricted dicarboxylic acid derivatives of 1-(alkylphenyl)pyrroles in good yields.