methyl 3-(but-1-yn-1-yl)benzoate | 880348-98-1

• 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: methyl 3-(but-1-yn-1-yl)benzoate
• 英文别名: methyl 3-(1-butynyl)benzoate；methyl 3-butynylbenzoate；Benzoic acid, 3-(1-butynyl)-, methyl ester；methyl 3-but-1-ynylbenzoate
• CAS: 880348-98-1
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: DZBHLJKJLXZFNU-UHFFFAOYSA-N

物化性质

• 沸点：
  298.4±23.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 3-(but-1-yn-1-yl)benzoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 生成 3-丁基苯甲酸甲酯
  参考文献：
  名称：

  Role of the CAI-1 Fatty Acid Tail in the Vibrio cholerae Quorum Sensing Response

  摘要：

  Quorum sensing is a mechanism of chemical communication among bacteria that enables collective behaviors. In V. cholerae, the etiological agent of the disease cholera, quorum sensing controls group behaviors including virulence factor production and biofilm formation. The major V. cholerae quorum-sensing system consists of the extracellular signal molecule called CAI-1 and its cognate membrane bound receptor called CqsS. Here, the ligand binding activity of CqsS is probed with structural analogues of the natural signal. Enabled by our discovery of a structurally simplified analogue of CAI-1, we prepared and analyzed a focused library. The molecules were designed to probe the effects of conformational and structural changes along the length of the fatty acid tail of CAI-1. Our results, combined with pharmacophore modeling, suggest a molecular basis for signal molecule recognition and receptor fidelity with respect to the fatty acid tail portion of CAI-1. These efforts provide novel probes to enhance discovery of antivirulence agents for the treatment of V. cholerae.

  DOI：

  10.1021/jm300908t
• 作为产物：
  描述：

  1-丁炔 、 3-碘苯甲酸甲酯 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 20.0 ℃ 、101.32 kPa 条件下， 反应 5.0h， 以85%的产率得到methyl 3-(but-1-yn-1-yl)benzoate
  参考文献：
  名称：

  用于炔烃复分解的高活性，非均相催化剂。

  摘要：

  DOI：

  10.1002/anie.200502840

文献信息

• HETEROGENEOUS ALKYNE METATHESIS
  申请人：Weissman Haim

  公开号：US20060281938A1

  公开（公告）日：2006-12-14

  The present invention provides heterogeneous organometallic catalysts for alkyne metathesis, including the metathesis of internal alkynes. Organometallic precursors are covalently bonded to the oxygen atoms of metal oxide supports to form catalysts having carbyne functionality. The heterogeneous catalysts provide improved turn-over frequencies at lower reaction temperatures than conventional catalysts.

  本发明提供了用于炔烃重排反应的异质有机金属催化剂，包括内部炔烃的重排反应。有机金属前驱体与金属氧化物支撑物的氧原子共价结合，形成具有卡宾功能的催化剂。这种异质催化剂在比传统催化剂更低的反应温度下提供了改善的周转频率。
• Photo-induced direct alkynylation of methane and other light alkanes by iron catalysis
  作者：Yunhe Jin、Lifang Wang、Qingqing Zhang、Yongqiang Zhang、Qian Liao、Chunying Duan

  DOI：10.1039/d1gc03388c

  日期：——

  Here we show a practical iron-catalysed photoredox approach for C(sp3)–H alkynylation of methane, ethane, and other light alkanes without pre-functionalisation processes, producing valuable internal alkynes. The protocol has many advantages, including a concise and efficient system, good selectivity, mild conditions, wide application of the synthesised products, and low cost.

  在这里，我们展示了一种实用的铁催化光氧化还原方法，用于甲烷、乙烷和其他轻质烷烃的C(sp 3 )-H 炔基化反应，无需预官能化过程，产生有价值的内部炔烃。该方案具有系统简洁高效、选择性好、条件温和、合成产物应用广泛、成本低等诸多优点。