3-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenol | 95711-07-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenol
• 英文别名: 3-(3-chloro-5-(trifluoromethyl)pyridin-2-yloxy)phenol；2-(3-hydroxyphenoxy)-3-chloro-5-trifluoromethyl pyridine；3-{[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenol；3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenol
• CAS: 95711-07-2
• 化学式: C₁₂H₇ClF₃NO₂
• 分子量: 289.641
• InChiKey: PQPVBXCOPBPDTC-UHFFFAOYSA-N

物化性质

• 熔点：
  100-102°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  42.4
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  3-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenol 在 溴 作用下， 以 氯仿 为溶剂， 生成 2-(3-hydroxy-4-bromophenoxy)-3-chloro-5-trifluoromethyl pyridine
  参考文献：
  名称：

  2-Substituted phenoxy-3-chloro-5-trifluoromethyl pyridine useful as a

  摘要：

  具有以下结构式（I）的2-取代苯氧基-3-氯-5-三氟甲基吡啶：其中X是氢原子；（C.sub.1 -C.sub.4）烷基基团；（C.sub.1 -C.sub.4）烷氧基团；-COOR.sub.1基团，其中R.sub.1是氢原子、阳离子或（C.sub.1 -C.sub.4）烷基基团；或-基团，其中R.sub.2是氢原子、阳离子、（C.sub.1 -C.sub.4）烷基基团或苄基；Y是卤素原子、硝基团或氰基团，可用作除草剂。

  公开号：

  US04235621A1
• 作为产物：
  描述：

  2,3-二氯-5-三氟甲基吡啶 、 间苯二酚 在 氢氧化钾 、 二甲基亚砜 作用下， 反应 3.0h， 以61%的产率得到3-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenol
  参考文献：
  名称：

  Synthesis and bioactivity of novel (3-chloro-5-(trifluoromethyl)pyridin-2-yloxy)phenyl containing acrylate and acrylonitrile derivatives

  摘要：

  Fifteen novel (3-chloro-5-(trifluoromethyl)pyridin-2-yloxy)phenyl containing Baylis-Hillman adduct derivatives were designed and synthesized. Evaluation of their biological activities showed that methyl 2-((3-(3-chloro-5-(trifluoromethyl)pyridin-2-yloxy)phenoxy)(phenyl)methy-l)acrylate (2g) exhibited efficient broad-spectrum fungicidal activity, with 100% control of wheat powdery mildew and cucumber downy mildew and 98% control of cucumber anthracnose at 400 g ai/ha. Some of the other title compounds 2, 3 and two Baylis-Hillman bromide intermediates (11a, 11b) had moderate to good fungicidal activity. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2006.07.011

文献信息

• Direct Access to Aryl Bis(trifluoromethyl)carbinols from Aryl Bromides or Fluorosulfates: Palladium-Catalyzed Carbonylation
  作者：Katrine Domino、Cedrick Veryser、Benjamin A. Wahlqvist、Cecilie Gaardbo、Karoline T. Neumann、Kim Daasbjerg、Wim M. De Borggraeve、Troels Skrydstrup

  DOI：10.1002/anie.201802647

  日期：2018.6.4

  A palladium‐catalyzed carbonylative approach for the direct conversion of (hetero)aryl bromides into their α,α‐bis(trifluoromethyl)carbinols is described, and it employs only stoichiometric amounts of carbon monoxide and trifluoromethyltrimethylsilane. In addition, aryl fluorosulfates proved highly compatible with these reaction conditions. The method is tolerant of a diverse set of functional groups

  描述了一种钯催化的羰基化方法，可将（杂）芳基溴化物直接转化为它们的α，α-双（三氟甲基）甲醇，仅使用化学计量的一氧化碳和三氟甲基三甲基硅烷。另外，已证明氟代芳基硫酸盐与这些反应条件高度相容。该方法可耐受多种官能团，并且适用于后期碳同位素标记。
• 10.1021/acs.jafc.4c01834
  作者：Wang, Qingqing、Zhang, Wei、Gan, Xiuhai

  DOI：10.1021/acs.jafc.4c01834

  日期：——

  natural naphthoquinone derivatives containing diaryl ether were designed and synthesized based on the binding model of lawsone and PS II D1. Bioassays exhibited that most compounds had more than 80% inhibition of Portulaca oleracea and Echinochloa crusgalli roots at a dose of 100 μg/mL and compounds B4, B5, and C3 exhibited superior herbicidal activities against dicotyledonous and monocotyledon weeds to

  光合作用系统II（PS II）是生物除草剂开发的重要目标。本研究基于指甲花松和PS II D1的结合模型，设计合成了一系列含有二芳基醚的天然萘醌衍生物。生物测定表明，大多数化合物在100 μg/mL的剂量下对马齿苋和稗草根的抑制率超过80%，并且化合物B4 、 B5和C3对双子叶和单子叶杂草表现出优于市售莠去津的除草活性。特别地，化合物B5在150g ai/ha的剂量下表现出优异的除草活性。此外，与莠去津相比，化合物B5对农作物的损害较小。分子对接研究表明，化合物B5通过多种相互作用模型（例如 π-π 堆积和氢键）与豌豆PS II D1 有效相互作用。分子动力学模拟研究和叶绿素荧光测量表明，化合物B5作用于 PS II。这是针对PS II的天然萘醌衍生物的首次报道，化合物B5可能是开发针对PS II的新型除草剂的候选分子。
• US4235621A
  申请人：——

  公开号：US4235621A

  公开（公告）日：1980-11-25
• 2-Substituted phenoxy-3-chloro-5-trifluoromethyl pyridine useful as a
  申请人：Ishihara Sangyo Kaisha Ltd.

  公开号：US04235621A1

  公开（公告）日：1980-11-25

  2-Substituted phenoxy-3-chloro-5-trifluoromethyl pyridine having the formula (I): ##STR1## wherein X is a hydrogen atom; a (C.sub.1 -C.sub.4)alkyl group; a (C.sub.1 -C.sub.4)alkoxy group; a --COOR.sub.1 group wherein R.sub.1 is a hydrogen atom, a cation or a (C.sub.1 -C.sub.4)alkyl group; or an ##STR2## group wherein R.sub.2 is a hydrogen atom, a cation, a (C.sub.1 -C.sub.4)alkyl group or a benzyl group; and Y is a halogen atom, a nitro group or a cyano group, useful as a herbicide.

  具有以下结构式（I）的2-取代苯氧基-3-氯-5-三氟甲基吡啶：其中X是氢原子；（C.sub.1 -C.sub.4）烷基基团；（C.sub.1 -C.sub.4）烷氧基团；-COOR.sub.1基团，其中R.sub.1是氢原子、阳离子或（C.sub.1 -C.sub.4）烷基基团；或-基团，其中R.sub.2是氢原子、阳离子、（C.sub.1 -C.sub.4）烷基基团或苄基；Y是卤素原子、硝基团或氰基团，可用作除草剂。
• Synthesis and bioactivity of novel (3-chloro-5-(trifluoromethyl)pyridin-2-yloxy)phenyl containing acrylate and acrylonitrile derivatives
  作者：Chun-Rui Yu、Long-He Xu、Song Tu、Zhi-Nian Li、Bin Li

  DOI：10.1016/j.jfluchem.2006.07.011

  日期：2006.12

  Fifteen novel (3-chloro-5-(trifluoromethyl)pyridin-2-yloxy)phenyl containing Baylis-Hillman adduct derivatives were designed and synthesized. Evaluation of their biological activities showed that methyl 2-((3-(3-chloro-5-(trifluoromethyl)pyridin-2-yloxy)phenoxy)(phenyl)methy-l)acrylate (2g) exhibited efficient broad-spectrum fungicidal activity, with 100% control of wheat powdery mildew and cucumber downy mildew and 98% control of cucumber anthracnose at 400 g ai/ha. Some of the other title compounds 2, 3 and two Baylis-Hillman bromide intermediates (11a, 11b) had moderate to good fungicidal activity. (c) 2006 Elsevier B.V. All rights reserved.