4-chloro-2-nitro-1-(prop-2-ynyloxy)benzene | 13350-16-8

• 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: 4-chloro-2-nitro-1-(prop-2-ynyloxy)benzene
• 英文别名: 5-chloro-2-(prop-2-ynyloxy)nitrobenzene；3-(2-Nitro-4-chlorphenoxy)-1-propin；2-nitro-4-chlorophenyl 2-propynyl ether；Benzene, 4-chloro-2-nitro-1-(2-propynyloxy)-；4-chloro-2-nitro-1-prop-2-ynoxybenzene
• CAS: 13350-16-8
• 化学式: C₉H₆ClNO₃
• 分子量: 211.605
• InChiKey: MCBMNHUQBBSTKY-UHFFFAOYSA-N

物化性质

• 熔点：
  75-77 °C
• 沸点：
  330.8±32.0 °C(Predicted)
• 密度：
  1.373±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  4-chloro-2-nitro-1-(prop-2-ynyloxy)benzene 在 (cyclooctadienyl)(cyclopentadienyl)ruthenium chloride 、 铁粉 、 氯化铵 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 水 为溶剂， 生成 (Z)-6-chloro-3-(2-(trimethylsilyl)vinyl)-3,4-dihydro-2H-benzo[b][1,4] oxazine
  参考文献：
  名称：

  钌催化的串联碳烯/炔烃复分解/ NH插入：苯并六元氮杂杂环的合成。

  摘要：

  基于Cp * RuCl的催化剂可通过前所未有的串联碳烯/炔烃复分解/ NH插入反应，方便地从不受保护的邻炔基苯胺和三甲基甲硅烷基重氮甲烷中获得各种苯并稠合六元氮杂杂环。该转化在温和的反应条件下（室温，<15分钟）进行且具有出色的官能团耐受性。还讨论了最终产品的综合用途和机理原理。

  DOI：

  10.1021/acs.orglett.0c00596
• 作为产物：
  描述：

  4-氯-2-硝基苯酚 、 3-溴丙炔 在 potassium carbonate 作用下， 以 甲苯 、 乙腈 为溶剂， 生成 4-chloro-2-nitro-1-(prop-2-ynyloxy)benzene
  参考文献：
  名称：

  钌催化的串联碳烯/炔烃复分解/ NH插入：苯并六元氮杂杂环的合成。

  摘要：

  基于Cp * RuCl的催化剂可通过前所未有的串联碳烯/炔烃复分解/ NH插入反应，方便地从不受保护的邻炔基苯胺和三甲基甲硅烷基重氮甲烷中获得各种苯并稠合六元氮杂杂环。该转化在温和的反应条件下（室温，<15分钟）进行且具有出色的官能团耐受性。还讨论了最终产品的综合用途和机理原理。

  DOI：

  10.1021/acs.orglett.0c00596

文献信息

• Synthesis of [Zn(ΙΙ)BHPPDAH] as New Heterogeneous Catalyst without Being Immobilized on Any Support and Applied for Mannich Reaction
  作者：Reza Khalifeh、Hashem Sharghi、Zahra Rashidi

  DOI：10.1002/hc.21103

  日期：2013.9

  In this paper, a novel heterogeneous complex of zinc with N,N-bis(2-hydroxyphenyl)pyridine-2,6-dicarboxamide(BHPPDAH) was synthesized. The catalyst was found to be a highly effective catalyst for the three-component coupling reactions of aldehydes, alkynes, and amines (A3 coupling) via C–H activation. The reactions could be applied to both aromatic and aliphatic aldehydes and alkynes. Nearly quantitative

  本文合成了一种新型的锌与N,N-双(2-羟基苯基)吡啶-2,6-二甲酰胺(BHPPDAH)的异质络合物。发现该催化剂是通过 C-H 活化进行醛、炔和胺的三组分偶联反应（A3 偶联）的高效催化剂。该反应可应用于芳香族和脂肪族醛和炔烃。在大多数情况下，获得了几乎定量的所需产物。反应在没有任何助催化剂或活化剂的情况下进行，水是唯一的副产物。通过简单的过滤从反应中定量回收催化剂，并以几乎一致的活性重复使用五个循环。
• Mycoattractants and mycopesticides
  申请人：——

  公开号：US20020146394A1

  公开（公告）日：2002-10-10

  The present invention utilizes the pre-sporulation (preconidial) mycelial stage of entomopathogenic fungi as insect attractants and/or pathogens. The fungus can be cultivated on grain, wood, agricultural wastes or other cellulosic material, attracting the insect and optionally introducing insect-specific pathogenic fungi. More than one fungus and substrate can be used in combination. The matrix of preconidial fungi can optionally be dried, freeze-dried, cooled and/or pelletized and packaged and reactivated for use as an effective insect attractant and/or biopesticide. Attractant extracts of the preconidial entomopathogenic mycelium are disclosed.

  本发明利用昆虫病原真菌的孢子前（子囊前）菌丝阶段作为昆虫引诱剂和/或病原体。可以在谷物、木材、农业废弃物或其他纤维素材料上培养真菌，吸引昆虫，并选择性地引入昆虫特异性病原真菌。可以结合使用一种以上的真菌和基质。前壳真菌的基质可以选择干燥、冷冻干燥、冷却和/或造粒、包装和重新激活，以用作有效的昆虫引诱剂和/或生物杀虫剂。已公开了前生昆虫病原真菌菌丝体的引诱剂提取物。
• A New Synthesis of 2,3-Dihydrobenzo[1,4]dioxine and 3,4-Dihydro-2<i>H</i>-benzo[1,4]oxazine Derivatives by Tandem Palladium-Catalyzed Oxidative Aminocarbonylation−Cyclization of 2-Prop-2-ynyloxyphenols and 2-Prop-2-ynyloxyanilines
  作者：Bartolo Gabriele、Giuseppe Salerno、Lucia Veltri、Raffaella Mancuso、Zhiyu Li、Alessandra Crispini、Anna Bellusci

  DOI：10.1021/jo061229l

  日期：2006.9.1

  2-[(Dialkylcarbamoyl)methylene]-2,3-dihydrobenzo[1,4]dioxine and 3-[(dialkylcarbamoyl)methylene]-3,4-dihydro-2H-benzo[1,4]oxazine derivatives (3 and 5, respectively) were synthesized for the first time starting from readily available 2-prop-2-ynyloxyphenols 1 and 2-prop-2-ynyloxyanilines 4, respectively, through tandem oxidative aminocarbonylation of the triple bond-intramolecular conjugate addition. Reactions were carried out in the presence of catalytic amounts of PdI2 in conjunction with an excess of KI in N,N-dimethylacetamide (DMA) as the solvent at 80-100 degrees C and under 20 atm (at 25 degrees C) of a 4:1 mixture of CO-air. The reaction showed a significant degree of stereoselectivity, the Z isomers being formed preferentially or exclusively. The configuration around the double bond of the major stereoisomers was unequivocally established by X-ray diffraction analysis.
• Synthesis and Highly Enantioselective Hydrogenation of Exocyclic Enamides:  (<i>Z</i>)-3-Arylidene-4-acetyl-3,4-dihydro-2<i>H</i>- 1,4-benzoxazines
  作者：Yong-Gui Zhou、Peng-Yu Yang、Xiu-Wen Han

  DOI：10.1021/jo048212s

  日期：2005.3.1

  Highly enantioselective hydrogenation of exocyclic enamides, (Z)-3-arylidene-4-acyl-3,4-dihydro-2H-benzoxazines, was achieved in up to 98.6% ee by using Rh/(R,R)-Me-Duphos complex as the catalytic system. The absolute configuration of the product was assigned as R by chemical interrelations.
• Mycoattractants and Mycopesticides
  申请人：Stamets Paul Edward

  公开号：US20090047237A1

  公开（公告）日：2009-02-19

  The present invention utilizes extracts of the pre-sporulation (preconidial) mycelial stage of entomopathogenic fungi as insect attractants and/or pathogens. The fungus can be cultivated on grain, wood, agricultural wastes or other cellulosic material. More than one fungus and substrate can be used in combination.