1,3-dimethyl-5-(3-nitrophenoxy)benzene

• 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: 1,3-dimethyl-5-(3-nitrophenoxy)benzene
• 英文别名: 3,5-dimethyl-5'-nitrodiphenyl ether
• 化学式: C₁₄H₁₃NO₃
• 分子量: 243.262
• InChiKey: QBISPWDCYGCGNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-碘-3-硝基苯 、 3,5-二甲基苯酚 在 N-苯基吡啶甲酰胺 、 铜 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以78%的产率得到1,3-dimethyl-5-(3-nitrophenoxy)benzene
  参考文献：
  名称：

  N- Picolinamides作为Ullman C–O型偶联反应中的配体

  摘要：

  铜催化的修饰的Ullmann偶联反应产生C–O键，包括二芳基醚或苯酚，对有机合成至关重要。合成的N-苯基-2-吡啶甲酰胺及其衍生物在形成各种二芳基醚和酚的过程中，与催化性铜源一起用作配体。在温和的反应条件下，将各种具有供电子和吸电子基团的芳基和杂芳基卤化物与各种苯酚反应，可提供中等至极好的收率。

  DOI：

  10.1016/j.tetlet.2017.07.099

文献信息

• Phosphosulfonate herbicides
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0511826A2

  公开（公告）日：1992-11-04

  This invention concerns phosphosulfonates having the general formula wherein (1) Y is phenyl ; naphthyl ; benzyl ; (C5-C8)cycloalkyl ; a 5-membered heteroaromatic ring having from one to four heteroatoms each being independently N, O or S, provided that no more than one is O or S ; a 6-membered heteroaromatic ring having 1, 2 or 3 nitrogen atoms ; or a fused 5,6- or 6,6-membered heteroaromatic ring having from one to four heteroatoms each being independently N, O or S, provided that no more than one is O or S ; wherein Y optionally has up to three substituents, each being independently halogen, cyano, nitro, (C1-C6)alkoxy, halo(C1-C4)alkoxy, (C1-C6)alkyl, halo(C1-C4)alkyl, phenyl, (C1-C4)alkylcarbonyloxy, di(C1-C4)alkylcarbamoyl or (C1-C4)alkoxycarbonyl, provided that (a) no more than one of said substituents is present when Y is a thiadiazolyl ring or a tetrazolyl ring, and (b) no more than two of said substituents is present when Y is a triazolyl ring, a thiazolyl ring, or an isothiazolyl ring, except that when Y is phenyl, naphthyl or benzyl, it may have up to five substituents each being independently halogen, acetoxy, methyl, methoxy or halomethoxy, but no more than two of which are acetoxy, methyl, methoxy, or halomethoxy; (2) X is oxygen or sulfur ; and (3) R1 and R2 are each independently chloro, or (C1-C6)alkyl, (C1-C6)alkoxy, halo(C2-C4)alkoxy, (C1-C4)alkylthio, (C3-C4)alkenyloxy, (C3-C4)alkynyloxy, (C1-C4)alkoxy(C1-C4)alkoxy, (C4-C8)cycloalkyloxy, (C3-C6)cycloalkyl(C1-C3)alkoxy, cyano(C1-C4)alkoxy, (C2-C4)alkylideneiminooxy or amino each optionally substituted with one or two of (C1-C4)alkyl, (C2-C4)alkenyl or phenyl ; provided that there is not more than one phenyl group on the amino group ; also provided that R1 may additionally be phenyl or phenoxy; and also provided that R1 and R2 may both be alkoxy so as to form together with the phosphorus atom a 6-membered oxygen-containing ring ; except that when R1 and R2 are both alkoxy, Y is not phenyl, 4-methylphenyl, 4-chlorophenyl, 4-bromophenyl or 3-nitrophenyl ; compositions containing these compounds and their use as herbicides.

  本发明涉及通式如下的磷磺酸盐 其中 (1) Y 是苯基；萘基；苄基；(C5-C8)环烷基；具有 1 至 4 个杂原子的 5 元杂芳环，每个杂原子独立地为 N、O 或 S，但 O 或 S 不超过一个；具有 1、2 或 3 个氮原子的 6 元杂芳环；或融合的 5、6 或 6、6 元杂芳环，其 1 至 4 个杂原子各自独立地为 N、O 或 S，但 O 或 S 原子不得多于 1 个； 其中 Y 可任选具有最多三个取代基，每个取代基独立为卤素、氰基、硝基、(C1-C6)烷氧基、卤代(C1-C4)烷氧基、(C1-C6)烷基、卤代(C1-C4)烷基、苯基、(C1-C4)烷基羰氧基、二(C1-C4)烷基氨基甲酰基或(C1-C4)烷氧基羰基，条件是 (a) 当 Y 为噻二唑环或四唑环时，上述取代基中存在的不超过一个，且 (b) 当 Y 为三唑环、噻唑环或异噻唑环时，所述取代基不超过两个，但当 Y 为苯基、萘基或苄基时，最多可有五个取代基，每个取代基独立地为卤素、乙酰氧基、甲基、甲氧基或卤代甲氧基，但其中乙酰氧基、甲基、甲氧基或卤代甲氧基不超过两个； (2) X 是氧或硫；以及 (3) R1 和 R2 各自独立地是氯、或 (C1-C6)烷基、(C1-C6)烷氧基、卤代(C2-C4)烷氧基、(C1-C4)烷硫基、(C3-C4)烯氧基、(C3-C4)炔氧基、(C1-C4)烷氧基（C1-C4）烷氧基、(C4-C8)环烷氧基、(C3-C6)环烷基(C1-C3)烷氧基、氰基(C1-C4)烷氧基、(C2-C4)亚烷基亚氨基氧基或氨基，各自任选被一个或两个(C1-C4)烷基、(C2-C4)烯基或苯基取代；前提是氨基上的苯基不超过一个；此外，R1 还可以是苯基或苯氧基；R1 和 R2 还可以都是烷氧基，以便与磷原子一起形成一个 6 元含氧环；但当 R1 和 R2 都是烷氧基时，Y 不是苯基、4-甲基苯基、4-氯苯基、4-溴苯基或 3-硝基苯基；含有这些化合物的组合物及其作为除草剂的用途。
• 2-substituted pyrimidines and herbicidal use thereof
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0579424A1

  公开（公告）日：1994-01-19

  A class of 2-arylpyrimidines which is useful in the control of weeds is of the general formula: wherein R² is an optionally substituted aromatic ring; R³ is a saturated or unsaturated alkyl group; R⁵ is selected from hydrogen, halo, alkyl, alkenyl, alkynyl, alkoxy, and alkylthio; R⁶ is selected from hydrogen, halo, alkyl, haloalkyl, aryl, and alkoxy; or R⁵ and R⁶ are joined together to form a ring; and X is oxygen or sulfur.

  一类可用于控制杂草的 2-芳基嘧啶类化合物的通式为 其中 R² 是任选取代的芳环；R³ 是饱和或不饱和烷基；R⁵ 选自氢、卤代、烷基、烯基、炔基、烷氧基和烷硫基；R⁶ 选自氢、卤代、烷基、卤代烷基、芳基和烷氧基；或 R⁵ 和 R⁶ 连接在一起形成一个环；X 是氧或硫。
• 6-arylpyrimidines and herbicidal use thereof
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0579425A1

  公开（公告）日：1994-01-19

  A class of 6-arylpyrimidines which is useful in the control of weeds is of the general formulae: wherein R² is selected from hydrogen, halo, substituted or unsubstituted alkyl, haloalkyl, polyhaloalkyl, haloalkenyl, polyhaloalkenyl, haloalkynyl, polyhaloalkynyl, alkenyl, alkynyl, alkoxy, alkylthio, alkoxycarbonylalkyl, cyano, alkoxyalkyl, alkoxycarbonyl, cycloalkyl, aralkyl, alkylamino, dialkylamino, or dialkylaminocarbonyl group; R³ is an alkyl, alkenyl, alkynyl, or haloalkyl group; R⁵ is an alkyl, alkenyl, alkynyl, alkenynyl, or alkoxyalkyl, group; R⁶ is an aryl group (e.g. aromatic ring); and X is oxygen or sulfur. R² and R³ may form a fused ring.

  有一类 6-芳基嘧啶类化合物可用于控制杂草，其通式如下： 其中 R² 选自氢、卤素、取代或未取代的烷基、卤代烷基、多卤代烷基、卤代烯基、多卤代烯基、卤代炔基、多卤代炔基、烯基、炔基、烷氧基、烷硫基、烷氧羰基、氰基、烷氧基烷基、烷氧羰基、环烷基、芳基、烷基氨基、二烷基氨基或二烷基氨基羰基；R³ 是烷基、烯基、炔基或卤代烷基； R⁵ 是烷基、烯基、炔基、烯炔基或烷氧基烷基； R⁶ 是芳基（如芳香环）；以及 X⁶ 是芳香基（如芳香环）。例如芳香环）；X 是氧或硫。R² 和 R³ 可形成一个融合环。
• 2-Arylpyrimidines and herbicidal use thereof
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0663396A1

  公开（公告）日：1995-07-19

  The present invention provides certain 2-arylpyrimidines which are useful in the control of weeds. The present invention also provides herbicidal compositions comprising certain 2-arylpyrimidines, methods of controlling weeds using such 2-arylpyrimidines and herbicidal compositions, and a process for preparing certain 2-arylpyrimidines.

  本发明提供了某些可用于控制杂草的 2-芳基嘧啶。本发明还提供了包含某些 2-芳基嘧啶的除草组合物、使用这种 2-芳基嘧啶和除草组合物控制杂草的方法，以及制备某些 2-芳基嘧啶的工艺。
• 2-Aryl-5,6-dihydropyrimidinones and herbicidal use thereof
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0733622A1

  公开（公告）日：1996-09-25

  A class of 2-aryl-5,6-dihydropyrimidinones and compositions thereof which are useful in the control of weeds is of the general formula wherein    Ar is a substituted or unsubstituted aryl or heteroaryl;    R3 is an optionally substituted alkyl, alkenyl or alkynyl;    R5a and R5b are each independently a hydrogen atom, halo, cyano or an optionally substituted alkyl, alkenyl, alkynyl, alkoxy or alkylthio;    R6a and R6b are each independently a hydrogen atom, halo, cyano, an optionally substituted alkyl, alkenyl, alkynyl, alkoxy or alkylthioalkyl, cycloalkyl, optionally substituted aryl, aryloxy, heterocyclyl or aralkyl, alkylamino, dialkylamino or dialkylaminocarbonyl;    R5a and R6a taken together with the carbon atoms to which they are attached may form a fused 4-7 member ring containing 2-5 methylenes; and    X is an oxygen or a sulfur atom.

  一类用于控制杂草的 2-芳基-5,6-二氢嘧啶酮及其组合物的通式为 其中 Ar 是取代或未取代的芳基或杂芳基； R3 是任选取代的烷基、烯基或炔基； R5a 和 R5b 各自独立地为氢原子、卤代、氰基或任选取代的烷基、烯基、炔基、烷氧基或硫代烷基； R6a 和 R6b 各自独立地为氢原子、卤代、氰基、任选取代的烷基、烯基、炔基、烷氧基或硫代烷基、环烷基、任选取代的芳基、芳氧基、杂环基或芳基、烷基氨基、二烷基氨基或二烷基氨基羰基； R5a 和 R6a 与它们所连接的碳原子一起可形成一个含有 2-5 个亚甲基的 4-7 个成员的融合环；以及 X 是氧原子或硫原子。