Ethyl 6-phenylsalicylate | 134105-71-8

• 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: Ethyl 6-phenylsalicylate
• 英文别名: ethyl 3-hydroxy-[1,1'-biphenyl]-2-carboxylate；3-hydroxy-biphenyl-2-carboxylic acid ethyl ester；3-Hydroxy-biphenyl-2-carbonsaeure-aethylester；Ethyl hydroxybiphenylcarboxylate；ethyl 2-hydroxy-6-phenylbenzoate
• CAS: 134105-71-8
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: WCIKWFKGAVOKOO-UHFFFAOYSA-N

物化性质

• 沸点：
  392.2±35.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 6-phenylsalicylate 、 甲烷 在 18-冠醚-6 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 生成 6-苯基水杨酸
  参考文献：
  名称：

  Herbicidal substituted benzoylsulfonamides

  摘要：

  公式##STR1##的化合物，其中A是O、S或NR.sup.3；G是CH或N；R和R.sup.1独立的是烷基、烷氧基、卤代烷氧基或烷基氨基；R.sup.2是苯基、取代苯基、烷基、环烷基、卤代烷基或--CH.sub.2 [(R.sup.4)C(R.sup.5).sub.n --Z；R.sup.3和R.sup.7独立的是氢、烷基、--C(O)NH.sub.2或--C(O)烷基；R.sup.4和R.sup.5独立的是氢、烷基或卤素；R.sup.6是卤素、烷基、烷氧基、卤代烷氧基、NO.sub.2、氨基、烷基取代氨基或酰基取代氨基；n是0到5；Z是氰基、氨基、烷基氨基、二烷基氨基、--NHCO.sub.2烷基、烷氧基、烷基亚硫酰基、烷基亚磺酰基、烯基、炔基、苯基或取代苯基；Q是氢、卤素、烷基、烷氧基、卤代烷氧基、硝基、氨基、卤代烷基、烷基亚硫酰基、烷基亚磺酰基、苯基、取代苯基或苯氧基；或具有公式##STR2##的5或6成员芳香杂环，其中“m”是0或1；A'是O、S或NR.sup.7；X、X'、Y、Y'、W、W'、V、V'、U和Z'独立的是N、O、S、--CH--或--CR.sup.6。还披露了用于制备苯甲酰磺酰胺的中间体。

  公开号：

  US05149357A1
• 作为产物：
  描述：

  ethyl 5-hydroxy-3-oxo-7-phenylhept-6-ynoate 在 2-二环己基膦-2′,4′,6′-三异丙基联苯金(I) 双(三氟甲烷磺酰)亚胺 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.83h， 以59%的产率得到Ethyl 6-phenylsalicylate
  参考文献：
  名称：

  Gold-Catalyzed Benzannulation of 5-Hydroxy-3-oxoalk-6-ynoate Esters to o-Phenolic Esters

  摘要：

  A synthetic method to prepare o-phenolic esters efficiently by gold(I)-catalyzed benzannulation of 5-hydroxy-3-oxoalk-6-ynoate esters under mild conditions that did not require the exclusion of air or moisture is described.

  DOI：

  10.1021/ol5002363

文献信息

• Annelation Reactions of Enaminones with Ethyl Acetoacetate. Studies on the .BETA.-Carbonyl Compounds Connected with the .BETA.-Polyketides. XI.
  作者：Naoki TAKEUCHI、Satoko HANDA、Kumi KOYAMA、KOhji KAMATA、Kaori GOTO、Seisho TOBINAGA

  DOI：10.1248/cpb.39.1655

  日期：——

  Though condensation at either the carbonyl oxygen or the unsaturaced carbon adjacent to nitrogen of enaminones can occur in the reaction with the active methylene of ethyl acetoacetate, the results obtained in the condensation reactions of the enaminones 1 and 2 with ethyl acetoacetate in the presence of Knoevenagel catalysts to give the α-pyranones 3 and 4 and with the dianion of ethyl acetoacetate to give the ethyl salicylates 6 and 19 show that these reactions proceed at the latter position.

  尽管在与乙酰乙酸乙酯的活性甲烷中，与enaminones的反应中，碳酰氧或相邻于氮的非饱和碳处都可能发生缩合，但enaminones 1和2与乙酰乙酸乙酯在Knoevenagel催化剂存在下进行的缩合反应，生成α-吡喃酮3和4，以及与乙酰乙酸乙酯的二阴离子反应生成乙酸水杨酯6和19的结果表明，这些反应在后者位置进行。
• Polymerizable optically active compound and composition thereof
  申请人：Shundo Ryushi

  公开号：US20070122565A1

  公开（公告）日：2007-05-31

  The compound provided by the present invention is a polymerizable optically active compound represented by Formula (1): wherein R 1 is hydrogen, chlorine or bromine; R 2 is hydrogen, methyl or ethyl; A 1 is 1,4-phenylene, biphenyl-4,4′-diyl, naphthalene-2,6-diyl or pyridine-2,5-diyl, provided that in the 1,4-phenylene arbitrary hydrogen may be replaced by chlorine, bromine or fluorine, and in the biphenyl-4,4′-diyl arbitrary hydrogen may be replaced by chlorine, bromine or fluorine; and X 1 is a single bond, —CH═CH— or —CH 2 CH 2 —.

  本发明提供的化合物是一种可聚合的光学活性化合物，其表示为公式（1）： 其中，R1为氢、氯或溴；R2为氢、甲基或乙基；A1为1,4-苯撑、联苯-4,4'-二基、萘-2,6-二基或吡啶-2,5-二基，但在1,4-苯撑中任意氢可以被氯、溴或氟取代，在联苯-4,4'-二基中任意氢可以被氯、溴或氟取代；X1为单键，-CH═CH-或-CH2CH2-。
• Composition containing a polymerizable optically active compound
  申请人：Chisso Corporation

  公开号：US07527837B2

  公开（公告）日：2009-05-05

  The compound provided by the present invention is a polymerizable optically active compound represented by Formula (1): wherein R1 is hydrogen, chlorine or bromine; R2 is hydrogen, methyl or ethyl; A1 is 1,4-phenylene, biphenyl-4,4′-diyl, naphthalene-2,6-diyl or pyridine-2,5-diyl, provided that in the 1,4-phenylene arbitrary hydrogen may be replaced by chlorine, bromine or fluorine, and in the biphenyl-4,4′-diyl arbitrary hydrogen may be replaced by chlorine, bromine or fluorine; and X1 is a single bond, —CH═CH— or —CH2CH2—.

  本发明提供的化合物是一种可聚合的光学活性化合物，其化学式表示为（1）：其中，R1是氢、氯或溴；R2是氢、甲基或乙基；A1是1,4-苯撑、联苯-4,4'-二基、萘-2,6-二基或吡啶-2,5-二基，但在1,4-苯撑中任意的氢原子可以被氯、溴或氟替代，在联苯-4,4'-二基中任意的氢原子可以被氯、溴或氟替代；X1是一个单键，-CH═CH-或-CH2CH2-。
• Heyl, Chemische Berichte, 1898, vol. 31, p. 3034
  作者：Heyl

  DOI：——

  日期：——
• Triazolopyrimidines as a New Herbicidal Lead for Combating Weed Resistance Associated with Acetohydroxyacid Synthase Mutation
  作者：Yu-Chao Liu、Ren-Yu Qu、Qiong Chen、Jing-Fang Yang、Niu Cong-Wei、Xi Zhen、Guang-Fu Yang

  DOI：10.1021/acs.jafc.6b00720

  日期：2016.6.22

  Acetohydroxyacid synthase (AHAS; also known as acetolactate synthase; EC 2.2.1.6, formerly EC 4.1.3.18) is the first common enzyme in the biosynthetic pathway leading to the branched-chain amino acids in plants and a wide range of microorganisms. Weed resistance to AHAS-inhibiting herbicides, increasing at an exponential rate, is becoming a global problem and leading to an urgent demand of developing novel compounds against both resistant and wild AHAS. In the present work, a series of novel 2-aroxyl-1,2,4-triazolopyrimidine derivatives (a total of 55) were designed and synthesized with the aim to discover an antiresistant lead compound. Fortunately, the screening results indicated that many of the newly synthesized compounds showed a better, even excellent, inhibition effect against both the wild-type Arabidopsis thaliana AHAS and P197L mutants. Among them, compounds 5-3 to 5-17, compounds 5-19 to 5-26, compounds 5-28 to 5-45, and compound 5-48 have the lower values of resistance factor (RF) and display a potential power to overcome resistance associated with the P197L mutation in the enzyme levels. Further greenhouse in vivo assay showed that compounds 5-15 and 5-20 displayed "moderate" to "good" herbicidal activity against both the wild type-and the resistant (P197L mutation) Descurainia sophia, even at a rate as low as 0.9375 (g of ai/ha). The above results indicated that these two compounds could be used as new leads for the future development of antiresistance herbicides.