(3,5-dimethylphenoxy)acetonitrile | 33901-47-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (3,5-dimethylphenoxy)acetonitrile
• 英文别名: 2-(3,5-Dimethylphenoxy)acetonitrile
• CAS: 33901-47-2
• 化学式: C₁₀H₁₁NO
• mdl: MFCD09906402
• 分子量: 161.203
• InChiKey: REUBFWALXGPULL-UHFFFAOYSA-N

物化性质

• 熔点：
  57-58 °C
• 沸点：
  74-77 °C(Press: 0.2 Torr)
• 密度：
  1.034±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3,5-dimethylphenoxy)acetonitrile 在 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 potassium carbonate 、 三氯氧磷 作用下， 以 甲醇 、 乙醚 、 乙醇 、 丙酮 、 乙腈 为溶剂， 反应 27.0h， 生成 methyl (2E)-3-[{2-[2-(1-methoxyethyl)-3,5-dimethylphenoxy]ethyl}methylamino]acrylate
  参考文献：
  名称：

  Transformations of tetrahydro-1,4-benzoxazepines and tetrahydro-1,4-benzothiazepines under the action of alkynes. First example of the synthesis of tetrahydro-1,4-benzothiazonine-6-carboxylate

  摘要：

  It was shown that 2,3,4,5-tetrahydro-1,4-benzoxazepines were cleaved at the N-C(5) bond under the action of activated alkynes in methanol, forming o-(methoxyethyl)- and o-(methoxybenzyl)-phenyl(aminoethyl) ethers. The cleavage rate depended on the electronic effects of the substituents at the C-5 atom. Thiazepine ring expansion in tetrahydro-1,4-benzothiazepine was achieved for the first time via reaction with methyl propiolate to give a benzothiazonine.

  DOI：

  10.1007/s10593-013-1251-z
• 作为产物：
  描述：

  3,5-二甲基苯酚 、 溴乙腈 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 18.0h， 以75%的产率得到(3,5-dimethylphenoxy)acetonitrile
  参考文献：
  名称：

  Transformations of tetrahydro-1,4-benzoxazepines and tetrahydro-1,4-benzothiazepines under the action of alkynes. First example of the synthesis of tetrahydro-1,4-benzothiazonine-6-carboxylate

  摘要：

  It was shown that 2,3,4,5-tetrahydro-1,4-benzoxazepines were cleaved at the N-C(5) bond under the action of activated alkynes in methanol, forming o-(methoxyethyl)- and o-(methoxybenzyl)-phenyl(aminoethyl) ethers. The cleavage rate depended on the electronic effects of the substituents at the C-5 atom. Thiazepine ring expansion in tetrahydro-1,4-benzothiazepine was achieved for the first time via reaction with methyl propiolate to give a benzothiazonine.

  DOI：

  10.1007/s10593-013-1251-z

文献信息

• Reaction of phenols with α-chloro-ketones in the presence of potassium iodide
  作者：M. K. M. Dirania、J. Hill

  DOI：10.1039/j39690002144

  日期：——

  α-Chloro-ketones (R1CHCl·COR2) reacted with phenols in acetone or ethyl methyl ketone, in the presence of potassium iodide and potassium carbonate, to give the expected α-aryloxy-ketone (ArO·CHR1·COR2) and, in many cases, two further products. These were the corresponding ketone (R1CH2·COR2), and the product of a reaction of the phenol with the solvent [ArO·CH2Ac or ArO·CH(Me)Ac] which was formed in

  在碘化钾和碳酸钾的存在下，α-氯酮（R 1 CHCl·COR 2）与苯酚在丙酮或乙基甲基酮中反应，得到预期的α-芳氧基酮（ArO·CHR 1 ·COR 2）），以及在许多情况下的另外两种产品。它们是相应的酮（R 1 CH 2 ·COR 2），是苯酚与溶剂[ArO·CH 2 Ac或ArO·CH（Me）Ac]的反应产物，由α大量形成。 -氯-α-苯基酮。在没有碘化物的情况下都没有形成副产物。
• 1-heterocyclyl-2-diphenoxyethylidenimines and salts thereof
  申请人：SEARLE &

  公开号：US02811526A1

  公开（公告）日：1957-10-29
• Goldenberg; Wandestrick; Binon, Chimica therapeutica, 1973, vol. 8, # 3, p. 259 - 270
  作者：Goldenberg、Wandestrick、Binon、Charlier

  DOI：——

  日期：——
• [DE] ARYLOXYETHYLAMINOTRIAZINE<br/>[EN] ARYLOXY ETHYLAMINO TRIAZINES<br/>[FR] ARYLOXYETHYLAMINOTRIAZINES
  申请人：BAYER AG

  公开号：WO2000078737A2

  公开（公告）日：2000-12-28

  Die Erfindung betrifft neue Aryloxyethylaminotriazine der allgemeinen Formel (I), in welcher n, R?1, R2, R3¿ und Z die in der Beschreibung angegebene Bedeutung haben, wobei die Verbindungen N-[4-Amino- 6-(1-fluor- 1-methyl- ethyl)- 1,3,5- triazin-2-yl] -N-(2-phenoxy- ethyl) -amin, N-[4-Amino- 6-(1-fluor- 1-methyl -ethyl) -1,3,5 -triazin -2-yl] -N-[2- (3,5 -difluor -phenoxy) -ethyl] -amin, N- [4-Amino-6- (1-fluor -1-methyl -ethyl) -1,3,5 -triazin -2-yl]-N- [2-(3,5 -dimethyl -phenoxy) -ethyl] -amin (vgl. WO-A-98/34925) durch Disclaimer ausgenommen sind, sowie Verfahren zu ihrer Hers tellung und ihre Verwendung als Herbizide. Die Erfindung betrifft weiterhin die Verwendung der Verbindungen der allgemeinen Formel (I) einschließlich der per Disclaimer ausgeschlossenen Verbindungen als selektive Herbizide in Baumwolle-, Gerste-, Mais-, Rüben- und Weizenkulturen.
• Transformations of tetrahydro-1,4-benzoxazepines and tetrahydro-1,4-benzothiazepines under the action of alkynes. First example of the synthesis of tetrahydro-1,4-benzothiazonine-6-carboxylate
  作者：L. G. Voskressensky、S. V. Akbulatov、T. N. Borisova、L. N. Kulikova、A. V. Listratova、E. A. Sorokina、A. V. Varlamov

  DOI：10.1007/s10593-013-1251-z

  日期：2013.5

  It was shown that 2,3,4,5-tetrahydro-1,4-benzoxazepines were cleaved at the N-C(5) bond under the action of activated alkynes in methanol, forming o-(methoxyethyl)- and o-(methoxybenzyl)-phenyl(aminoethyl) ethers. The cleavage rate depended on the electronic effects of the substituents at the C-5 atom. Thiazepine ring expansion in tetrahydro-1,4-benzothiazepine was achieved for the first time via reaction with methyl propiolate to give a benzothiazonine.