2-hydroxy-3-methyldihydrocinnamic acid | 80515-85-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2-hydroxy-3-methyldihydrocinnamic acid
• 英文别名: 3-(2-Hydroxy-3-methylphenyl)propanoic acid
• CAS: 80515-85-1
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: CEACKEBHGPVLBR-UHFFFAOYSA-N

物化性质

• 熔点：
  136-137 °C
• 沸点：
  340.1±27.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  57.53
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-hydroxy-3-methyldihydrocinnamic acid 在 palladium on activated charcoal 作用下， 以 二苯醚 为溶剂， 反应 20.0h， 以83%的产率得到8-methylcoumarin
  参考文献：
  名称：

  New syntheses of coumarins

  摘要：

  DOI：

  10.1021/jo00345a009
• 作为产物：
  描述：

  2,2-diethoxy-8-methylchroman 在 盐酸 、 氢氧化钾 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 4.0h， 生成 2-hydroxy-3-methyldihydrocinnamic acid
  参考文献：
  名称：

  New syntheses of coumarins

  摘要：

  DOI：

  10.1021/jo00345a009

文献信息

• Synthesis of glycols via transfer hydrogenation of alpha-functional esters with alcohols
  申请人：Eastman Chemical Company

  公开号：US10266467B2

  公开（公告）日：2019-04-23

  A transfer hydrogenation process for forming vicinal diols by hydrogenating 1,2-dioxygenated organic compounds using alcohols as the reducing agent instead of the traditional H2 gas. The transfer hydrogenation is carried out under milder conditions of temperature and pressure than is typical for ester hydrogenation with H2. The milder conditions of operation provide benefits, such as lower operating and capital costs for industrial scale production as well as savings in product purification due to the avoidance of by-products from exposure of reaction mixtures and products to high temperatures.

  利用醇类作为还原剂而不是传统的 H2 气体，通过氢化 1,2-二氧 化有机化合物形成沧烷二醇的转移氢化工艺。与使用 H2 进行酯加氢的典型方法相比，转移加氢是在较温和的温度和压力条件下进行的。较温和的操作条件带来了诸多好处，例如降低了工业规模生产的操作和资本成本，以及由于避免了反应混合物和产品暴露于高温而产生的副产品，从而节省了产品提纯费用。
• PANETTA, J. A.;RAPOPORT, H., J. ORG. CHEM., 1982, 47, N 6, 946-950
  作者：PANETTA, J. A.、RAPOPORT, H.

  DOI：——

  日期：——
• NOVEL ALPHA-OXYGENATED OR ALPHA-THIOLATED CARBOXYLIC ACID PHENETHYLAMIDE DERIVATIVES
  申请人：Syngenta Participations AG

  公开号：EP1448514A1

  公开（公告）日：2004-08-25
• SYNTHESIS OF GLYCOLS VIA TRANSFER HYDROGENATION OF ALPHA-FUNCTIONAL ESTERS WITH ALCOHOLS
  申请人：Eastman Chemical Company

  公开号：US20190039978A1

  公开（公告）日：2019-02-07

  A transfer hydrogenation process for forming vicinal diols by hydrogenating 1,2-dioxygenated organic compounds using alcohols as the reducing agent instead of the traditional H 2 gas. The transfer hydrogenation is carried out under milder conditions of temperature and pressure than is typical for ester hydrogenation with H 2 . The milder conditions of operation provide benefits, such as lower operating and capital costs for industrial scale production as well as savings in product purification due to the avoidance of by-products from exposure of reaction mixtures and products to high temperatures.
• [EN] NOVEL DOLLAR G(a)-OXYGENATED OR DOLLAR G(a)-THIOLATED CARBOXYLIC ACID PHENETHYLAMIDE DERIVATIVES<br/>[FR] NOUVEAUX DERIVES PHENETHYLAMIDES D'ACIDE CARBOXYLIQUE DOLLAR G(A)-OXYGENES OU DOLLAR G(A)-THIOLES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2003042168A1

  公开（公告）日：2003-05-22

  The invention relates to α-oxygenated or α-thiolated carboxylic acid phenethylamide derivatives of general formula (I) including the optical isomers thereof and mixtures of such isomers, wherein A stands for optionally substituted aryl or optionally substituted heteroaryl; X is oxygen or sulfur; Y is oxygen or sulfur; R1, is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, haloalkyl, haloalkenyl, haloalkynyl or halocycloalkyl; R2 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxy-alkyl, alkoxy-alkenyl, alkoxy-alkynyl, whereof all alkyl- alkenyl-, alkynyl-, or cycloalkyl-groups may be optionally substituted by halogen; or optionally substituted arylalkyl, optionally substituted aryl-alkenyl, optionally substituted aryl-alkynyl or optionally substituted aryloxy-alkyl; R3 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, alkoxy-alkyl, alkoxy-alkenyl, alkoxy-alkynyl, whereof all alkyl- alkenyl-, alkynyl-, or cycloalkyl-groups may be optionally substituted by halogen; or is optionally substituted aryl-alkyl, optionally substituted aryl-alkenyl, optionally substituted aryl-alkynyl, optionally substituted aryloxy-alkyl, optionally substituted heteroaryl-alkyl, optionally substituted heteroaryl-alkenyl or optionally substituted heteroaryl-alkynyl; R4 is alkyl, alkenyl, alkynyl, alkoxy-alkyl, alkoxy, alkenyloxy, alkenyloxy, alkylthio, alkanoyl, alkylamino, dialkylamino, alkoxycarbonyl, whereof all alkyl- alkenyl or alkynyl-groups may be optionally substituted by halogen; or is halogen, cyano, nitro, amino, formyl or carboxyl; R5 is hydrogen, alkyl, alkenyl or alkynyl; n is an integer 0,1, 2, 3, or 4; B, represents a bridge member -CR10R11-, wherein R10 and R11 independently of each other are hydrogen or alkyl; and B2 is an alkylene bridge. These compounds possess useful plant protecting properties and may advantageously be employed in agricultural practice for controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi.