4,6-dimethyl-o-quinone methide | 95062-51-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,6-dimethyl-o-quinone methide
• 英文别名: 3,5-Dimethyl-1-methylen-cyclohexa-2,4-dien-6-on；2,4-Dimethyl-6-methylidenecyclohexa-2,4-dien-1-one
• CAS: 95062-51-4
• 化学式: C₉H₁₀O
• 分子量: 134.178
• InChiKey: VNXGRKHGXWBWRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,6-dimethyl-o-quinone methide 反应 2.25h， 生成 4,6-dimethylbenzoxete
  参考文献：
  名称：

  4,6-Dimethyl-o-quinone Methide and 4,6-Dimethylbenzoxete

  摘要：

  4,6-Dimethyl-o-quinone methide (4) was produced by FVP of alcohol 3 or of the trimer 6 and matrix isolated in Ar at 7.6 K. Photolysis of 4 with long wavelength light (>345 nm) at this temperature afforded 4,6-dimethylbenzoxete (5), which was observable up to room temperature in the solid state in the absence of water. 5 can be converted back to 4 by UV irradiation at 254/190 nm. Quantum chemical calculations on the thermal interconversion of 4 and 5 indicate activation barriers of the order of 40 kcal/mol for 4 --> 5, and 30 kcal/mol for 5 --> 4. The dimer, trimer, and tetramer (8, 6, and 7) of 4 are characterized.

  DOI：

  10.1021/jo981445x
• 作为产物：
  描述：

  6,8,3',4'A,5',7'-hexamethyl-9',9'a-dihydro-4'aH-spiro[chroman-2,1'-xanthen]-2'-one 900.0 ℃ 、0.0 Pa 条件下， 生成 4,6-dimethyl-o-quinone methide
  参考文献：
  名称：

  4,6-Dimethyl-o-quinone Methide and 4,6-Dimethylbenzoxete

  摘要：

  4,6-Dimethyl-o-quinone methide (4) was produced by FVP of alcohol 3 or of the trimer 6 and matrix isolated in Ar at 7.6 K. Photolysis of 4 with long wavelength light (>345 nm) at this temperature afforded 4,6-dimethylbenzoxete (5), which was observable up to room temperature in the solid state in the absence of water. 5 can be converted back to 4 by UV irradiation at 254/190 nm. Quantum chemical calculations on the thermal interconversion of 4 and 5 indicate activation barriers of the order of 40 kcal/mol for 4 --> 5, and 30 kcal/mol for 5 --> 4. The dimer, trimer, and tetramer (8, 6, and 7) of 4 are characterized.

  DOI：

  10.1021/jo981445x

文献信息

• THERMOSETTING COMPOSITIONS BASED ON UNSATURATED POLYESTERS AND PHENOLIC RESINS
  申请人：Eastman Chemical Company

  公开号：US20160115348A1

  公开（公告）日：2016-04-28

  A thermosetting composition having: I) an unsaturated curable polyester comprising the residues of an α,β-unsaturated polycarboxylic acid compound, said α,β-unsaturated polycarboxylic acid compound having at least two carboxylic acid groups or at least one anhydride group, and having at least one unsaturation in a position that is α,β relative to a carbonyl group and not located on an aromatic ring; and II) a phenolic resin having at least one methylol group. The unsaturated curable polyester resin can be dispersed in water or dissolved in a solvent and is suitable for waterborne or solventborne coating compositions. Phenolic based crosslinking coating compositions that contain these unsaturated curable polyester resins are curable at elevated temperatures.
• CURABLE POLYESTERS AND THERMOSETTING COMPOSTIONS CONTAINING RESOLE PHENOLIC RESINS
  申请人：Eastman Chemical Company

  公开号：US20160115345A1

  公开（公告）日：2016-04-28

  There is now provided a variety of curable polyester resins that cure well with phenolic crosslinking agents. The curable polyester resins include polyester resins that have both carboxyl and hydroxyl functionalities and a high ratio of carboxyl functionalities to hydroxyl functionalities; unsaturated curable polyester having residues of an α,β-unsaturated polycarboxylic acid compound with at least one unsaturation in a position that is α,β relative to a carbonyl group and not located on an aromatic ring; and a curable polyester resin containing beta-ketoacetate moieties without vinyl unsaturation. The curable polyester resin can be dispersed in water or dissolved in a solvent and is suitable for waterborne or solventborne coating compositions. Phenolic based crosslinking coating compositions that contain these curable polyester resins cure well with phenolic resin crosslinking compounds with a wide variety of reactive curable polyester resins or other kinds of polyester resins.
• RESOLE PHENOLIC RESINS CURABLE WITH FUNCTIONAL POLYESTERS
  申请人：Eastman Chemical Company

  公开号：US20160115347A1

  公开（公告）日：2016-04-28

  This invention relates to a resole phenolic resin comprising the residues of (a) from about 50 to 100 mole % of a meta-substituted phenol [phenolic component (a)], (b) from 0 to about 50 mole % of at least one phenolic component [phenolic component (b)] other than said meta-substituted phenol, and (c) from about 150 to about 300 mole % of at least one aldehyde, wherein the mole percentages of said phenolic components (a) and (b) are based on the total moles of phenolic components (a) and (b); wherein the mole percentages of said aldehyde component is based on the total moles of said phenolic components (a) and (b), and wherein said resole phenolic resin is soluble in an organic solvent and curable with a functional polyester.
• THERMOSETTING COMPOSITIONS BASED ON PHENOLIC RESINS AND CURABLE POLEYESTER RESINS MADE WITH DIKETENE OR BETA-KETOACETATE CONTAINING COMPOUNDS
  申请人：Eastman Chemical Company

  公开号：US20160137877A1

  公开（公告）日：2016-05-19

  A thermosetting composition having: I. a curable polyester resin containing beta-ketoacetate moieties without vinyl unsaturations; and II. a phenolic resin having at least one methylol group. The curable polyester resin can be made by reacting a polyester resin with a compound containing a beta-ketoacetate moiety that does not contain a vinyl unsaturation such as alkyl acetoacetate compounds or diketene compounds. The curable polyester resin can be dispersed in water or dissolved in a solvent and is suitable for waterborne or solventborne coating compositions. Phenolic based crosslinking coating compositions that contain these curable polyester resins cure well with phenolic resin crosslinking compounds.
• US7645838B2
  申请人：——

  公开号：US7645838B2

  公开（公告）日：2010-01-12