1-Phenylundecane-1,11-diol | 109217-58-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-Phenylundecane-1,11-diol
• CAS: 109217-58-5
• 化学式: C₁₇H₂₈O₂
• 分子量: 264.408
• InChiKey: ZJLABXCYXIZJAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Phenylundecane-1,11-diol 在 chromium(VI) oxide 、 磷酸 作用下， 以 四氢呋喃 、 硫酸 、 丙酮 为溶剂， 反应 49.0h， 生成 (E)-11-phenylundec-10-enoic acid
  参考文献：
  名称：

  Palladium-Catalyzed Isomerization of Aryl-Substituted Epoxides:  A Selective Synthesis of Substituted Benzylic Aldehydes and Ketones

  摘要：

  Aryl-substituted epoxides bearing multiple methyl substituents on the epoxide ring isomerize in the presence of 5 mol % Pd(OAc)(2)PR3 (R = n-Bu, Ph) to form the corresponding benzylic aldehyde or ketone, with complete regioselectivity for the carbonyl compound formed via cleavage of the benzylic C-O bond. No allylic alcohols or products arising from alkyl migration are observed. Rapid reaction rates and nearly quantitative yields are obtained, even with highly sterically hindered epoxides, using tri-n-butylphosphine as ligand and tert-butyl alcohol as solvent. 2-Aryl-substituted epoxides with two methyl substituents on C3 are completely unreactive, consistent with an oxidative addition/beta-hydride elimination mechanism. Catalyst variation studies show that both Pd(OAc)(2) and PR3 are essential for optimal activity and that palladium catalysts formed in this manner are superior to other Pd(O) catalysts (e.g., Pd(PPh3)(4)). The reactivity of catalytic Pd(OAc)(2)/PR3 toward multiply-substituted epoxides is compared to traditional Lewis acid catalysts; the former is found to be much more selective for isomerization without skeletal rearrangement. A mechanistic rationale involving turnover-limiting S(N)2-like attack of Pd(O) at the benzylic carbon is proposed.

  DOI：

  10.1021/jo970743b
• 作为产物：
  描述：

  10-十一烯醛 在 sodium hydroxide 、 硼烷四氢呋喃络合物 、 双氧水 作用下， 以 乙醚 为溶剂， 反应 2.5h， 生成 1-Phenylundecane-1,11-diol
  参考文献：
  名称：

  Palladium-Catalyzed Isomerization of Aryl-Substituted Epoxides:  A Selective Synthesis of Substituted Benzylic Aldehydes and Ketones

  摘要：

  Aryl-substituted epoxides bearing multiple methyl substituents on the epoxide ring isomerize in the presence of 5 mol % Pd(OAc)(2)PR3 (R = n-Bu, Ph) to form the corresponding benzylic aldehyde or ketone, with complete regioselectivity for the carbonyl compound formed via cleavage of the benzylic C-O bond. No allylic alcohols or products arising from alkyl migration are observed. Rapid reaction rates and nearly quantitative yields are obtained, even with highly sterically hindered epoxides, using tri-n-butylphosphine as ligand and tert-butyl alcohol as solvent. 2-Aryl-substituted epoxides with two methyl substituents on C3 are completely unreactive, consistent with an oxidative addition/beta-hydride elimination mechanism. Catalyst variation studies show that both Pd(OAc)(2) and PR3 are essential for optimal activity and that palladium catalysts formed in this manner are superior to other Pd(O) catalysts (e.g., Pd(PPh3)(4)). The reactivity of catalytic Pd(OAc)(2)/PR3 toward multiply-substituted epoxides is compared to traditional Lewis acid catalysts; the former is found to be much more selective for isomerization without skeletal rearrangement. A mechanistic rationale involving turnover-limiting S(N)2-like attack of Pd(O) at the benzylic carbon is proposed.

  DOI：

  10.1021/jo970743b

文献信息

• Acylacetanilide compounds and their use as yellow forming colour couplers for silver halide photography
  申请人：AGFA-GEVAERT naamloze vennootschap

  公开号：EP0001650A1

  公开（公告）日：1979-05-02

  Novel colour forming couplers for use in silver halide colour photography are described. These couplers upon oxidative coupling with an aromatic primary amino colour developing agent produce dyes of improved stability against light and dyes having favourable spectral absorption characteristics. The couplers have high coupling activity and thus produce high colour densities. The novel couplers are acylacetanilide compounds whereof the phenyl nucleus of the anilide group carries oxyhydrocarbon groups, preferably alkoxy groups irrthe 2-, 4-and 5-position with respect to the amido group.

  本文介绍了用于卤化银彩色摄影的新型成色耦合剂。这些耦合剂在与芳香族伯氨基显色剂进行氧化耦合后，可产生抗光稳定性更好的染料和具有良好光谱吸收特性的染料。这些耦合剂具有很高的耦合活性，因此能产生很高的色密度。 新型偶联剂是酰基乙酰苯胺化合物，其中苯胺基团的苯基核带有羟基烃基团，最好是相对于氨基基团的 2-、4-和 5-位的烷氧基。
• ALDIMINES ET LEURS UTILISATIONS
  申请人：BOSTIK SA

  公开号：EP3838891A1

  公开（公告）日：2021-06-23

  La présente invention concerne des composé ayant l'une des formules (I) ou (II) suivantes : ainsi que leurs utilisations.

  本发明涉及具有下式（I）或（II）之一的化合物： 的化合物及其用途。
• Direct synthesis of ethers via zinc chloride-mediated etherification of alcohols in dichloroethane
  作者：Sunggak Kim、Ki Nam Chung、Sungbong Yang

  DOI：10.1021/jo00226a036

  日期：1987.8
• KIM, SUNGGAK;CHUNG, KI NAM;YANG, SUNGBONG, J. ORG. CHEM., 52,(1987) N 17, 3917-3919
  作者：KIM, SUNGGAK、CHUNG, KI NAM、YANG, SUNGBONG

  DOI：——

  日期：——
• COMPOSITION ADHESIVE RETICULABLE PAR CHAUFFAGE
  申请人：Bostik SA

  公开号：EP3658604A1

  公开（公告）日：2020-06-03