4’-羟基苯辛酮 | 2589-73-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4’-羟基苯辛酮
• 中文别名: 4'-羟基苯辛酮；4"-羟基苯辛酮
• 英文名称: 1-(4-hydroxyphenyl)octanone
• 英文别名: 4-Octanoylphenol；1-(4-hydroxy-phenyl)-octan-1-one；1-(4-hydroxylphenyl)-octan-1-one；1-(4-hydroxyphenyl)octan-1-one；1-[4-hydroxyphenyl]octan-1-one；4-hydroxyoctanophenone；4'-Hydroxyoctanophenone
• CAS: 2589-73-3
• 化学式: C₁₄H₂₀O₂
• mdl: MFCD00082694
• 分子量: 220.312
• InChiKey: GPDYSJOGSNWMDZ-UHFFFAOYSA-N

物化性质

• 熔点：
  59-61°C
• 沸点：
  224-225 °C(Press: 10 Torr)
• 密度：
  1.008±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于二氯甲烷、乙醚、乙酸乙酯
• 稳定性/保质期：

  如果按照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• TSCA：
  Yes
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2914501900
• 储存条件：
  密封于阴凉干燥处。

反应信息

• 作为反应物：
  描述：

  4’-羟基苯辛酮 在 盐酸 、 amalgamated zinc 、 溶剂黄146 作用下， 生成 邻辛基苯酚
  参考文献：
  名称：

  Pigment epithelial detachment in the elderly

  摘要：

  Background: A prospective analysis was performed to characterize the angiographic appearance, natural course and prognosis of serous pigment epithelial detachments (PEDs) in elderly patients. The aim was to differentiate PEDs according to their angiographic characteristics and to analyze the specific clinical, visual and morphologic course of the different PEDs. Methods: Fluorescein and indocyanine green angiography were performed in 10 1 consecutive patients (53-87 years; 63 female, 38 male) with clinical signs of serous PED and drusen. Results: Different types of serous PED were identified: polypoidal choroidal vasculopathy (PCV)-associated PED in 14 patients (13.9%), vascular PED in 72 (71.2%), and avascular PED in 15 (14.9%). All PEDs resulted initially in similar visual loss. Avascular PEDs were smaller than vascular PEDs, and the latter were smaller than PCV-PEDs. During follow-up these differences were always present, but all PEDs enlarged initially followed by regression. This course was associated in all PEDs with progressive visual loss, accompanied by the development of RPE atrophy in avascular PEDs or disciform scars or RPE tears in the two other types. Conclusion: Despite different associations, all PEDs have a similar clinical course with respect to visual loss and enlargement or regression. This is compatible with the proposed common pathogenetic background with a hydrophobic barrier in Bruch's membrane causing fluid resulting from RPE pumping activity to accumulate between the pigment epithelium and Bruch's membrane.

  DOI：

  10.1007/s00417-002-0505-8
• 作为产物：
  描述：

  4-(1-octynyl)-phenol 在 ferric sulfate heptahydrate 、 溶剂黄146 作用下， 反应 20.0h， 以82%的产率得到4’-羟基苯辛酮
  参考文献：
  名称：

  在路易斯酸辅助布朗斯台德酸催化下，铁（III）催化弱酸性介质中未活化的内部炔烃的水合

  摘要：

  在弱酸性条件下，在与终端炔烃相当的时间和温度（≤95°C）下，通过三键的正式水合，烷基芳基炔烃具有完全的区域选择性，从而转化为相应的芳基酮。Fe 2（SO 4）3 n H 2催化的过程冰乙酸中的O具有良好的官能团相容性，包括具有庞大的三键取代基的官能团相容性，并且可以通过去甲硅烷基化水合序列扩展为芳基三甲基甲硅烷基乙炔一锅转化为乙酰基衍生物的过程。总体反应模式以及质子亲和力数据表明，三键是通过质子转移而不是通过与金属离子的π相互作用激活的。该机理特征与贵金属催化剂的机理不同，解释了Fe 2（SO 4）3 n H 2 O / AcOH催化体系表现出的总区域选择性和对空间位阻的不敏感性。

  DOI：

  10.1002/adsc.201900633

文献信息

• [EN] COMPOUNDS AND COMPOSITIONS FOR THE TREATMENT OF CANCER<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR LE TRAITEMENT DU CANCER
  申请人：PROMETIC BIOSCIENCES INC

  公开号：WO2012097427A1

  公开（公告）日：2012-07-26

  New uses for phenylketone carboxylate compounds and substituted aromatic compounds of Formula I, Formula I.1, Formula I.2, Formula IA, Formula IB, Formula IC and Formula II and their pharmaceutical acceptable salts for the treatment of cancer. The use of a combination of two of these compounds is described and the use of the combination of one of these compounds with an anticancer agent such as decarbazine, doxorubicin, daunorubicin, cyclophosphamide, busulfex, busulfan, vinblastine, vincristine, bleomycin, etoposide, topotecan, irinotecan, taxotere, taxol, 5-fluorouracil, methotrexate, gemcitabine, cisplatin, carboplatin and chlorambucil.

  苯基酮羧酸酯化合物及取代的芳香族化合物I、I.1、I.2、IA、IB、IC和II及其药学上可接受的盐的新用途，用于治疗癌症。描述了两种这些化合物的组合使用，以及这些化合物中的一种与抗癌剂（如脱碳酰胺、阿霉素、柔红霉素、环磷酰胺、白消安、白消安、长春碱、长春新碱、博来霉素、依托泊苷、拓扑替康、伊立替康、紫杉醇、紫杉醇、5-氟尿嘧啶、甲氨蝶呤、吉西他滨、顺铂、卡铂和苯丁酸氮芥）组合使用的方法。
• Visible Light-Mediated [2 + 2] Cycloaddition Reactions of 1,4-Quinones and Terminal Alkynes
  作者：Shaista Sultan、Muneer-ul-Shafi Bhat、Masood Ahmad Rizvi、Bhahwal Ali Shah

  DOI：10.1021/acs.joc.9b00855

  日期：2019.7.19

  single-step synthesis of 4-hydroxy-functionalized bi-aryl and aryl/alkyl ketones via oxidative coupling of terminal alkynes with benzoquinones is reported. Furthermore, with naphthoquinones, owing to the cross-resonance of carbonyl with the aromatic ring, alkene–alkyne cycloaddition is more favored to give four-membered carbocyclic adducts, thereby precluding the requirement of preactivated alkynes.

  据报道，通过末端炔烃与苯醌的氧化偶联，一步合成4-羟基官能化的双芳基和芳基/烷基酮。此外，对于萘醌，由于羰基与芳环的交叉共振，更有利于烯烃-炔烃环加成生成四元碳环加合物，从而排除了对预活化炔烃的需求。
• Palladium(0) nanoparticle-catalyzed sp2 C–H activation: a convenient route to alkyl–aryl ketones by direct acylation of aryl bromides and iodides with aldehydes
  作者：Laksmikanta Adak、Sukalyan Bhadra、Brindaban C. Ranu

  DOI：10.1016/j.tetlet.2010.05.067

  日期：2010.7

  Palladium(0) nanoparticles efficiently catalyze aliphatic aldehyde C–H functionalization by aryl halides to produce alkyl–aryl ketones in good yields. A wide range of substituted aryl and hetero-aryl bromides/iodides and open-chain aldehydes of varied chain length participated in this reaction.

  钯（0）纳米粒子可通过芳基卤化物有效催化脂肪族醛CH–H官能化，从而以高收率产生烷基–芳基酮。各种各样的取代的芳基和杂芳基溴化物/碘化物以及链长不同的开链醛都参与了该反应。
• Recherches sur les substances mesogenes—VIII
  作者：Jacques Malthête、Josette Canceill、Jacqueline Gabard、Jean Jaques

  DOI：10.1016/s0040-4020(01)92351-8

  日期：1981.1

  The synthesis and the mesomorphic properties of various series of isometric mesogenic compounds are described. It is confirmed that isometric mesogenic molecules may be nematogenic and/or smectogenic according to the position of the polar rigid core.

  描述了各种等距介晶化合物的合成和介晶性质。已经证实，根据极性刚性核的位置，等距的介晶分子可能是致线虫的和/或带血晶的。
• Synthesis and Critical Micelle Concentration of a Series of Gemini Alkylphenol Polyoxyethylene Nonionic Surfactants
  作者：Fang Yang、Gang Li、Nian Xu、Rong Liu、Song‐Mei Zhang、Zeng‐Jiang Wu

  DOI：10.1007/s11743-011-1245-8

  日期：2011.7

  A series of gemini n‐alkylphenol polyoxyethylene surfactants (GAP) were successfully synthesized and their molecular structure were confirmed by NMR and FTIR spectrum. Using the same synthesis route, a gemini nonylphenol polyoxyethylene surfactant (GNP) was synthesized using an industrial nonylphenol product and paraformaldehyde, and its molecular structure was also characterized by 1H‐NMR and FTIR

  成功合成了一系列双子正烷基酚聚氧乙烯表面活性剂（GAP），并通过NMR和FTIR光谱确定了它们的分子结构。使用相同的合成路线，使用工业壬基酚产品和多聚甲醛合成了双基壬基酚聚氧乙烯表面活性剂（GNP），其分子结构也由1表征H-NMR和FTIR光谱。确定了最佳反应条件。通过Wilhelmy平板法和稳态荧光探针法测定GAP的临界胶束浓度（CMC）值。实验结果表明，亲水性聚氧乙烯链和疏水性尾部的长度如何改变CMC值。发现GAP的CMC值比聚乙氧基化烷基酚型的相应常规单尾非离子表面活性剂的CMC值低得多，这表明双子物种具有更好的表面活性。

表征谱图