3-hydroxy-1,5-diphenylpent-4-yn-1-one | 108979-93-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-hydroxy-1,5-diphenylpent-4-yn-1-one
• 英文别名: 3-hydroxy-1,5-diphenyl-pent-4-yn-1-one；3-Hydroxy-1,5-diphenyl-pent-4-in-1-on；1,5-Diphenyl-pentin-(1)-ol-(3)-on-(5)
• CAS: 108979-93-7
• 化学式: C₁₇H₁₄O₂
• 分子量: 250.297
• InChiKey: NLBYGFBKVHUVRB-UHFFFAOYSA-N

物化性质

• 熔点：
  73 °C(Solvent: Ethanol 60-70%)
• 沸点：
  446.7±40.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-hydroxy-1,5-diphenylpent-4-yn-1-one 在 manganese(IV) oxide 、 air 作用下， 以 正己烷 为溶剂， 反应 3.0h， 以40%的产率得到1,5-diphenyl-4-pentyne-1,3-dione
  参考文献：
  名称：

  各种 4-戊炔-1,3-二酮衍生物的合成和酸或碱催化环化

  摘要：

  具有各种取代基的 4-戊炔-1,3-二酮衍生物可以通过两步从炔醛和甲硅烷基烯醇醚方便地合成。所得4-戊炔-1,3-二离子的环化行为...

  DOI：

  10.1246/bcsj.80.780
• 作为产物：
  描述：

  1,5-diphenylpenta-1,4-diyn-3-ol 在 盐酸 、 mercury dichloride 作用下， 生成 3-hydroxy-1,5-diphenylpent-4-yn-1-one
  参考文献：
  名称：

  Forest change monitoring of a remote biosphere reserve

  摘要：

  A forest monitoring framework using Universal Transverse Mercator (UTM) grid cells to report forest change estimates derived from time-series satellite imagery was established for the Maya Biosphere Reserve (MBR) in northern Guatemala. Five dates of Landsat Thematic Mapper imagery were acquired and digitally processed to quantify forest change for four lime periods: 1986 to 1990, 1990 to 1993, 1993 to 1995, and 1995 to 1997. Time-series change estimates are reported for 215 UTM grid cells approximately 100 km(2) each. For the period 1990 to 1997, after the designation of the MBR, the percentage of grid cells with detectable annual forest clearing increased from 38% (1990-93) to 41% (1993-95) and 45% (1995-97). Prior to the establishment of the MBR (1986-90), none of the grid cells exhibited greater than 4.0% annual forest clearing. However in the next three time periods, 7.0%, 8.8% and 9.3% of the grid cells had clearing rates exceeding 4.0% per year. The accuracy of detecting forest clearing was 86.5% over all time periods (Kappa 0.82). Estimates of forest change and user's and producer's accuracy are reported for each time period between 1990 and 1997. The time-series forest change and spatial arrangement of grid locations indicate hot spots where rates and trends of agricultural expansion can be monitored. The baseline survey and the establishment of the UTM grid network to localize forest change estimates provides a framework for future satellite estimates of forest and land cover conversion to be monitored through time. The UTM grid is proposed as the first level in a multi-level ecological monitoring system for the Maya Biosphere Reserve where there are few permanent landmarks in the remote forest region.

  DOI：

  10.1080/01431160117141

文献信息

• Neodymium(III)-Mediated Reformatsky-Type Reactions of α-Halo Ketones with Carbonyl Compounds
  作者：Stefan F. Kirsch、Clémence Liébert

  DOI：10.1002/ejoc.200700240

  日期：2007.8

  In a neodymium(III) iodide induced process, α-bromo ketones 1 and aldehydes 2 are effectively converted into aldol products 3. This Reformatsky-type reaction proceeds through the formation of a neodymium enolate at room temperature in CH2Cl2. The analogous reaction in the presence of NdBr3/NaI at 50 °C in THF favors the formation of corresponding aldol–Tishchenko products 5 in good yields. Studies

  在碘化钕 (III) 诱导的过程中，α-溴酮 1 和醛 2 有效地转化为醛醇产物 3。该 Reformatsky 型反应通过在室温下在 CH2Cl2 中形成烯醇钕来进行。在 NdBr3/NaI 存在下，在 50 °C THF 中的类似反应有利于以良好的产率形成相应的 aldol-Tishchenko 产物 5。还描述了定义由钕 (III) 盐介导的这些反应的范围和局限性的研究。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007）
• Kinetic Resolution of β-Hydroxy Carbonyl Compounds via Enantioselective Dehydration Using a Cation-Binding Catalyst: Facile Access to Enantiopure Chiral Aldols
  作者：Sushovan Paladhi、In-Soo Hwang、Eun Jeong Yoo、Do Hyun Ryu、Choong Eui Song

  DOI：10.1021/acs.orglett.8b00547

  日期：2018.4.6

  β-hydroxy carbonyl (aldol) compounds through enantioselective dehydration process was developed using a cation-binding Song’s oligoethylene glycol (oligoEG) catalyst with potassium fluoride (KF) as base. A wide range of racemic aldols was resolved with extremely high selectivity factors (s = up to 2393) under mild reaction conditions. This protocol is easily scalable. It provides an alternative approach for

  通过使用阳离子结合的宋氏低聚乙二醇（oligoEG）催化剂，以氟化钾（KF）为基础，开发了通过对映选择性脱水过程开发的外消旋β-羟基羰基（aldol）化合物的实用且高度对映选择性的非酶动力学拆分方法。在温和的反应条件下，极高的选择性因子（s =高达2393）可分离出多种外消旋醇醛。该协议易于扩展。它为合成对映体纯形式的多种生物学和药学上相关的手性醇醛提供了另一种方法。例如，外消旋姜醇可以以极高的效率（s> 240），在一个步骤中同时提供对映体纯的姜黄醇和相应的Shogaols。这种动力学拆分过程的显着效果可归因于在由手性催化剂，底物和KF产生的密闭超分子手性笼中的系统协同氢键催化。
• Stetter,H.; Reischl,A., Chemische Berichte, 1960, vol. 93, p. 1253 - 1256
  作者：Stetter,H.、Reischl,A.

  DOI：——

  日期：——