1-(4-nitrophenyl)-2,2-dimethylpropane-1,3-diol | 56010-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-nitrophenyl)-2,2-dimethylpropane-1,3-diol
• 英文别名: 2,2-dimethyl-1-(4-nitrophenyl)-1,3-propanediol；2,2-Dimethyl-1-(4-nitrophenyl)propane-1,3-diol
• CAS: 56010-54-9
• 化学式: C₁₁H₁₅NO₄
• 分子量: 225.244
• InChiKey: POEKGFINPVXKMR-UHFFFAOYSA-N

物化性质

• 沸点：
  403.3±35.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  86.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-nitrophenyl)-2,2-dimethylpropane-1,3-diol 在 三氯氧磷 作用下， 以 四氯化碳 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  The Synthesis and Biological Activities of N-(3-pyridylmethyl) N ′-(trans-2-thio-4-substitutedphenyl- 5,5-dimethyl-1,3,2-dioxaphosphinane-2-yl)thioureas

  摘要：

  A series of novel title compounds were synthesized by the addition reaction of trans 2-isothiocyano-4-substitutedphenyl-5,5-dimethyl-1,3,2-dioxaphosphinane-2-sulfide to 3-aminomethylpyridine or 2-chloro-5-amino methylpyridine. Their structures were confirmed by H-1 NMR, P-31 NMR, IR, MS, and elemental analyses. Results of preliminary bioassay showed that all new compounds possess good fungicidal activity and insecticidal activity to some extent.

  DOI：

  10.1080/10426500500542968
• 作为产物：
  描述：

  3-hydroxy-2,2-dimethyl-3-(4-nitrophenyl)propionaldehyde 在 sodium tetrahydroborate 、 氯化铵 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 1-(4-nitrophenyl)-2,2-dimethylpropane-1,3-diol
  参考文献：
  名称：

  Biheteroaromatic diphosphine oxides-catalyzed stereoselective direct aldol reactions

  摘要：

  A highly stereoselective direct aldol condensation of ketones to aromatic aldehydes was realized; the trichlorosilyl enolether generated in situ in the presence of tetrachlorosilane is activated by catalytic amounts of an enantiomerically pure biheteroaromatic phosphine oxide to react with aldehydes, coordinated as well as activated by the chiral cationic hypervalent silicon species. This Lewis acid-mediated Lewis base-catalyzed transformation allowed, starting from two carbonyl compounds, to directly synthesize beta-hydroxy ketones generally with high anti stereoselectivity and up to 93% ee for the anti isomer. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.009

文献信息

• Lithium Acetate-catalyzed Crossed Aldol Reaction between Aldehydes and Trimethylsilyl Enolates Generated from Other Aldehydes
  作者：Yoshikazu Kawano、Hidehiko Fujisawa、Teruaki Mukaiyama

  DOI：10.1246/cl.2005.614

  日期：2005.4

  Crossed aldol reaction between aromatic aldehydes having an electron-withdrawing group and trimethylsilyl enolates generated from several aldehydes proceeded smoothly in dry or water-containing DMF...

  具有吸电子基团的芳香醛与由几种醛生成的三甲基甲硅烷基烯醇化物之间的交叉羟醛反应在干燥或含水的DMF中顺利进行...
• Optical enrichment in enzyme-catalyzed resolution of 1-aryl-2,2-dimethyl-1,3-propanediols
  作者：Chandrani Mukherjee、Prabhu P. Mohapatra、Dani Youssef、Amitabh Jha

  DOI：10.1139/cjc-2016-0341

  日期：2017.1

  Novozym® 435 efficiently catalyzed the chemo-, regio-, and enantioselective transesterification of 1-aryl-2,2-dimethyl-1,3-propanediols in different organic solvents with vinyl acetate as the acetyl donor at room temperature. This enzyme-catalyzed chemical transformation method provides an efficient route for optically enriched propanediol derivatives.

  Novozym® 435在不同有机溶剂中高效催化了1-芳基-2,2-二甲基-1,3-丙二醇与醋酸乙烯酯在室温下的化学、位置和对映选择性酯交换反应。这种酶催化的化学转化方法为光学富集的丙二醇衍生物提供了高效途径。
• 1,4-Carbonyl participation in solvolysis of alkyl toluene-p-sulphonates
  作者：Philip K. G. Hodgson、Stuart Warren

  DOI：10.1039/p29750000372

  日期：——

  2,2-Dimethyl-3-oxo-3-phenylpropyl toluene-p-sulphonate (tosylate) and some related 3-oxoalkyl tosylates are solvolysed in buffered carboxylic acid solvents by 1,4-carbonyl participation to give unrearranged carboxylate esters. The reactions are too fast to be direct displacements, and do not occur in similar compounds which lack the carbonyl group. Secondary alkyl tosylates in the same series also

  2，2-二甲基-3-氧代-3-苯基丙基甲苯对磺酸酯（甲苯磺酸酯）和一些相关的3-氧代烷基甲苯磺酸酯通过1，4-羰基参与溶剂化在缓冲的羧酸溶剂中，得到未重排的羧酸酯。该反应太快而不能直接取代，并且在缺少羰基的类似化合物中不会发生。同一系列的仲烷基甲苯磺酸盐也通过1,4-羰基参与反应，但发生中间阳离子片段，并与溶剂反应生成未重排的产物。
• Asymmetric Cyclic Phosphorothonamides Containing Substituted Pyridine
  作者：De-Qing Shi、Abudhaim Feras、Yi Liu

  DOI：10.1080/10426500600864296

  日期：2006.11.1

  In order to find high-acitivity and low-toxicity pesticidal lead compounds, a type of novel, asymmetric cyclic phosphorothonamides containing substituted pyridine were synthesized via the condensation reactions of 2-chloro-4-substitutedphenyl-5,5-dimethyl-1,3,2-dioxaphosphinane 2-sulfide with 3-aminomethylpyridine. The cis and trans isomers of the products were isolated by column chromatography on silica gel. The structures of the products were characterized by H-1 NMR, P-31 NMR, MS, and elemental analyses. The configuration of 3a was determined by X-ray diffraction analysis. The results of the preliminary bioassay showed that the new compounds possess potential fungicidal activities.
• Synthesis and Biological Activity of Cis 2-(6-Chloropyridine-3-yl)methylamino-4-substitutedphenyl-5,5-dimethyl-1,3,2-dioxaphosphinane 2-Oxides
  作者：De Qing Shi、Yi Liu、A. D. Feras、Xiao Song Tan、Jian Xin Chen

  DOI：10.1080/104265090902697

  日期：2005.8.1

  A series of novel, asymmetric-cyclic phosphoramides containing substituted pyridine were synthesized via the condensation reactions of trans 2-chloro-4-substitutedphenyl-5, 5-dimethyl-1,3,2-dioxaphosphinane 2-oxide with 2-chloro-5-aminomethylpyridine or 3-aminomethylpyridine. The reactions show good stereoselectivity. Only the cis isomer from configuration inversion was obtained, which is the thermodynamic stable product. The structures of the products were characterized by H-1 NMR, P-31 NMR, IR, MS, and elemental analysis. The configuration of the product was determined by X-ray diffraction analysis. The results of preliminary bioassay showed that the new compounds possess potential insecticidal and fungicidal activities.