1-[6-(dimethylamino)-2-naphthalenyl]-2,2-dimethyl-1-propanone | 1394333-52-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[6-(dimethylamino)-2-naphthalenyl]-2,2-dimethyl-1-propanone
• 英文别名: 1-(6-(dimethylamino)naphthalen-2-yl)-2,2-dimethylpropan-1-one；1-[6-(Dimethylamino)naphthalen-2-yl]-2,2-dimethylpropan-1-one；1-[6-(dimethylamino)naphthalen-2-yl]-2,2-dimethylpropan-1-one
• CAS: 1394333-52-8
• 化学式: C₁₇H₂₁NO
• 分子量: 255.36
• InChiKey: XWYYHUQRRCPLCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[6-(dimethylamino)-2-naphthalenyl]-2,2-dimethyl-1-propanone 、 β-环糊精 以 甲醇 、 水 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Local Solvent Acidities in β-Cyclodextrin Complexes with PRODAN Derivatives

  摘要：

  The local solvent acidities (SA scale) of six 6-carbonyl-2-aminonaphthalene derivatives as beta-cyclodextrin complexes in water are determined through fluorescence quenching. The local polarities (E-T(N) scale) are determined through the shift of the emission center-of-mass. The apparent SA values reflect the solvent structure surrounding the guest's carbonyl group, whereas the apparent E-T(N) values reveal the net polarity of the entire guest molecule. Comparison of these values affords greater insight into the structures of the host-guest complexes. Derivatives 1 and 5 show unusually large acidities, indicative of highly exposed carbonyl groups. The remaining compounds give emission intensities pointing to shielded carbonyl groups. In this study, PRODAN and its derivatives are functioning as dual channel sensors of their local environment.

  DOI：

  10.1021/jp400765x
• 作为产物：
  描述：

  6-溴-N,N-二甲基萘-2-胺 、 1-三甲基乙酰基吡咯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 环己烷 为溶剂， 反应 2.0h， 以6.8%的产率得到1-[6-(dimethylamino)-2-naphthalenyl]-2,2-dimethyl-1-propanone
  参考文献：
  名称：

  羰基扭曲 6-酰基-2-二烷基氨基萘作为溶剂酸度传感器

  摘要：

  研究了具有扭曲羰基的 2-丙酰基-6-二甲基氨基萘 (PRODAN) 的衍生物作为 H 键捐赠能力的高响应传感器。制备带有新戊酰基的PRODAN衍生物( 4 )。晶体中羰基和萘之间的扭转角为26°。它显示出类似于其他五种 PRODAN 衍生物 ( 1 – 3 , 5 , 6 ) 的溶剂化变色。扭曲羰基衍生物3、4和6在质子溶剂中显示出强烈的荧光猝灭。猝灭的数量级与溶剂 (SA) 的 H 键供体能力呈线性相关，但与其他溶剂性质无关。质子溶剂的二元混合物在淬灭和溶剂致变色方面表现出特定的相互作用效应。在水中的聚集是新戊酰基衍生物的一个问题。

  DOI：

  10.1021/jo301263g

文献信息

• Local Solvent Acidities in β-Cyclodextrin Complexes with PRODAN Derivatives
  作者：Hannah R. Naughton、Christopher J. Abelt

  DOI：10.1021/jp400765x

  日期：2013.3.28

  The local solvent acidities (SA scale) of six 6-carbonyl-2-aminonaphthalene derivatives as beta-cyclodextrin complexes in water are determined through fluorescence quenching. The local polarities (E-T(N) scale) are determined through the shift of the emission center-of-mass. The apparent SA values reflect the solvent structure surrounding the guest's carbonyl group, whereas the apparent E-T(N) values reveal the net polarity of the entire guest molecule. Comparison of these values affords greater insight into the structures of the host-guest complexes. Derivatives 1 and 5 show unusually large acidities, indicative of highly exposed carbonyl groups. The remaining compounds give emission intensities pointing to shielded carbonyl groups. In this study, PRODAN and its derivatives are functioning as dual channel sensors of their local environment.
• Carbonyl-Twisted 6-Acyl-2-dialkylaminonaphthalenes as Solvent Acidity Sensors
  作者：Amy M. Green、Hannah R. Naughton、Zachariah B. Nealy、Robert D. Pike、Christopher J. Abelt

  DOI：10.1021/jo301263g

  日期：2013.3.1

  naphthalene is 26° in the crystal. It shows solvatochromism that is similar to five other PRODAN derivatives (1–3, 5, 6). Twisted-carbonyl derivatives 3, 4, and 6 show strong fluorescence quenching in protic solvents. The order of magnitude of the quenching is linearly related to the H-bond donating ability of the solvent (SA) but not to other solvent properties. Binary mixtures of protic solvents show specific

  研究了具有扭曲羰基的 2-丙酰基-6-二甲基氨基萘 (PRODAN) 的衍生物作为 H 键捐赠能力的高响应传感器。制备带有新戊酰基的PRODAN衍生物( 4 )。晶体中羰基和萘之间的扭转角为26°。它显示出类似于其他五种 PRODAN 衍生物 ( 1 – 3 , 5 , 6 ) 的溶剂化变色。扭曲羰基衍生物3、4和6在质子溶剂中显示出强烈的荧光猝灭。猝灭的数量级与溶剂 (SA) 的 H 键供体能力呈线性相关，但与其他溶剂性质无关。质子溶剂的二元混合物在淬灭和溶剂致变色方面表现出特定的相互作用效应。在水中的聚集是新戊酰基衍生物的一个问题。