2-amino-2'-ethylbenzophenone | 166985-43-9

• 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: 2-amino-2'-ethylbenzophenone
• 英文别名: (2-Aminophenyl)-(2-ethylphenyl)methanone
• CAS: 166985-43-9
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: XTFBFWHLRDDEHC-UHFFFAOYSA-N

物化性质

• 沸点：
  427.8±38.0 °C(Predicted)
• 密度：
  1.111±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-amino-2'-ethylbenzophenone 在 盐酸 、 manganese(IV) oxide 、 氢氧化钾 、 盐酸肼 、 silica gel 、 一水合肼 、 sodium sulfate 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 16.5h， 生成 1-ethyl-9-diazofluorene
  参考文献：
  名称：

  Chemistry of 1-Alkylfluorenylidenes. Steric Effects on Arylcarbene Reactivities

  摘要：

  9-Diazofluorenes (RDAF, 1) having a series of alkyl (R) groups from Me to tBu at the 1-position were prepared and decomposed to generate the corresponding fluorenylidenes (RFL, 2) under various conditions in order to examine steric effects on the reactivities of carbenes. Thus, in cyclohexane, singlet fluorenylidenes ((1)RFLs) gave 9-cyclohexylfluorenes while triplet states ((3)RFLs) underwent H abstraction to give 9-fluorenyl (RFLH(.)), which eventually led to fluorene (4, RFLH(2)) and 9,9'bifluorenyl (5), and the ratio of the triplet products to the singlet was increased as more bulky R groups were introduced at the 1-position. These results are interpreted in terms of the steric effects on singlet reactivity, which requires formation of two bonds simultaneously. Generation of tBuFL resulted in the almost exclusive formation of intramolecular reaction products which involved not only insertion of carbene into the delta-C-H bonds of the tert-butyl group but also insertion of the 1,5-biradical, followed by neophyl-type rearrangement. The results are understood as indicating that abstraction of the delta-H by (3)tBuFL gains over the concerted intramolecular C-H insertion in (1)tBuFL. Generation of 1-RFL (R = Et, iPr, tBu) in the gas phase at high temperature gave intramolecular reaction products both in singlet and in triplet states, but the ratio of the singlet to the triplet product increased in going from Et to iPr to tBu presumably due to the increased opportunities of (1)FL to be trapped by delta-C-H bonds. Spectroscopic studies using matrix isolation techniques as well as laser flash photolysis were also carried out to gain information on the intermediates.

  DOI：

  10.1021/ja00121a007
• 作为产物：
  描述：

  2-溴乙苯 在 盐酸 、 magnesium 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2-amino-2'-ethylbenzophenone
  参考文献：
  名称：

  Chemistry of 1-Alkylfluorenylidenes. Steric Effects on Arylcarbene Reactivities

  摘要：

  9-Diazofluorenes (RDAF, 1) having a series of alkyl (R) groups from Me to tBu at the 1-position were prepared and decomposed to generate the corresponding fluorenylidenes (RFL, 2) under various conditions in order to examine steric effects on the reactivities of carbenes. Thus, in cyclohexane, singlet fluorenylidenes ((1)RFLs) gave 9-cyclohexylfluorenes while triplet states ((3)RFLs) underwent H abstraction to give 9-fluorenyl (RFLH(.)), which eventually led to fluorene (4, RFLH(2)) and 9,9'bifluorenyl (5), and the ratio of the triplet products to the singlet was increased as more bulky R groups were introduced at the 1-position. These results are interpreted in terms of the steric effects on singlet reactivity, which requires formation of two bonds simultaneously. Generation of tBuFL resulted in the almost exclusive formation of intramolecular reaction products which involved not only insertion of carbene into the delta-C-H bonds of the tert-butyl group but also insertion of the 1,5-biradical, followed by neophyl-type rearrangement. The results are understood as indicating that abstraction of the delta-H by (3)tBuFL gains over the concerted intramolecular C-H insertion in (1)tBuFL. Generation of 1-RFL (R = Et, iPr, tBu) in the gas phase at high temperature gave intramolecular reaction products both in singlet and in triplet states, but the ratio of the singlet to the triplet product increased in going from Et to iPr to tBu presumably due to the increased opportunities of (1)FL to be trapped by delta-C-H bonds. Spectroscopic studies using matrix isolation techniques as well as laser flash photolysis were also carried out to gain information on the intermediates.

  DOI：

  10.1021/ja00121a007

文献信息

• Intramolecular Addition of Triarylmethanes to Alkynes Promoted by KO<i>t</i>Bu/DMF: A Synthetic Approach to Indene Derivatives
  作者：Yan-yan Chen、Zhen-yu Chen、Niu-niu Zhang、Jia-hua Chen、Xue-jing Zhang、Ming Yan

  DOI：10.1002/ejoc.201501356

  日期：2016.1

  been developed. The reaction was efficiently promoted by KOtBu/DMF without any transition-metal catalyst. A variety of indene derivatives were prepared in moderate to good yields. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. The reaction is proposed to proceed through the generation of a triphenylmethyl radical.

  已经开发了一种将三芳基甲烷分子内加成到炔烃的方法。在没有任何过渡金属催化剂的情况下，KOtBu/DMF 有效地促进了反应。以中等至良好的产率制备了多种茚衍生物。在升高的反应温度下，2-烷基取代底物的级联环化得到双环茚衍生物。建议该反应通过生成三苯甲基自由基进行。
• Thermally induced formal [3+2] cyclization of ortho-aminoaryl-tethered alkylidenecyclopropanes: facile synthesis of furoquinoline and thienoquinoline derivatives
  作者：Liu-Zhu Yu、Xu-Bo Hu、Qin Xu、Min Shi

  DOI：10.1039/c5cc09218c

  日期：——

  A facile synthetic method to access furoquinoline and thienoquinoline derivatives has been disclosed via a thermal induced ring-opening and cyclization reaction from aniline-tethered alkylidenecyclopropanes with in situ generated isocyanates or...

  通过热诱导的开环和环化反应，由苯胺系链的亚烷基亚环丙烷与原位生成的异氰酸酯或环戊二烯反应，公开了一种简便的合成方法来获取呋喃喹啉和噻吩并喹啉衍生物。
• Phenyl substituted pyrido(1,4)benzodiazepines and intermediates therefor
  申请人：A.H. ROBINS COMPANY, INCORPORATED

  公开号：EP0076017A2

  公开（公告）日：1983-04-06

  [2-[(Aminopyridinyl)amino]Phenyl]aryl-methanones which also have antidepressant activity are used to prepare pyrido[1,4]benzodiazepines having antidepressant activity of the formula wherein Ar is 2, 3 and 4-pyridinyl, 2 or 3-thienyl, phenyl or a substituted phenyl; R is hydrogen, loweralkyl or an amine on the end of a hydrocarbon chain; Z is hydrogen, halogen, trifluoromethyl, loweralkyl, loweralkoxy, hydroxy or nitro; and Y is hydrogen, loweralkyl, loweralkoxy or hydroxy; and the pharmaceutical salts thereof.

  具有抗抑郁活性的[2-[(氨基吡啶基)氨基]苯基]芳基甲酮可用于制备具有抗抑郁活性的吡啶并[1,4]苯并二氮杂卓，其式为 其中 Ar 是 2、3 和 4-吡啶基、2 或 3-噻吩基、苯基或取代苯基；R 是氢、低级烷基或烃链末端的胺；Z 是氢、卤素、三氟甲基、低级烷基、低级烷氧基、羟基或硝基；Y 是氢、低级烷基、低级烷氧基或羟基；以及它们的药用盐。
• [EN] HEXAARYLBIIMIDAZOLE PHOTOINITIATOR AND APPLICATION THEREOF<br/>[FR] PHOTOINITIATEUR HEXAARYLBIIMIDAZOLE ET UTILISATION ASSOCIÉE<br/>[ZH] 一种六芳基双咪唑类光引发剂及其应用
  申请人：CHAN N CHANGZHOU GREEN PHOTOSENSITIVE MAT CO LTD

  公开号：WO2020200020A1

  公开（公告）日：2020-10-08

  本发明公开一种六芳基双咪唑类光引发剂，红移取代基在其所有可取代位点中的摩尔占比为6-16％。该光引发剂应用于感光性树脂组合物时感光度适中、溶解性好、分辨率和显影性优异，不会在显影时出现倒梯形，并且具有较好的亲水性，能显著减少循环使用时显影液中的淤渣量，使得显影液可重复多次、有效使用。本发明还提供包含上述光引发剂的感光性树脂组合物，以及该组合物的应用。
• [EN] HABI PHOTOINITIATOR CAPABLE OF IMPROVING SYSTEM STABILITY AND APPLICATION THEREOF<br/>[FR] PHOTOINITIATEUR HABI CAPABLE D'AMÉLIORER LA STABILITÉ D'UN SYSTÈME ET SON UTILISATION<br/>[ZH] 能够提升体系稳定性的HABI类光引发剂及其应用
  申请人：CHAN N CHANGZHOU GREEN PHOTOSENSITIVE MAT CO LTD

  公开号：WO2020233700A1

  公开（公告）日：2020-11-26

  一种能够提升体系稳定性的HABI类光引发剂，具有如通式(I)所示结构，其中含有2-1'、2-3'、2'-1和2'-3四种连接位的双咪唑化合物，该四种连接位的双咪唑化合物的总质量百分含量为92％以上，且2-1'和2'-1两种连接位的含量之和与2-3'和2'-3两种连接位的含量之和的比值在1.5:1-2:1之间。该光引发剂性能可控，应用于感光性树脂组合物时，组合物及其干膜具有优异的储存稳定性，即使长时间储存后也不会有灵敏度和分辨率下降的趋势。本发明还涉及包含该光引发剂的感光性树脂组合物及其应用。