1-苯基-3-十一烷酮 | 39728-19-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-苯基-3-十一烷酮
• 英文名称: 1-Phenyl-3-undecanone
• 英文别名: 1-Phenylundecanon；1Phenylundecan3one；1-phenylundecan-3-one
• CAS: 39728-19-3
• 化学式: C₁₇H₂₆O
• 分子量: 246.393
• InChiKey: NBUFWOBFHJBDRQ-UHFFFAOYSA-N

物化性质

• 沸点：
  345.1±11.0 °C(Predicted)
• 密度：
  0.919±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-苯基-3-十一烷酮 在 氢氧化钾 、 sodium tetrahydroborate 作用下， 生成 (±)-1-phenylundecan-3-ol
  参考文献：
  名称：

  Nimgirawath,S. et al., Australian Journal of Chemistry, 1973, vol. 26, p. 183 - 193

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二甲基苄胺 在 溶剂黄146 、 锌 作用下， 以 乙醚 为溶剂， 生成 1-苯基-3-十一烷酮
  参考文献：
  名称：

  Nimgirawath,S. et al., Australian Journal of Chemistry, 1973, vol. 26, p. 183 - 193

  摘要：

  DOI：

文献信息

• Stereodivergent synthesis of alkenes by controllable <i>syn</i>-/<i>anti</i>-fragmentation of β-hydroxysulfonyl intermediates
  作者：Bartosz Górski、Dariusz Basiak、Łukasz Grzesiński、Michał Barbasiewicz

  DOI：10.1039/c9ob01563a

  日期：——

  The reduction of the carbonyl group in acylated trifluoroethyl alkanesulfonates follows the Felkin-Ahn selectivity, and the so-formed diastereomeric β-hydroxysulfonyl intermediates undergo syn- and anti-fragmentation, depending on the reaction conditions. In effect, isomeric E- and Z-alkenes are formed in a stereodivergent manner, which mimics the mechanistic manifold of the Peterson olefination.

  酰化的三氟乙基链烷磺酸盐中羰基的还原遵循Felkin-Ahn选择性，并且根据反应条件，如此形成的非对映异构体β-羟基磺酰基中间体会发生合成和反片段化。实际上，以立体发散的方式形成异构的E-和Z-烯烃，其模仿了Peterson烯烃化反应的机理。
• Arylation of α-substituted acrylates in ionic liquids catalyzed by a Pd–benzothiazole carbene complex
  作者：Vincenzo Calò、Angelo Nacci、Luigi Lopez、Annalisa Napola

  DOI：10.1016/s0040-4039(01)00795-x

  日期：2001.7

  A Pd-catalyst with benzothiazole carbene as ligands allows, in tetrabutylammonium bromide melt as solvent, very fast and efficient reactions of bromoaromatics with 3-hydroxy-2-methylenealkanoates to give beta -arylketones. (C) 2001 Published by Elsevier Science Ltd.
• C−H and C−C Bond Activation of Primary Amines through Dehydrogenation and Transimination
  作者：Chul-Ho Jun、Kwan-Yong Chung、Jun-Bae Hong

  DOI：10.1021/ol015563+

  日期：2001.3.1

  [GRAPHICS]Dehydrogenation and subsequent transimination of primary amines offer a new pathway for C-H bond activation, ortho-alkylation, and C-C bond activation to afford a variety of ketones in the reaction of l-alkene by a cocatalyt system of Rh(I) and 2-amino-3-picoline.
• Catalytic Activation of C−H and C−C Bonds of Allylamines via Olefin Isomerization by Transition Metal Complexes
  作者：Chul-Ho Jun、Hyuk Lee、Jae-Bum Park、Dae-Yon Lee

  DOI：10.1021/ol990357b

  日期：1999.12.1

  The metal-catalyzed reaction of olefins with allylamines bearing coordination sites (2-pyridyl groups) was studied. With Ru-3(CO)(12) as catalyst, activation of C-H bonds led to the formation of ketimines that were hydrolyzed to give asymmetric ketones. With [(C8H14)(2)RhCl](2), both C-H and C-C bonds were activated and symmetric ketones were formed on hydrolysis. The reaction involves double bond migration of the allylamine to form an aldimine.
• Ohta, Hiromichi; Fujiwara, Hidenori; Tsuchihashi, Gen-ichi, Agricultural and Biological Chemistry, 1984, vol. 48, # 6, p. 1509 - 1516
  作者：Ohta, Hiromichi、Fujiwara, Hidenori、Tsuchihashi, Gen-ichi

  DOI：——

  日期：——