1,3-二苯基丙烷-1,2-二酮 | 23464-17-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1,3-二苯基丙烷-1,2-二酮
• 中文别名: 1,3-二苯基-1,2-丙二酮
• 英文名称: 1,3-diphenylpropane-1,2-dione
• 英文别名: 1,3-Diphenylpropan-1,2-dion；1,3-diphenyl-1,2-propanedione；1,3-Diphenyl-1,2-propandion；Phenylbenzylglyoxal
• CAS: 23464-17-7
• 化学式: C₁₅H₁₂O₂
• 分子量: 224.259
• InChiKey: NUDGQVHENFOCFX-UHFFFAOYSA-N

物化性质

• 熔点：
  65 °C
• 沸点：
  360.8±21.0 °C(Predicted)
• 密度：
  1.148±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914399090

反应信息

• 作为反应物：
  描述：

  1,3-二苯基丙烷-1,2-二酮 在 盐酸 、 二氯二茂钛 、 magnesium 作用下， 生成 ω-苄基苯乙酮
  参考文献：
  名称：

  Schobert, Rainer, Angewandte Chemie, 1988, vol. 100, # 6, p. 869 - 871

  摘要：

  DOI：
• 作为产物：
  描述：

  ω-phenyl isonitrosopropiophenone 在 acid 作用下， 生成 1,3-二苯基丙烷-1,2-二酮
  参考文献：
  名称：

  Wieland, Chemische Berichte, 1903, vol. 36, p. 3021

  摘要：

  DOI：

文献信息

• Wet THF as a Suitable Solvent for a Mild and Convenient Reduction of Carbonyl Compounds with NaBH₄
  作者：Behzad Zeynizadeh、Tarifeh Behyar

  DOI：10.1246/bcsj.78.307

  日期：2005.2

  NaBH 4 in wet THF can readily reduce varieties of carbonyl compounds such as aldehydes, ketones, conjugated enones, acyloins, and α-diketones to their corresponding alcohols in good to excellent yields. Reduction reactions were performed at room temperature or under reflux condition. In addition, the chemoselective reduction of aldehydes over ketones was accomplished successfully with this reducing

  湿 THF 中的 NaBH 4 可以很容易地将各种羰基化合物还原为相应的醇，例如醛、酮、共轭烯酮、酰基和 α-二酮，收率非常好。还原反应在室温或回流条件下进行。此外，使用该还原系统成功地完成了醛相对于酮的化学选择性还原。
• NaBH₄/NaHSO₄·H₂O a Heterogeneous Acidic System for a Mild and Convenient Reduction of Carbonyl Compounds under Protic Condition
  作者：Behzad Zeynizadeh、Tarifeh Behyar

  DOI：10.1515/znb-2005-0417

  日期：2005.4.1

  NaBH₄ in the presence of sodium bisulfate (NaHSO₄·H₂O), a weakly acidic reagent, efficiently reduces a variety of carbonyl compounds such as aldehydes, ketones, α,β -unsaturated aldehydes and ketones, α-diketones and acyloins to their corresponding alcohols in acetonitrile under heterogeneous condition. Reduction reactions were accomplished at room temperature or under reflux condition

  NaBH₄在存在硫酸氢钠（NaHSO₄·H₂O）的情况下，作为一种弱酸试剂，能够高效地将各种羰基化合物如醛、酮、α,β-不饱和醛和酮、α-二酮和酰基酮在乙腈中在非均相条件下还原为它们相应的醇。还原反应可在室温或回流条件下完成。
• Sulfonic acid anchored on silica, SiO ₂ @SO ₃ H: A superior solid acid catalyst for quick and solvent‐free reductive‐deoxygenation of ketones with NaBH ₃ CN
  作者：Behzad Zeynizadeh、Mehri Kouhkan

  DOI：10.1002/jccs.201800250

  日期：2018.12

  functional groups in the absence of acidic media (pH ~ 3–4). In this study, the immobilized sulfonic acid on silica, SiO2@SO3H, was prepared and applied as a new solid acid catalyst for extremely enhancing the reducing ability of NaBH3CN. The influence of SiO2@SO3H was highlighted by performing the quick and green reduction of structurally diverse carbonyl compounds involving aldehydes, ketones, α,β‐unsaturated

  NaBH 3 CN作为一种改性的氢硼酸盐试剂，由于强吸收性CN基团，在没有酸性介质（pH约3-4）的情况下，对还原官能团没有任何还原能力。在本研究中，制备了固定在二氧化硅上的磺酸SiO 2 @SO 3 H，并将其用作新型固体酸催化剂，以极大地增强NaBH 3 CN的还原能力。SiO 2 @SO 3 H的影响通过将结构多样的羰基化合物（包括醛，酮，α，β-不饱和的烯和烯酮，α-二酮和酰基醇）快速而绿色地还原为相应的醇或烷烃而得到了强调。 NaBH 3 CN。由NaBH 3在CN / SiO 2 @SO 3 H体系中，醛被还原为相应的醇，酮类化合物还原为烷烃，成为还原性脱氧产物。所有还原反应均在室温和无溶剂条件下于3分钟内进行，以提供高至优异收率的产品（90-98％）。
• Mild and Convenient Method for Reduction of Carbonyl Compounds with the NaBH₄/Charcoal System in Wet THF
  作者：Davood Setamdideh、Behzad Zeynizadeh

  DOI：10.1515/znb-2006-1014

  日期：2006.10.1

  variety of carbonyl compounds such as aldehydes, ketones, acyloins and α-diketones to their corresponding alcohols in high to excellent yields. Reduction reactions were carried out in wet THF at r. t. In addition, regioselective 1,2-reduction of α,β - unsaturated aldehydes and ketones was achieved perfectly with this reducing system. By decreasing the amount of aprotic solvent, all reductions took place

  NaBH4/C（木炭）系统可将各种羰基化合物（例如醛、酮、酰基和 α-二酮）还原为相应的醇，收率非常高。还原反应在室温下在湿 THF 中进行。此外，使用该还原系统完美地实现了 α,β-不饱和醛和酮的区域选择性 1,2-还原。通过减少非质子溶剂的量，所有的减少都在固体凝胶条件下快速有效地发生
• Water as a Green Solvent for Fast and Efficient Reduction of Carbonyl Compounds with NaBH₄under Microwave Irradiation
  作者：Behzad Zeynizadeh、Davood Setamdideh

  DOI：10.1002/jccs.200500169

  日期：2005.12

  Reduction of varieties of carbonyl compounds such as aldehydes, ketones, α,β-unsaturated aldehydes and ketones, α-diketones and acyloins was carried out very fast and efficiently by sodium borohydride in water under microwave irradiation. The corresponding product alcohols were obtained in high to excellent yields.

  在微波辐射下，硼氢化钠在水中对醛、酮、α,β-不饱和醛和酮、α-二酮和偶啉等多种羰基化合物的还原非常快速有效。以高至极好的产率获得相应的产物醇。