3,4-diphenyl-4-hydroxy-5-methyl-2-cyclopentenone | 14224-74-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,4-diphenyl-4-hydroxy-5-methyl-2-cyclopentenone
• 英文别名: 4-hydroxy-5-methyl-3,4-diphenyl-cyclopent-2-enone；4-Hydroxy-5-methyl-3,4-diphenyl-cyclopent-2-enon；4-Hydroxy-5-methyl-3,4-diphenylcyclopent-2-en-1-one
• CAS: 14224-74-9
• 化学式: C₁₈H₁₆O₂
• 分子量: 264.324
• InChiKey: LWZFXGNDBVBCEV-UHFFFAOYSA-N

物化性质

• 熔点：
  184 °C
• 沸点：
  370.8±42.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-diphenyl-4-hydroxy-5-methyl-2-cyclopentenone 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 (3aR,4S,7S,7aR)-2,7-Dimethyl-3,3a,5,6-tetraphenyl-3a,4,7,7a-tetrahydro-4,7-methano-indene-1,8-dione
  参考文献：
  名称：

  Chemical and photochemical behavior of nondissociating cyclopentadienone dimers

  摘要：

  DOI：

  10.1021/jo00323a009
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 3,4-diphenyl-4-hydroxy-5-methyl-2-cyclopentenone
  参考文献：
  名称：

  Japp; Meldrum, Journal of the Chemical Society, 1901, vol. 79, p. 1033

  摘要：

  DOI：

文献信息

• Synthesis of New Pyrazoles via Cycloaddition Reactions of Nitrilimines with 2-Cyclopentenone Derivatives
  作者：Fatma A. El-Samahy

  DOI：10.1002/jhet.2077

  日期：2015.3

  4‐tetraphenyl‐1,3a‐dihydrocyclopenta[c]pyrazol‐6‐ols (4) and 6‐hydroxy‐1,3,6,6a‐tetraphenyl‐1,5,6,6a‐tetrahydrocyclopenta[c]pyrazole‐4(aH)‐one (5) were synthesized by reaction of 3,4‐diphenyl‐4‐hydroxy‐2‐cyclopentenone (2a) with nitrilimines, generated in situ by the action of triethylamine on the corresponding hydrazonyl chlorides 1.

  化合物1,3,6,6a-四苯基-1,6a-二氢环戊五[ c ]吡唑-4（3a H）-ones（3），1,3,3a，4-四苯基-1,3a-二氢环戊五[c]吡唑-6-醇（4）和6-羟基-1,3,6,6a-四苯基-1,5,6,6a-四氢环戊[ c ]吡唑-4（a H）-one（5）的合成3,4-二苯基-4-羟基-2-环戊烯酮（2a）与亚硝胺的反应，该反应由三乙胺在相应的酰肼基氯的作用下原位产生1。
• Dianhydrides of 1(4)-substituted 7,8-diphenylbicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acids
  作者：Irina V. Mikhura、Andrey A. Formanovsky、Elena V. Nozhevnikova、Igor A. Prokhorenko、Vladimir A. Korshun

  DOI：10.1016/j.mencom.2017.09.004

  日期：2017.9

  2(5)-Substituted 4-hydroxy-3,4-diphenylcyclopent-2-en-1-ones easily react with 2.5 molar excess of maleic anhydride to give 1(4)-substituted 7,8-diphenylbicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydrides containing alkyl groups at bridgehead of the bicycle. The stereochemistry of the obtained bicyclic bis-anhydrides was determined to be syn-syn .

  2（5）-取代的4-羟基-3,4-二苯基环戊-2-烯-1-酮容易与2.5摩尔过量的马来酸酐反应，得到1（4）-取代的7,8-二苯基双环[2.2.2]在自行车桥头处含有烷基的oct-7-ene-2,3,5,6-四羧酸二酐。确定所获得的双环双酸酐的立体化学为顺式-顺式。
• Japp; Knox, Journal of the Chemical Society, 1905, vol. 87, p. 698
  作者：Japp、Knox

  DOI：——

  日期：——
• Japp; Burton, Journal of the Chemical Society, 1887, vol. 51, p. 430
  作者：Japp、Burton

  DOI：——

  日期：——
• Microwave-Assisted Reduction of α,β-Unsaturated Carbonyl Compounds in Solid State Using Sodium Borohydide Supported on Magnesium Sulfate (NaBH₄/MgSO₄-7H₂O)
  作者：Hossein Abbastabar Ahangar、Katayoun Marjani、Gholam Hossein Mahdavinia

  DOI：10.1080/00397910802149097

  日期：2008.9.29

  Reduction of varieties of carbonyl compounds such as ketones and alpha,beta-unsaturated cyclic ketones were carried out quickly and efficiently by NaBH4/MgSO4-7H(2)O under microwave irradiation. The corresponding products were obtained in high to excellent yields.