5,5-dimethyl-3-benzoyl-2-cyclohexen-1-one | 73593-53-0

• 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: 5,5-dimethyl-3-benzoyl-2-cyclohexen-1-one
• 英文别名: 3-Benzoyl-5,5-dimethyl-2-cyclohexen-1-on；3-Benzoyl-5,5-dimethyl-2-cyclohexen-1-one；3-benzoyl-5,5-dimethylcyclohex-2-en-1-one
• CAS: 73593-53-0
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: YBRZEFPCUWEUIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  α-(三甲基硅氧基)苯乙腈 在 盐酸 、 lithium diisopropyl amide 作用下， 以 乙醚 为溶剂， 生成 5,5-dimethyl-3-benzoyl-2-cyclohexen-1-one
  参考文献：
  名称：

  Huenig, Siegfried; Wehner, Gregor, Chemische Berichte, 1980, vol. 113, # 1, p. 302 - 323

  摘要：

  DOI：

文献信息

• A new synthesis of phenyl ketones by intramolecular ‘deoxybenzoylation’ of enols and phenols
  作者：I.Trevor Kay、Stephen E.J. Glue

  DOI：10.1016/s0040-4039(00)83955-6

  日期：1986.1

  The phenylcyanocarbamoyl chloride 1 has been used as a benzoyl anion equivalent in an intramolecular process to effect the replacement of the hydroxyl group of enols and phenols by the benzoyl group.

  苯基氰基氨基甲酰氯1已在分子内方法中用作苯甲酰基阴离子当量，以实现用苯甲酰基取代烯醇和酚的羟基。
• Preparation and reactivity of functionalized alkenyl-zinc, -copper, and -chromium organometallics
  作者：Paul Knochel、C. Janakiram Rao

  DOI：10.1016/s0040-4020(01)80504-4

  日期：1993.1

  Beta-halogeno-alpha,beta-unsaturated carbonyl derivatives were converted to the corresponding zinc organometallics 2a under mild conditions in THF (Zn dust, 25-45-degrees-C, 1-4h). These functionalized alkenylzinc iodides react with a variety of alkenyl and aromatic iodides affording the desired coupling products in 40-97% yield. The addition of a THF solution of CuCN.2LiCl to 2a affords the corresponding organocopper derivatives 2b which react with electrophiles, such as alkynyl and allylic halides, nitro olefins, enones, and chlorotrimethylstannane providing polyfunctional unsaturated carbonyl compounds in 71-95% yield. The insertion of chromium (II) chloride to beta-iodo and to some beta-(p-tosyl)enones in DMF furnishes new functionalized chromium (III) organometallics 2c which react with aldehydes providing gamma-hydroxy unsaturated carbonyl derivatives in 40-91% yield. The synthetic scope and the limitations of this methodology are discussed.
• KAY, I. T.;GLUE, S. E. J., TETRAHEDRON LETT., 1986, 27, N 1, 113-116
  作者：KAY, I. T.、GLUE, S. E. J.

  DOI：——

  日期：——