3,4-二氢-3,3,6,8-四甲基萘-1(2H)-酮 | 5409-55-2

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 中文名称: 3,4-二氢-3,3,6,8-四甲基萘-1(2H)-酮
• 英文名称: 1(2H)-naphthalenone, 3,4-dihydro-3,3,6,8-tetramethyl-
• 英文别名: 3,3,6,8-Tetramethyl-1-tetralone；3,3,6,8-tetramethyl-2,4-dihydronaphthalen-1-one
• CAS: 5409-55-2
• 化学式: C₁₄H₁₈O
• 分子量: 202.296
• InChiKey: SHSYEGQDGZAMNV-UHFFFAOYSA-N

物化性质

• 熔点：
  56.5-57.0 °C
• 沸点：
  292-294 °C
• 密度：
  0.992±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914399090

反应信息

• 作为反应物：
  描述：

  3,4-二氢-3,3,6,8-四甲基萘-1(2H)-酮 以 solid matrix 为溶剂， 反应 1.17h， 生成 3,3,6-Trimethyl-8-methylene-2,3,4,8-tetrahydro-naphthalen-1-ol
  参考文献：
  名称：

  Gebicki, J.; Krantz, A., Journal of the Chemical Society. Perkin transactions II, 1984, # 10, p. 1623 - 1628

  摘要：

  DOI：
• 作为产物：
  描述：

  Tetramethyl-3,3,6,8-tetrahydro-1,2,3,4-α-naphthol 在 palladium diacetate 、 氧气 、 碳酸氢钠 作用下， 以 二甲基亚砜 为溶剂， 反应 168.0h， 以96%的产率得到3,4-二氢-3,3,6,8-四甲基萘-1(2H)-酮
  参考文献：
  名称：

  Palladium-Catalyzed Oxidation of Primary and Secondary Allylic and Benzylic Alcohols

  摘要：

  An efficient procedure for the oxidation of primary and secondary allylic and benzylic alcohols to aldehydes and ketones, respectively, has been achieved using catalytic Pd(OAc)(2) in dimethyl sulfoxide (DMSO) with oxygen gas as the sole reoxidant of the palladium. Secondary substrates show increased reaction rates and improved yields with the addition of 2 equiv of NaHCO3. The reactions are free of acetal/ketal and ester byproducts.

  DOI：

  10.1021/jo971268k

文献信息

• Production of low color refined isophorone
  申请人：UNION CARBIDE CORPORATION

  公开号：EP0101620A2

  公开（公告）日：1984-02-29

  Crude isophorone is refined by contacting it with aqueous caustic followed by washing and fractional distillation.

  粗异佛尔酮的提炼方法是将其与水性苛性碱接触，然后进行洗涤和分馏。
• Roger,A. et al., Bulletin de la Societe Chimique de France, 1967, p. 3030 - 3037
  作者：Roger,A. et al.

  DOI：——

  日期：——
• Dynamic and Static Conformational Analysis of Acylated Tetrahydrobenzazepines
  作者：Alfred Hassner、Boaz Amit、Vered Marks、Hugo E. Gottlieb

  DOI：10.1021/jo0340105

  日期：2003.9.1

  A detailed high-field NMR analysis of several acylated tetrahydrobenzazepines, supported by molecular mechanics calculations, indicates that the heterocyclic ring in these compounds exists in a chair conformation, with the carbonyl oriented anti to the aryl moiety in the dominant rotamer. Surprisingly, ring methylenes are typically diastereotopic at room temperature, as the barriers for the process of enantiomerization of the seven-membered ring are much higher than expected. It is shown that ring inversion is correlated (but not concerted) with rotation of the amide moiety, as the carbonyl is forced out of conjugation with the nitrogen in the transition state.
• Franck,H.-G. et al., Justus Liebigs Annalen der Chemie, 1969, vol. 724, p. 94 - 101
  作者：Franck,H.-G. et al.

  DOI：——

  日期：——
• BELLETIRE, J. L.;HOWARD, H.;DONAHUE, K., SYNTH. COMMUN., 1982, 12, N 10, 763-770
  作者：BELLETIRE, J. L.、HOWARD, H.、DONAHUE, K.

  DOI：——

  日期：——

表征谱图