4-(1-hexynyl)-4-hydroxy-3-methoxy-2-methyl-2-cyclobuten-1-one | 111238-88-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(1-hexynyl)-4-hydroxy-3-methoxy-2-methyl-2-cyclobuten-1-one
• 英文别名: 4-(1-hexynyl)-4-hydroxy-3-methoxy-2-methyl-cyclobut-2-enone；4-C2Bu-4-hydroxy-3-methoxy-2-methyl-2-cyclobuten-1-one；4-(Hex-1-YN-1-YL)-4-hydroxy-3-methoxy-2-methylcyclobut-2-EN-1-one；4-hex-1-ynyl-4-hydroxy-3-methoxy-2-methylcyclobut-2-en-1-one
• CAS: 111238-88-1
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: RSHVJWRRBPNOPR-UHFFFAOYSA-N

物化性质

• 沸点：
  365.2±42.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(1-hexynyl)-4-hydroxy-3-methoxy-2-methyl-2-cyclobuten-1-one 以77%的产率得到
  参考文献：
  名称：

  LIEBESKIND, LANNY S.;CHIDAUBARAM, RAMAKRISHNAN;MITCHELL, DAVID;FOSTER, BR+, PURE AND APPL. CHEM., 60,(1988) N 1, 27-34

  摘要：

  DOI：
• 作为产物：
  描述：

  3-methoxy-4-methyl-3-cyclobutene-1,2-dione 、 1-hexynyllithium 生成 4-(1-hexynyl)-4-hydroxy-3-methoxy-2-methyl-2-cyclobuten-1-one
  参考文献：
  名称：

  Cyclobutenediones as precursors to quinones and cyclopentenones

  摘要：

  DOI：

  10.1016/s0040-4020(01)80131-9

文献信息

• Stannylquinones. Synthesis and utilization as quinone carbanion synthetic equivalents
  作者：Lanny S. Liebeskind、Bruce S. Foster

  DOI：10.1021/ja00179a072

  日期：1990.11

  Synthese des derives de (3-tributylstannyl)1,4-benzoquirone a partir de derives d'(4-ethynyl-4-hydroxy)cyclobut-2-enone et de methoxy tributyl stannane

  这些合成衍生出 (3-三丁基锡烷基)1,4-苯并喹酮 a 部分衍生衍生出 d'(4-乙炔基-4-羟基)环丁-2-烯酮和去甲氧基三丁基锡烷
• A stereoselective, palladium-catalyzed route to 4-oxygenated 5-alkylidenecyclopentenones and 3-oxygenated 2-alkylideneindanones
  作者：Lanny S. Liebeskind、David Mitchell、Bruce S. Foster

  DOI：10.1021/ja00259a064

  日期：1987.12
• Synthesis of p-chlorophenols (and -naphthols) from the thermal rearrangement of 4-chlorocyclobutenones
  作者：Simon L. Xu、Harold W. Moore

  DOI：10.1021/jo00027a057

  日期：1992.1

  A systematic study of the reaction of 4-hydroxycyclobutenones with thionyl chloride is reported. A useful model evolves from this study which allows the prediction of the site of chlorination for unsymmetrical examples. The chlorination is envisaged to involve the corresponding homoaromatic carbocation, and the site of chlorination takes place preferentially at the position substituted with the greater cation-stabilizing substituent. Specifically, this follows the general order of allyl > benzyl > alkyl > propargyl. The 4-chlorocyclobutenones prepared in this study were shown to be useful synthetic precursors to highly substituted chlorophenols and chloronaphthols.
• LIEBESKIND, LANNY S.;FOSTER, BRUCE S., J. AMER. CHEM. SOC., 112,(1990) N3, C. 8612-8613
  作者：LIEBESKIND, LANNY S.、FOSTER, BRUCE S.

  DOI：——

  日期：——