2,6-Di-tert-butyl-4-diphenylphosphorylmethylene-2,5-cyclohexadien-1-one | 135347-60-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,6-Di-tert-butyl-4-diphenylphosphorylmethylene-2,5-cyclohexadien-1-one
• 英文别名: 3,5-Di-tert.-butyl-7-diphenylphosphinyl-1,4-benzochinon-1-methid；α-diphenylphosphinoyl-2,6-di-tert-butyl-4-methylene-2,5-cyclohexadienone；4-(diphenylphosphinylmethylene)-2,6-di-tertbutylcyclohexadien-2,5-one；4-(diphenylphosphinylmethylene)-2,6-di-tert-butylcyclohexadienone；4-(diphenylphosphinylmethylene)-2,6-di-tert-butylcyclohex-2,5-dieneone；4-(Diphenylphosphinylmethylene)-2,6-di-t-butylcyclohexadien-2,5-one；2,6-ditert-butyl-4-(diphenylphosphorylmethylidene)cyclohexa-2,5-dien-1-one
• CAS: 135347-60-3
• 化学式: C₂₇H₃₁O₂P
• 分子量: 418.516
• InChiKey: VKLFIMFVKOYKSA-UHFFFAOYSA-N

物化性质

• 熔点：
  219-221 °C
• 沸点：
  566.4±43.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-Di-tert-butyl-4-diphenylphosphorylmethylene-2,5-cyclohexadien-1-one 在 盐酸 作用下， 以 苯 为溶剂， 以96%的产率得到(4-hydroxy-3,5-di-tert-butylphenyl)chloromethyldiphenylphosphine oxide
  参考文献：
  名称：

  Synthesis and properties of [(4-Hydroxy-3,5-di-tert-butylphenyl)-chloromethanediphenylphosphine oxide

  摘要：

  DOI：

  10.1134/s1070363212090241
• 作为产物：
  描述：

  2,6-二叔丁基对(二甲氨甲基)苯酚 在 potassium hexacyanoferrate(III) 作用下， 以 氢氧化钾 、 苯 为溶剂， 反应 5.0h， 生成 2,6-Di-tert-butyl-4-diphenylphosphorylmethylene-2,5-cyclohexadien-1-one
  参考文献：
  名称：

  Ismagilov, R. K.; Moskva, V. V.; Arkhipov, V. P., Journal of general chemistry of the USSR, 1991, vol. 61, # 2.1, p. 349 - 352

  摘要：

  DOI：

文献信息

• Brønsted acid catalyzed radical addition to quinone methides
  作者：Shiv Shankar Patel、Dileep Kumar、Chandra Bhushan Tripathi

  DOI：10.1039/d1cc01335a

  日期：——

  A fundamental quest for alkyl radical generation under mild conditions through photoinduced Brønsted acid catalysis is addressed. The optimized protocol does not require any organic dyes or transition metal photocatalyst. Under blue light irradiation with diphenyl phosphate as a catalyst and dihydropyridine derivatives as a radical source, functionalized arylmethane derivatives are obtained in high

  解决了通过光诱导的布朗斯台德酸催化在温和条件下产生烷基自由基的基本要求。优化的方案不需要任何有机染料或过渡金属光催化剂。在用磷酸二苯酯作为催化剂和二氢吡啶衍生物作为自由基源的蓝光照射下，可以高收率获得官能化的芳基甲烷衍生物。
• Addition of phthalimide and acetone to phosphorylated methylene quinones
  作者：M. B. Gazizov、A. L. Tarakanova、R. K. Ismagilov、L. P. Shamsutdinova、R. F. Karimova、R. N. Burangulova

  DOI：10.1134/s1070363216020213

  日期：2016.2

  New method for synthesis of phosphorylated methylene quinones via bromination of the sterically hindered phenol [prepared via benzylation of secondary chlorophosphines with 4-(methoxymethyl)-2,6-di-tert-butylphenol] with N-bromosuccinimide followed by dehydrobromination with trimethyl orthoformate has been developed. Tertiary phosphine oxides containing the fragment of sterically hindered phenol and

  通过将受阻酚溴化（通过仲氯膦用4-（甲氧基甲基）-2,6-二叔丁基苯酚的苄基氯苄基化反应）与N-溴代琥珀酰亚胺酰亚胺化，然后再用原甲酸三甲酯脱氢溴化来合成磷酸化亚甲基醌的新方法已开发。含位阻酚和胺或丙酮基片段的叔膦氧化物是在磷酸化的亚甲基醌与N-和C-亲核试剂反应中首次合成的。
• Synthesis and Properties of Some Sulfur-Containing Derivatives of Phosphorylated Sterically Hindered Phenols
  作者：M. B. Gazizov、R. K. Ismagilov、A. L. Pistsova、N. S. Tikhonova、L. P. Shamsutdinova、R. N. Burangulova、R. F. Karimova

  DOI：10.1134/s1070363217120246

  日期：2017.12

  idene)cyclohexa-2,5-dien-1-ones has been accomplished for the first time. The resulting adduct is readily hydrolyzed with hydrazine hydrate to give 2,6-di-tert-butyl-4-[phosphoryl(sulfanyl)methyl]phenols, and the latter reacted with the initial quinomethanes, yielding 4,4′-[sulfanediylbis(phosphorylmethylene)]bis(2,6-di-tert-butylphenols).

  硫代乙酸首次添加到2,6-二叔丁基-4-（磷酰基亚甲基）环己-2,5-二烯-1-酮中。生成的加合物易于与水合肼水解，得到2,6-二叔丁基-4- [磷酰基（硫烷基）甲基]苯酚，后者与最初的喹o甲烷反应，生成4,4'-[磺二基双（磷酰基亚甲基）]双（2,6-二叔丁基苯酚）。
• Reactions of phosphorylated 2,6-di-tert-butyl-4-methylidenecyclohexa-2,5-dien-1-ones with aliphatic, aromatic, and heteroaromatic thiols
  作者：M. B. Gazizov、A. L. Pistsova、R. K. Ismagilov、L. P. Shamsutdinova、R. F. Karimova、R. N. Burangulova

  DOI：10.1134/s107036321705036x

  日期：2017.5

  The addition of alkanethiols, benzenethiol, and hetarenethiols to phosphorylated quinomethanes afforded P, S- and N,P,S-containing polyfunctional organic compounds as potential bactericidal agents.
• Costisella, Burkhard; Keitel, Iris; Ozegowski, Sigrid, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 84, # 1-4, p. 115 - 120
  作者：Costisella, Burkhard、Keitel, Iris、Ozegowski, Sigrid

  DOI：——

  日期：——