2,2-dimethyl-6-phenyl-1,3-dioxin-4-one | 98157-46-1

• 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: 2,2-dimethyl-6-phenyl-1,3-dioxin-4-one
• 英文别名: 6-tolyl-2,2-dimethyl-1,3-dioxin-4-one；2,2-dimethyl-6-(4-methylphenyl)-4H-1,3-dioxin-4-one；6-(4-MeC6H4)-2,2-dimethyl-4H-1,3-dioxin-4-one；2,2-Dimethyl-6-(4-tolyl)-4h-1,3-dioxin-4-one；2,2-dimethyl-6-(4-methylphenyl)-1,3-dioxin-4-one
• CAS: 98157-46-1
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: UREYKGOZAPXLQZ-UHFFFAOYSA-N

物化性质

• 熔点：
  93-95 °C(Solv: ethanol (64-17-5))
• 沸点：
  363.4±42.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-6-phenyl-1,3-dioxin-4-one 在 乙酸酐 作用下， 以 xylene 、 苯 为溶剂， 反应 2.25h， 生成 2-[(Z)-2-hydroxy-2-(4-methylphenyl)-1-ethenyl]-4H-3,1-benzoxazin-4-one
  参考文献：
  名称：

  Cyclization of aroylacetic acids 2-carboxyphenylamides into 2-[(Z)-2-aryl-2-hydroxy-1-ethenyl]-4H-3,1-benzoxazin-4-ones. Crystal and molecular structure of 2-[(Z)-2-hydroxy-2-phenyl-1-ethenyl]-4H-3,1-benzoxazin-4-one

  摘要：

  2-Carboxyphenylamides of aroylacetic acids undergo cyclization when treated with dehydrating agents to give 2-[(Z)-2-aryl-2-hydroxy-1-ethenyl]-4H-3,1-benzoxazin-4-ones. Crystal and molecular structure ofthe latter phenyl derivative was studied by X-ray crystal lography.

  DOI：

  10.1134/s1070428007020121
• 作为产物：
  描述：

  丙酮 、 5-(4-甲基苯基)呋喃-2,3-二酮 以 苯 为溶剂， 反应 2.5h， 以96%的产率得到2,2-dimethyl-6-phenyl-1,3-dioxin-4-one
  参考文献：
  名称：

  Andreichikov, Yu. S.; Gein, V. L.; Kozlov, A. P., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, p. 189 - 194

  摘要：

  DOI：

文献信息

• Direct heterocyclization of [3,4-dihydroisoquinolin-1(2H)-ylidene]acetamides with aroylketenes. Crystal and molecular structure of (Z)-3-(4a-methyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2H)-ylidene)-4-phenylpyridine-2,6(1H,3H)-dione
  作者：Valeriya Vladislavovna Konovalova、Yurii Vladimirovich Shklyaev、Pavel Alexandrovich Slepukhin、Andrey Nikolaevich Maslivets

  DOI：10.3998/ark.5550190.p007.980

  日期：——

  Aroylketenes generated by thermolysis of 6-aryl-2,2-dimethyl-4H-1,3-dioxin-4-ones react with ( Z)-2-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2 H)-ylidene]acetamides and (Z)-2-[4amethyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2 H)-ylidene]acetamide to produce (Z)-4aryl-3-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2 H)-ylidene)pyridine-2,6(1 H,3 H)-diones and (Z)-3-(4a-methyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2

  6-芳基-2,2-二甲基-4H-1,3-二恶英-4-酮与 (Z)-2-[3,3-二甲基-3,4-二氢异喹啉-1(2 H)-ylidene]乙酰胺和 (Z)-2-[4amethyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2 H)-ylidene]乙酰胺生成 (Z)-4aryl-3-( 3,3-二甲基-3,4-二氢异喹啉-1(2 H)-亚基)吡啶-2,6(1 H,3 H)-二酮和(Z)-3-(4a-甲基-1,3， 4,4a,5,10b-六氢菲啶-6(2 H)-亚基)-4-苯基吡啶2,6(1 H,3 H)-二酮。(Z)-3-(4a-methyl-1,3,4,4a,5,10bhexahydrophenanthridin-6(2H)-ylidene)-4-phenylpyridine-2,6(1H,3)的晶体和分子结构H)-二酮经X-射线分析证实。
• Reaction of 6-aryl-2,2-dimethyl-1,3-dioxin-4-ones with cyanoamino compounds
  作者：Yu. S. Andreichikov、D. D. Nekrasov、M. A. Rudenko、O. V. Vinokurova

  DOI：10.1007/bf00487311

  日期：1989.9
• Andreichikov, Yu. S.; Vinokurova, O. V.; Gein, V. L., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 11.2, p. 2189 - 2192
  作者：Andreichikov, Yu. S.、Vinokurova, O. V.、Gein, V. L.

  DOI：——

  日期：——
• Heterocyclization reactions of 6-aryl-2,2-dimethyl-1,3-dioxin-4-ones with ?-oxoketeneaminals
  作者：V. L. Gein、S. G. Pitirimova、O. V. Vinokurova、Yu. S. Andreichikov、A. V. Komkov、V. S. Bogdanov、V. A. Dorokhov

  DOI：10.1007/bf00703703

  日期：1994.8

  During thermolysis 6-aryl-2,2-dimethyl-1,3-dioxin-4-ones react with alpha-mono- and alpha,alpha-dioxoketene aminals to yield 3-acetyl-6-aryl-2-benzoylamino-4-pyridones or 6-aryl-2-methylene-4-pyrimidones, respectively. A scheme of the formation of pyrido[2,3-d]pyrimidines from dioxinones and 1-amino-1-benzoylamino-1-bytene-3-one has been suggested.
• Hetero-diels-alder reaction of N-cyanoaniline and pyridinium cyano-(ethoxycarbonyl)methylide with aroylketenes generated in situ in thermolysis of 6-aryl-2,2-dimethyl-1,3-dioxin-4-ones
  作者：D. D. Nekrasov、A. S. Obukhova

  DOI：10.1007/s10593-006-0144-9

  日期：2006.5