7-methoxy-2,2-dimethylchroman-3-one | 87894-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-methoxy-2,2-dimethylchroman-3-one
• 英文别名: 7-Methoxy-2,2-dimethyl-2H-1-benzopyran-3(4H)-one；7-methoxy-2,2-dimethyl-4H-chromen-3-one
• CAS: 87894-90-4
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: CAWGCNJXAZHFSF-UHFFFAOYSA-N

物化性质

• 沸点：
  321.3±42.0 °C(Predicted)
• 密度：
  1.107±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  7-methoxy-2,2-dimethylchroman-3-one 在 氢氧化钾 、 甲基锂 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 1.25h， 生成 (7-methoxy-2,2-dimethyl-2H-chromen-3-yl)acetic acid
  参考文献：
  名称：

  Synthesis and Insect Antifeedant Activity of Precocene Derivatives with Lactone Moiety

  摘要：

  Starting from precocenes I and II, four of their derivatives with a lactone moiety were obtained. The compounds have been assessed as antifeedants against several diverse insect species including the storage pests the confused flour beetle (Tribolium confusum Duv., larvae and adults), the granary weevil beetle (Sitophilus granarius L., adults), and the khapra beetle (Trogoderma granarium Ev., larvae) and against the herbivorous pest insects Colorado potato beetle (Leptinotarsa decemlineata Say, adults and larvae) and aphids (Myzus persicae Sulz.). Precocenes, especially precocene II, showed a very strong antifeedant effect against all storage pests and aphids. The introduction of a lactone moiety caused a decrease in antifeedant activity against these species. Both precocenes were moderately active against L. decemlineata adults. The best antifeedants to this species were precocene derivatives, especially iodolactones. The introduction of iodine into a molecule had a great effect on the antifeedant activity of those compounds.

  DOI：

  10.1021/jf058034j
• 作为产物：
  描述：

  7-甲氧基-2,2-二甲基苯并二氢吡喃-4-酮 在 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 溶剂黄146 为溶剂， 反应 4.07h， 生成 7-methoxy-2,2-dimethylchroman-3-one
  参考文献：
  名称：

  Anastasis, Panayiotis; Brown, Philip E., Journal of the Chemical Society. Perkin transactions I, 1983, # 7, p. 1431 - 1437

  摘要：

  DOI：

文献信息

• Photochemical behaviour of 3.4-epoxyprecocene-I and related epoxychromans
  作者：G. Ariamala、K.K. Balasubramanian

  DOI：10.1016/s0040-4020(01)89238-3

  日期：1989.1

  A systematic study of photochemical behaviour of 3,4-epoxyprecocene-I and related epoxychromans was undertaken. Upon irradiation in acetone or cyclohexane, 3,4-epoxyprecocene-I was found to undergo photoisomerisation to the corresponding 3-chromanone . In contrast, the photochemical behaviour of analogous 3,4-dihydro-3,4-epoxy-2H-1-benzopyrans 3 was found to be dependent upon the nature of solvent

  进行了系统的研究3,4-epoxyprecocene-I和相关的环氧chromans的光化学行为。在丙酮或环己烷中辐照后，发现3，4-环氧前十烯-1经历光异构化为相应的3-苯并二氢吡喃酮。相反，发现类似的3，4-二氢-3，4-环氧-2H-1-苯并吡喃3的光化学行为取决于溶剂的性质。在环己烯中辐射3导致光脱羰基化导致2,3-二氢苯并呋喃的形成，而在丙酮中辐射导致chramanones的形成。
• Jennings, Richard C.; Ottridge, Anthony P., Journal of the Chemical Society. Perkin transactions I, 1984, # 8, p. 1733 - 1738
  作者：Jennings, Richard C.、Ottridge, Anthony P.

  DOI：——

  日期：——
• Kinetics and mechanism of solvolysis of Precocene I 3,4-oxide: change in rate-determining step and trapping of an intermediate in an epoxide solvolysis reaction
  作者：Jane M. Sayer、S. J. Grossman、K. S. Adusei-Poku、D. M. Jerina

  DOI：10.1021/ja00223a027

  日期：1988.7
• Camps, F.; Colomina, O.; Conchillo, A., Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1421 - 1423
  作者：Camps, F.、Colomina, O.、Conchillo, A.、Messeguer, A.

  DOI：——

  日期：——
• ANASTASIS, P.;BROWN, P. E., J. CHEM. PERKIN TRANS., 1983, N 7, 1431-1437
  作者：ANASTASIS, P.、BROWN, P. E.

  DOI：——

  日期：——