6,7-dimethoxy-2,2-dimethylchroman-3-one | 101925-28-4

• 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: 6,7-dimethoxy-2,2-dimethylchroman-3-one
• 英文别名: 3,4-Dihydro-6,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran-3-one；6,7-dimethoxy-2,2-dimethyl-4H-chromen-3-one
• CAS: 101925-28-4
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: KXXGKCKIBAVPNY-UHFFFAOYSA-N

物化性质

• 沸点：
  344.2±42.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,7-dimethoxy-2,2-dimethylchroman-3-one 在 氢氧化钾 、 甲基锂 、 碘 、 碳酸氢钠 、 三乙胺 、 potassium iodide 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 3.25h， 生成 7,8-dimethoxy-4,4-dimethyl-3H,4H-furo[3,2-c]chromen-2-one
  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：

  早熟素Ⅱ 以 氯仿 为溶剂， 25.0 ℃ 、26.66 Pa 条件下， 反应 0.17h， 生成 6,7-dimethoxy-2,2-dimethylchroman-3-one
  参考文献：
  名称：

  Camps, F.; Colomina, O.; Conchillo, A., Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1421 - 1423

  摘要：

  DOI：

文献信息

• 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：——
• 3,4-Epoxyprecocenes: thermal and acid promoted dimerisation
  作者：F. Camps、J. Coll、A. Conchillo、A. Messegue

  DOI：10.1016/s0040-4020(01)96761-4

  日期：1985.1
• BENZOPYRAN AND BENZOTHIOPYRAN DERIVATIVES AND COMPOSITIONS CONTAINING THEM
  申请人：ALKALOIDA VEGYéSZETI GYáR

  公开号：EP0271550A1

  公开（公告）日：1988-06-22
• [EN] BENZOPYRAN AND BENZOTHIOPYRAN DERIVATIVES AND COMPOSITIONS CONTAINING THEM
  申请人：ALKALOIDA VEGYE^´SZETI GYA^´R

  公开号：WO1988000197A1

  公开（公告）日：1988-01-14

  (EN) The compounds of general formula (I), wherein R1, R2, R3, n, Q1 and Q2 are as defined in claim 1 as well as their biologically active salts. The invention also relates to fungicide, nematocide, acaricide, bactericide and insecticide compositions containing the compounds of general formula (I) as active ingredients as well as to the process for the preparation of these compounds and compositions.(FR) Sont décrits des composés de formule générale (I) dans laquelle R1, R2, R3, n, Q1 et Q2 ont la même notation que dans la revendication 1, ainsi que leurs sels biologiquement actifs. Sont également décrits des compositions fongicides, nématocides, acaricides, bactéricides et insecticides contenant comme principes actifs les composés de formule générale (I), ainsi que le procédé pour la préparation de ces composés et compositions.
• Synthesis and Insect Antifeedant Activity of Precocene Derivatives with Lactone Moiety
  作者：Maryla Szczepanik、Robert Obara、Antoni Szumny、Beata Gabryś、Aleksandra Halarewicz-Pacan、Jan Nawrot、Czesław Wawrzeńczyk

  DOI：10.1021/jf058034j

  日期：2005.7.1

  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.