diethyl pentabromobenzylmalonate | 86808-50-6

• 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: diethyl pentabromobenzylmalonate
• 英文别名: Diethyl (pentabromobenzyl)propanedioate；diethyl 2-[(2,3,4,5,6-pentabromophenyl)methyl]propanedioate
• CAS: 86808-50-6
• 化学式: C₁₄H₁₃Br₅O₄
• 分子量: 644.775
• InChiKey: MJJLHMAELBWBNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  溴化2,3,4,5,6,-五溴苄酯 、 sodium diethylmalonate 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以82%的产率得到diethyl pentabromobenzylmalonate
  参考文献：
  名称：

  多溴芳族化合物：IX。多溴苄基溴与某些二羰基化合物衍生的烯醇化物的反应

  摘要：

  The reaction of polybromobenzyl bromides RC6Br4CH2Br (R = Br, OCH3) with diethyl malonate sodium salt in ethanol and dimethylformamide leads to formation of diethyl 2-(polybromobenzyl)malonates, whereas in aqueous ethanol ethyl polybromobenzyl malonates are formed. The same polybromobenzyl bromides react with an equimolar amount of ethyl acetoacetate sodium salt or acetylacetone sodium salt to give C-alkylation products; with excess sodium enolates ethyl 3-(polybromophenyl)propionates and 4-(polybromophenyl)-2-butanones are formed, respectively.

  DOI：

  10.1023/a:1012474416163

文献信息

• Rumyantseva, K. S.; Tanaseichuk, B. S.; Shishkin, V. N., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, # 6, p. 1205
  作者：Rumyantseva, K. S.、Tanaseichuk, B. S.、Shishkin, V. N.、Zotova, L. V.

  DOI：——

  日期：——
• RUMYANTSEVA, K. S.;TANASEJCHUK, B. S.;SHISHKIN, V. N.;ZOTOVA, L. V., ZH. ORGAN. XIMII, 1983, 19, N 6, 1349
  作者：RUMYANTSEVA, K. S.、TANASEJCHUK, B. S.、SHISHKIN, V. N.、ZOTOVA, L. V.

  DOI：——

  日期：——
• ——
  作者：V. N. Shishkin、S. S. Vakaeva、A. I. Belozerov、B. S. Tanaseichuk、K. P. Butin

  DOI：10.1023/a:1012474416163

  日期：——

  The reaction of polybromobenzyl bromides RC6Br4CH2Br (R = Br, OCH3) with diethyl malonate sodium salt in ethanol and dimethylformamide leads to formation of diethyl 2-(polybromobenzyl)malonates, whereas in aqueous ethanol ethyl polybromobenzyl malonates are formed. The same polybromobenzyl bromides react with an equimolar amount of ethyl acetoacetate sodium salt or acetylacetone sodium salt to give C-alkylation products; with excess sodium enolates ethyl 3-(polybromophenyl)propionates and 4-(polybromophenyl)-2-butanones are formed, respectively.