1,1,1,3-四溴丁烷 | 67333-64-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 中文名称: 1,1,1,3-四溴丁烷
• 英文名称: 1,1,1,3-tetrabromobutane
• CAS: 67333-64-6
• 化学式: C₄H₆Br₄
• 分子量: 373.708
• InChiKey: MBFPLBVTIYBLQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1,1,3-四溴丁烷 生成 1,1,3,3-tetrabromobutane
  参考文献：
  名称：

  VASILEVA, T. T.;GERMANOVA, L. F., BROMORGAN. SOED. ANTIPIRENY, M.,(1988) 45-50

  摘要：

  DOI：
• 作为产物：
  描述：

  三聚丙烯 、 四溴化碳 在 偶氮二异丁腈 作用下， 生成 1,1,1,3-四溴丁烷
  参考文献：
  名称：

  摘要：

  When treated with KOH under phase-transfer catalysis or with (BuOK)-O-t, 3-substituted (alkyl or phenyl) 1, 1, 3-tribromo-1-fluoropropanes 1a-c exclusively generate previously unknown (alk-1-ynyl)fluorocarbenes 5a-c, which react with olefins to give 1-(alk-1-ynyl)-1-fluorocyclopropanes 6a-h in 12-69% yields. Under analogous conditions, 3-alkyl- and 3-aryl-3-bromo-1, 1, 1-trichloropropanes 2a-c selectively afford (alk-1-ynyl)chlorocarbenes 7a-c, which are trapped by olefins to form the corresponding 1-(alk-1-ynyl)-1-chlorocyclopropanes 8a-k in 35-70% yields. (Phenylethynyl)chlorocarbene 7a is also selectively generated from 1, 1, 1, 3-tetrachloro-3-phenylpropane (3a) upon its treatment with (BuOK)-O-t. With an excess of 2,3-dimethylbut-2-ene or 2-methylpropene, carbene 7a yields 1-chloro-1-(phenylethynyl)cyclopropanes 8a or 8c, respectively. In contrast, 1, 1, 1, 3-tetrachloroheptane 3b and 3-alkyl- and 3-phenyl-1, 1, 1, 3-tetrabromopropanes 4a,c,f react with bases in the presence of olefins to give, along with the corresponding 1-(alk-1-ynyl)-1-halocyclopropanes 8a,c,d and 11a-f, vinylidenecyclopropanes 12a,c-g, which suggests the generation, under these conditions; both (alk-1-ynyl)halocarbenes 7b and 9a-c and vinylidenecarbenes 10 and 11a-c. The composition and structures of intermediate products in the reactions of tetrahalides 1b, 2a, 2b, 3a, and 3b with (BuOK)-O-t were determined and the mechanisms for carbene generation in these reactions were proposed.

  DOI：

  10.1023/a:1020952513679

文献信息

• Telomerization of propylene by bromoform
  作者：T. T. Vasil'eva、L. F. Germanova、V. I. Dostovalova、B. V. Nelyubin、R. Kh. Freidlina

  DOI：10.1007/bf00953479

  日期：1983.4
• Step-by-step telomerization of propylene and 1-hexene by carbon tetrabromide
  作者：T. T. Vasil'eva、L. F. Germanova、V. I. Dostovalova、B. V. Nelyubin、R. Kh. Freidlina

  DOI：10.1007/bf00954478

  日期：1983.12
• VASILEVA, T. T.;GERMANOVA, L. F.;DOSTOVALOVA, V. I.;NELYUBIN, B. V.;FREJD+, IZV. AN CCCP. CEP. XIM., 1983, N 4, 872-877
  作者：VASILEVA, T. T.、GERMANOVA, L. F.、DOSTOVALOVA, V. I.、NELYUBIN, B. V.、FREJD+

  DOI：——

  日期：——
• VASILEVA, T. T.;GERMANOVA, L. F.;DOSTOVALOVA, V. I.;NELYUBIN, B. V.;FREJD+, IZV. AN CCCP. CEP. XIM., 1983, N 12, 2759-2765
  作者：VASILEVA, T. T.、GERMANOVA, L. F.、DOSTOVALOVA, V. I.、NELYUBIN, B. V.、FREJD+

  DOI：——

  日期：——
• ——
  作者：K. N. Shavrin、V. D. Gvozdev、O. M. Nefedov

  DOI：10.1023/a:1020952513679

  日期：——

  When treated with KOH under phase-transfer catalysis or with (BuOK)-O-t, 3-substituted (alkyl or phenyl) 1, 1, 3-tribromo-1-fluoropropanes 1a-c exclusively generate previously unknown (alk-1-ynyl)fluorocarbenes 5a-c, which react with olefins to give 1-(alk-1-ynyl)-1-fluorocyclopropanes 6a-h in 12-69% yields. Under analogous conditions, 3-alkyl- and 3-aryl-3-bromo-1, 1, 1-trichloropropanes 2a-c selectively afford (alk-1-ynyl)chlorocarbenes 7a-c, which are trapped by olefins to form the corresponding 1-(alk-1-ynyl)-1-chlorocyclopropanes 8a-k in 35-70% yields. (Phenylethynyl)chlorocarbene 7a is also selectively generated from 1, 1, 1, 3-tetrachloro-3-phenylpropane (3a) upon its treatment with (BuOK)-O-t. With an excess of 2,3-dimethylbut-2-ene or 2-methylpropene, carbene 7a yields 1-chloro-1-(phenylethynyl)cyclopropanes 8a or 8c, respectively. In contrast, 1, 1, 1, 3-tetrachloroheptane 3b and 3-alkyl- and 3-phenyl-1, 1, 1, 3-tetrabromopropanes 4a,c,f react with bases in the presence of olefins to give, along with the corresponding 1-(alk-1-ynyl)-1-halocyclopropanes 8a,c,d and 11a-f, vinylidenecyclopropanes 12a,c-g, which suggests the generation, under these conditions; both (alk-1-ynyl)halocarbenes 7b and 9a-c and vinylidenecarbenes 10 and 11a-c. The composition and structures of intermediate products in the reactions of tetrahalides 1b, 2a, 2b, 3a, and 3b with (BuOK)-O-t were determined and the mechanisms for carbene generation in these reactions were proposed.