1,5,5,5-tetrachloro-3-methyl-pent-2-ene | 65781-29-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: 1,5,5,5-tetrachloro-3-methyl-pent-2-ene
• 英文别名: 1,5,5,5-Tetrachlor-3-methyl-pent-2-en；1,1,1,5-Tetrachloro-3-methylpenten-3；1,5,5,5-Tetrachloro-3-methylpent-2-ene
• CAS: 65781-29-5
• 化学式: C₆H₈Cl₄
• 分子量: 221.942
• InChiKey: GUHOSDNWDCVPCN-UHFFFAOYSA-N

物化性质

• 沸点：
  282.3±35.0 °C(Predicted)
• 密度：
  1.332±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  1,5,5,5-tetrachloro-3-methyl-pent-2-ene 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 甲醇 、 甲苯 为溶剂， 5.0~22.0 ℃ 、30.0 kPa 条件下， 生成 6-(5,5,5-trichloro-3-methylpent-2-enyl)-2,6-dimethyl-cyclohex-2-enone
  参考文献：
  名称：

  Stereoselective synthesis of cyclohexa-2,4-dien-1-ones and cyclohex-2-en-1-ones from phenols

  摘要：

  A convenient synthetic method for the synthesis of substituted cyclohex-2-en-1-ones by the direct alkylation of phenols has been developed. Furthermore, enantiomerically enriched 2,6-dimethyl-6-(3-methylbut-2-enyl)-cyclohexa-2,4-dienone was prepared by the deprotonation of 2,6-dimethylphenol with a sparteine-lithium complex followed by alkylation with 1-chloro-3-methylbut-2-ene. 2,6-Dimethyl-6-(3-methyl-but-2-enyl)-cyclohex-2-enone was prepared from the corresponding cyclohexa-2,4-dien-1-one by selective hydrogenation of the 4,5-double bond. The method was extended to 2-methyl-naphthalen-1-ol and 1-methyl-naphthalen-2-ol resulting in 2-(R)methyl-2-(3-methylbut-2-enyl)-2H-naphthalen- 1-one and 1-(S)-methyl-1-(3-methylbut-2-enyl)-1H-naphthalen-2-one, respectively. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.06.017
• 作为产物：
  描述：

  三氯甲基磺酰氯 、 天然橡胶 在 乙醇 、 苯 、 过氧化苯甲酰 作用下， 生成 1,5,5,5-tetrachloro-3-methyl-pent-2-ene
  参考文献：
  名称：

  Making trichloromethyl compounds

  摘要：

  公开号：

  US02568859A1

文献信息

• ADDITION OF CARBON TETRACHLORIDE TO CONJUGATED 1,3-DIENES CATALYZED BY DICHLOROTRIS(TRIPHENYLPHOSPHINE)RUTHENIUM(II)
  作者：Hideyuki Matsumoto、Taichi Nakano、Toshimi Nikaido、Yoichiro Nagai

  DOI：10.1246/cl.1978.115

  日期：1978.1.5

  tetrachloride to conjugated 1,3-dienes such as 1,3-butadiene, 1,3-pentadiene, isoprene, 1,3-cyclohexadiene and 1,3-cyclooctadiene proceeded smoothly under mild conditions in the presence of dichlorotris(triphenylphosphine)ruthenium(II) to give the corresponding 1,4-addition products as 1:1 adducts in excellent yields.

  四氯化碳与共轭 1,3-二烯如 1,3-丁二烯、1,3-戊二烯、异戊二烯、1,3-环己二烯和 1,3-环辛二烯的加成在温和条件下在二氯三（三苯基膦）的存在下顺利进行) 钌 (II) 以极好的收率得到相应的 1,4-加成产物，为 1:1 加合物。
• Stereoselective synthesis of cyclohexa-2,4-dien-1-ones and cyclohex-2-en-1-ones from phenols
  作者：Martin A. Lovchik、Andreas Goeke、Georg Fráter

  DOI：10.1016/j.tetasy.2006.06.017

  日期：2006.7

  A convenient synthetic method for the synthesis of substituted cyclohex-2-en-1-ones by the direct alkylation of phenols has been developed. Furthermore, enantiomerically enriched 2,6-dimethyl-6-(3-methylbut-2-enyl)-cyclohexa-2,4-dienone was prepared by the deprotonation of 2,6-dimethylphenol with a sparteine-lithium complex followed by alkylation with 1-chloro-3-methylbut-2-ene. 2,6-Dimethyl-6-(3-methyl-but-2-enyl)-cyclohex-2-enone was prepared from the corresponding cyclohexa-2,4-dien-1-one by selective hydrogenation of the 4,5-double bond. The method was extended to 2-methyl-naphthalen-1-ol and 1-methyl-naphthalen-2-ol resulting in 2-(R)methyl-2-(3-methylbut-2-enyl)-2H-naphthalen- 1-one and 1-(S)-methyl-1-(3-methylbut-2-enyl)-1H-naphthalen-2-one, respectively. (c) 2006 Elsevier Ltd. All rights reserved.
• Making trichloromethyl compounds
  申请人：US RUBBER CO

  公开号：US02568859A1

  公开（公告）日：1951-09-25