1,3-Dimethylbicyclo<4.3.0>pentadeca-1-en-2-on | 36461-49-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-Dimethylbicyclo<4.3.0>pentadeca-1-en-2-on
• 英文别名: 7,9-dimethylbicyclo[4,3,0]nona-1(9)-en-8-one；7,9-dimethylbicyclo[4.3.0]nona-1(9)-en-8-one；1,3-Dimethyl-1,4,5,6,7,7a-hexahydro-inden-2-one；1,3-dimethyl-1,4,5,6,7,7a-hexahydroinden-2-one
• CAS: 36461-49-1
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: GFAVYZDBJWVZQY-UHFFFAOYSA-N

物化性质

• 沸点：
  263.5±7.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3-Dimethylbicyclo<4.3.0>pentadeca-1-en-2-on 、 碘甲烷 在 盐酸 、 氯化铵 作用下， 生成 1,2,3-trimethylbicyclo<4.3.0>nonadiene
  参考文献：
  名称：

  Synthese bicyclischer pentaalkylcyclopentadiene und ihrer metallkomplexe. Kristallstruktur von bis(1,2,3-trimethylbicyclo[4.3.0]nonadienyl)eisen

  摘要：

  A new synthetic route to the bicylic pentaalkylcyclopentadienes 1,2,3-trimethylbicyclo[4.3.0]-nonadiene (NDH) and 1,2,3-trimethylbicyclo[10.3.0] pentadecadiene (PDDH) is reported. These ligands react directly and in good yields with Fe(CO)5, Mo(CO)6, Cr(CO)6 and RhCl3.xH2O to form dimeric peralkylcyclopentadienyl complexes, but can also, after deprotonation with (n)BuLi and further treatment with TiCl3 or FeCl2, be converted to the complexes (ND)2TiCl2, (PDD)2TiCl2 and (ND)2Fe. (ND)2Fe was characterized by a crystal-structure analysis. The complex surprisingly exhibits an ecliptical conformation of the five-membered rings, in which the relative orientation of the anellated six-membered rings deviates by 72-degrees from the ideally eclipsed conformation.

  DOI：

  10.1016/0022-328x(94)80207-6
• 作为产物：
  描述：

  (+/-)-1-(1-methylbuta-1,2-dienyl)cyclohexene 在 高氯酸 、 mercury(II) diacetate 作用下， 生成 1,3-Dimethylbicyclo<4.3.0>pentadeca-1-en-2-on
  参考文献：
  名称：

  获得方法去环戊烯酮面值acetoxymercuration等acetoxythallation德vinylallenes †

  摘要：

  DOI：

  10.1016/0040-4020(80)80006-8

文献信息

• Lanthanoid(III) Trichloride–Tin(II) Chloride Mediated Cydoaddition Reaction of α,α′-Dibromo Ketones with 1,3-Dienes or Enamines
  作者：Shin-ichi Fukuzawa、Masakazu Fukushima、Tatsuo Fujinami、Shizuyoshi Sakai

  DOI：10.1246/bcsj.62.2348

  日期：1989.7

  ketones with 1,3-dienes in the presence of CeCl3–SnCl2 in tetrahydrofuran is found to give the corresponding [3+4] cycloadduct in fair to good yields under mild conditions. Furan and cyclopentadiene serve as highly efficient receptors of the oxyallyl intermediate to give bicyclic cycloadducts. The reaction of 2,4-dibromo-3-pentanone with isoprene gives both [3+4] and [3+2] cycloadducts. [3+2] Cycloaddition

  α,α'-二溴酮与 1,3-二烯在 CeCl3-SnCl2 存在下在四氢呋喃中的反应被发现在温和条件下以相当到良好的产率得到相应的 [3+4] 环加合物。呋喃和环戊二烯作为氧烯丙基中间体的高效受体，产生双环环加合物。2,4-二溴-3-戊酮与异戊二烯反应生成[3+4] 和[3+2] 环加合物。[3+2] 环加成与烯胺类似，在用 3% NaOH 乙醇溶液处理后得到 2-环戊烯-1-酮。
• Crosslink-cyclized cyclopentadiene and dihalobis type metal compound containing same as ligand
  申请人：——

  公开号：US20010012902A1

  公开（公告）日：2001-08-09

  A process for producing a crosslink-cyclized cyclopentadiene, comprising the steps of reacting a cyclopentenone with an alkali metal hydride to thereby reduce the cyclopentenone (reduction step A) into a cyclopentenol; and reacting the cyclopentenol with a dehydrating agent to thereby dehydrate the cyclopentenol (dehydration step B) into a crosslink-cyclized cyclopentadiene of the general formula (III): 1 wherein each of R 1 and R 2 independently represents a hydrogen atom or a linear or branched saturated alkyl group having 1 to 6 carbon atoms, n is an integer of 3 to 10, and the broken line in the 5-membered ring denotes that the 5-membered ring has two double bonds.

  一种生产交联环化环戊二烯的方法，包括以下步骤：将环戊酮与碱金属氢化物反应，从而还原环戊酮（还原步骤A）成为环戊醇；将环戊醇与脱水剂反应，从而脱水环戊醇（脱水步骤B）成为通式（III）的交联环化环戊二烯：其中，R1和R2各自独立地表示氢原子或具有1至6个碳原子的线性或支链饱和烷基，n是3至10的整数，5元环中的断裂线表示5元环有两个双键。
• Process for the preparation of condensed cyclopentadiene derivatives, 1, 3 disubstituted derivatives and metallocene type compounds containing them as ligand
  申请人：HONSHU CHEMICAL INDUSTRY CO. LTD.

  公开号：EP1122229A1

  公开（公告）日：2001-08-08

  A process for producing a crosslink-cyclized cyclopentadiene, comprising the steps of reacting a cyclopentenone with an alkali metal hydride to thereby reduce the cyclopentenone (reduction step A) into a cyclopentenol; and reacting the cyclopentenol with a dehydrating agent to thereby dehydrate the cyclopentenol (dehydration step B) into a crosslink-cyclized cyclopentadiene of the general formula (III):    wherein each of R1 and R2 independently represents a hydrogen atom or a linear or branched saturated alkyl group having 1 to 6 carbon atoms, n is an integer of 3 to 10, and the broken line in the 5-membered ring denotes that the 5-membered ring has two double bonds.

  一种生产横链环化环戊二烯的工艺，包括以下步骤：将环戊烯酮与碱金属氢化物反应，从而将环戊烯酮还原（还原步骤 A）为环戊烯醇；以及将环戊烯醇与脱水剂反应，从而将环戊烯醇脱水（脱水步骤 B）为通式(III)的横链环化环戊二烯： 其中 R1 和 R2 各自独立地代表氢原子或具有 1 至 6 个碳原子的直链或支链饱和烷基，n 为 3 至 10 的整数，5 元环中的折线表示 5 元环具有两个双键。
• BAUDOUY R.; DELBECO FR.; GORE J., TETRAHEDRON, 1980, 36, NO 2, 189-195
  作者：BAUDOUY R.、 DELBECO FR.、 GORE J.

  DOI：——

  日期：——
• FUKUZAWA, SHIN-ICHI;FUKUSHIMA, MASAKAZU;FUJINAMI, TATSUO;SAKAI, SHIZUYOSH+, BULL. CHEM. SOC. JAP., 62,(1989) N, C. 2348-2352
  作者：FUKUZAWA, SHIN-ICHI、FUKUSHIMA, MASAKAZU、FUJINAMI, TATSUO、SAKAI, SHIZUYOSH+

  DOI：——

  日期：——