2-[羟基(苯基)甲基]-3-甲基环戊-2-烯-1-酮 | 532987-76-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-[羟基(苯基)甲基]-3-甲基环戊-2-烯-1-酮
• 英文名称: 2-(hydroxy-phenyl-methyl)3-methyl-2-cyclopentene-1-one
• 英文别名: 2-[Hydroxy(phenyl)methyl]-3-methylcyclopent-2-en-1-one
• CAS: 532987-76-1
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: YCPFMOIBTKFZNL-UHFFFAOYSA-N

物化性质

• 沸点：
  378.9±31.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[羟基(苯基)甲基]-3-甲基环戊-2-烯-1-酮 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 8.05h， 生成 2-[α-fluorenylbenzyl]-1,3-dimethylcyclopentadiene
  参考文献：
  名称：

  Fulvene having substituents only on 1-, 4-, and 6-positions: a key intermediate for novel ansa-metallocene complexes

  摘要：

  A synthetic route for 1,4-dimethyl-6-phenylfulvene (4) and 1,4-dimethyl-6,6-diphenylfulvene (5), which are characteristic in that they have substituents only on 1-, 4-, and 6-positions, is developed. The synthetic route is straightforward from 2-bromo-3-methyl-2cyclopenten-1-one ethylene ketal (1), which can be easily synthesized in 100-g scale: Overall yield from 1 is 50 and 47% for 4 and 5, respectively. Synthesis of an ansa-metallocene complex, [Ph(H)C(fluorenyl)(1,3-Me2CP)]ZrCl2 (7), is demonstrated using 4. Much higher comonomer incorporation in ethylene/1-hexene copolymerization and dramatic increase of molecular weight in 1-hexene polymerization are observed with 7 when the reactivity compared with that of the one not having methyl substituents, [Ph(H)C(fluorenyl)(Cp)]ZrCl2. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00388-7
• 作为产物：
  描述：

  2-溴-3-甲基-2-环戊烯-1-酮 在 正丁基锂 、 对甲苯磺酸 、 原甲酸三乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 2-[羟基(苯基)甲基]-3-甲基环戊-2-烯-1-酮
  参考文献：
  名称：

  Fulvene having substituents only on 1-, 4-, and 6-positions: a key intermediate for novel ansa-metallocene complexes

  摘要：

  A synthetic route for 1,4-dimethyl-6-phenylfulvene (4) and 1,4-dimethyl-6,6-diphenylfulvene (5), which are characteristic in that they have substituents only on 1-, 4-, and 6-positions, is developed. The synthetic route is straightforward from 2-bromo-3-methyl-2cyclopenten-1-one ethylene ketal (1), which can be easily synthesized in 100-g scale: Overall yield from 1 is 50 and 47% for 4 and 5, respectively. Synthesis of an ansa-metallocene complex, [Ph(H)C(fluorenyl)(1,3-Me2CP)]ZrCl2 (7), is demonstrated using 4. Much higher comonomer incorporation in ethylene/1-hexene copolymerization and dramatic increase of molecular weight in 1-hexene polymerization are observed with 7 when the reactivity compared with that of the one not having methyl substituents, [Ph(H)C(fluorenyl)(Cp)]ZrCl2. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00388-7

文献信息

• Fulvene, metallocene catalysts and preparation method thereof, and preparation of polyolefines copolymer using the same
  申请人：Park Young-Whan

  公开号：US20050004385A1

  公开（公告）日：2005-01-06

  The present invention relates to a novel fulvene compound and a preparation method thereof, and more particularly to a fulvene compound having substituted groups in the 2- and 5-positions, prepared from an unsaturated ketone having a substituted group in the β-position and a halogen atom in the α-position, and a preparation method thereof. The present invention also relates to a metallocene catalyst having a substituted group in the α-position carbon of the bridge of the cyclopentadienyl group only by reaction of a fulvene compound and an anion group including the cyclopentadienyl group, and a preparation method of a polyolefin copolymer using the same.

  本发明涉及一种新型富烯化合物及其制备方法，更特别地涉及一种在2-和5-位置具有取代基的富烯化合物，其由在β-位置具有取代基和在α-位置具有卤原子的不饱和酮制备而成，以及其制备方法。本发明还涉及一种金属茂嗪催化剂，其在环戊二烯基桥碳的α-位置具有取代基，仅通过富烯化合物和包括环戊二烯基团的阴离子团的反应而得到，并使用相同的制备方法制备聚烯烃共聚物。
• FULVENE, METALLOCENE CATALYSTS AND PREPARATION METHOD THEREOF, AND PREPARATION OF POLYOLEFINES COPOLYMER USING THE SAME
  申请人：PARK Young-Whan

  公开号：US20070185291A1

  公开（公告）日：2007-08-09

  The present invention relates to a novel fulvene compound and a preparation method thereof, and more particularly to a fulvene compound having substituted groups in the 2- and 5-positions, prepared from an unsaturated ketone having a substituted group in the β-position and a halogen atom in the α-position, and a preparation method thereof. The present invention also relates to a metallocene catalyst having a substituted group in the α-position carbon of the bridge of the cyclopentadienyl group only by reaction of a fulvene compound and an anion group including the cyclopentadienyl group, and a preparation method of a polyolefin copolymer using the same.

  本发明涉及一种新型富烯化合物及其制备方法，更具体地说，涉及一种在2-和5-位上具有取代基的富烯化合物，其由具有β-位取代基和α-位卤素原子的不饱和酮制备而成，以及其制备方法。本发明还涉及一种金属茂催化剂，其仅通过富烯化合物和包括茂基团的阴离子基团的反应，在茂基团桥碳的α-位置具有取代基，以及使用该催化剂制备聚烯烃共聚物的制备方法。
• EP1532181A4
  申请人：——

  公开号：EP1532181A4

  公开（公告）日：2006-06-28
• EP1532181B1
  申请人：——

  公开号：EP1532181B1

  公开（公告）日：2016-03-16
• US7271277B2
  申请人：——

  公开号：US7271277B2

  公开（公告）日：2007-09-18