p-phenylene-3,3'-bis(allyl alcohol) | 130927-32-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: p-phenylene-3,3'-bis(allyl alcohol)
• 英文别名: 1,4-bis(3-hydroxy-1-(E)-propenyl)benzene；(E)-3-[4-[(E)-3-hydroxyprop-1-enyl]phenyl]prop-2-en-1-ol
• CAS: 130927-32-1
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: NIGQEXIYXWDPLD-ZPUQHVIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-phenylene-3,3'-bis(allyl alcohol) 在 溴 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以69%的产率得到p-phenylene-3,3'-bis(allyl bromide)
  参考文献：
  名称：

  Preparation of p-phenylene-3,3′-bis(1-allyltetrahydrothiophenium) dibromide and its reactions in basic solution

  摘要：

  p-Phenylene-3,3'-bis(1-allyltetrahydrothiophenium) dibromide 1, prepared from p-phenylene-3,3'-diacrylaldehyde 3, when treated with aqueous sodium hydroxide gave a sulfonium salt polymer. Pyrolysis of this in an attempt to form the highly conjugated polymer, poly(p-phenylenehexa-1,3,5-trienylene) gave, however. only carbonyl-containing compounds. Although no polymerization occurred in basic methanol. a reaction intermediate was shown by UV-VIS and H-1 NMR spectroscopy to have been formed.

  DOI：

  10.1039/p19940000317
• 作为产物：
  描述：

  diethyl (2E,2′E)-3,3′-benzene-1,4-diylbis-prop-2-enoate 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以86%的产率得到p-phenylene-3,3'-bis(allyl alcohol)
  参考文献：
  名称：

  gem-Difluorocyclopropane as core molecule candidate for liquid crystal compounds

  摘要：

  The synthesis of a novel chiral gem-difluorocyclopropane building block has been accomplished using chemo-enzymatic reaction protocol; the prochiral diol of 1,4-bis(2,2-difluoro-3-(hydroxymethyl)cyclopropyl)benzene (5) was converted to the corresponding chiral diacetate by Pseudomonas lipase (lipase SL-25, Meito)-catalyzed transesterification with vinyl acetate as acyl donor with > 99% enantiomeric excess. Various types of diesters or dialkyl ether were prepared from the diol and their helical twisting power (HTP) was evaluated by addition of 1.0 wt% to a non-chiral nematic liquid crystal host; the HTP was significantly dependent on the structure of ester or ether moieties and diester of diol 5 with isopropylfumalic acid showed the largest HTP. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.05.004

文献信息

• Sonoda Yoriko, Suzuki Yasuzo, J. Chem. Soc. Perkin Trans. 1, (1994) N 3, S 317-321
  作者：Sonoda Yoriko, Suzuki Yasuzo

  DOI：——

  日期：——
• TRIPLE HELIX FORMATION IN OLIGONUCLEOTIDE THERAPY
  申请人：GILEAD SCIENCES, INC.

  公开号：EP0539371A1

  公开（公告）日：1993-05-05
• US5399676A
  申请人：——

  公开号：US5399676A

  公开（公告）日：1995-03-21
• [EN] TRIPLE HELIX FORMATION IN OLIGONUCLEOTIDE THERAPY
  申请人：GILEAD SCIENCES, INC.

  公开号：WO1991006626A2

  公开（公告）日：1991-05-16

  (EN) Oligonucleotides having tandem sequences of inverted polarity, i.e., oligonucleotides comprising regions of the formula: 3'-----5'--C--5'-----3' or 5'-----3'--C--3'-----5', wherein -C- symbolizes any method of coupling the nucleotide sequence of opposite polarity, are useful for forming an extended triple helix with a double-helical nucleotide duplex. Single or mixed motif oligomers may be used. The inverted polarity also stabilizes the single-strand oligonucleotides to exonuclease degradation.(FR) Des oligonucléotides possédant des séquences en tandem à polarité inversée, c'est-à-dire des oligonucléotides comprenant des régions dont la formule est: 3'-----5'--C--5'-----3' ou 5'-----3'--C--3'-----5', où -C- symbolise tout procédé de couplage de la séquence nucléotidique à polarité opposée, sont utiles à la formation d'une triple chaîne hélicoïdale possédant un duplex nucléotidique à double hélice. On peut utiliser des oligomères à motifs simples ou mélangés. La polarité inversée sert également à rendre les oligonucléotides monocaténaires résistants à la dégradation par exonucléase.
• gem-Difluorocyclopropane as core molecule candidate for liquid crystal compounds
  作者：Toshiyuki Itoh、Manabu Kanbara、Masakazu Ohashi、Shuichi Hayase、Motoi Kawatsura、Takashi Kato、Kazutoshi Miyazawa、Yumiko Takagi、Hidemitsu Uno

  DOI：10.1016/j.jfluchem.2007.05.004

  日期：2007.10

  The synthesis of a novel chiral gem-difluorocyclopropane building block has been accomplished using chemo-enzymatic reaction protocol; the prochiral diol of 1,4-bis(2,2-difluoro-3-(hydroxymethyl)cyclopropyl)benzene (5) was converted to the corresponding chiral diacetate by Pseudomonas lipase (lipase SL-25, Meito)-catalyzed transesterification with vinyl acetate as acyl donor with > 99% enantiomeric excess. Various types of diesters or dialkyl ether were prepared from the diol and their helical twisting power (HTP) was evaluated by addition of 1.0 wt% to a non-chiral nematic liquid crystal host; the HTP was significantly dependent on the structure of ester or ether moieties and diester of diol 5 with isopropylfumalic acid showed the largest HTP. (C) 2007 Elsevier B.V. All rights reserved.