2’-vinyl-[1,1’-biphenyl]-2-ol | 75703-41-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2’-vinyl-[1,1’-biphenyl]-2-ol
• 英文别名: 2-(2-vinylphenyl)phenol；2-(2-Ethenylphenyl)phenol
• CAS: 75703-41-2
• 化学式: C₁₄H₁₂O
• 分子量: 196.249
• InChiKey: KMYYBRUBSUDGMY-UHFFFAOYSA-N

物化性质

• 沸点：
  339.9±21.0 °C(Predicted)
• 密度：
  1.095±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2’-vinyl-[1,1’-biphenyl]-2-ol 在 titanium(IV) isopropylate 、 (-)-(S)-2'-methoxy-1,1'-binaphthyl-2-carboxylic acid 作用下， 以 水 、 甲苯 为溶剂， 反应 0.33h， 以34%的产率得到
  参考文献：
  名称：

  轴向手性1,1'-联萘-2-羧酸（BINA-Cox）作为钛催化的不对称加氢烷氧基化的配体

  摘要：

  通过混合异丙醇钛，水和1,1'-联芳基-2-羧酸，在高温（240°C）下将酚羟基不对称加成到未活化烯烃中的催化剂就形成了。这项工作系统地开发了可变装饰的对映体纯的1,1'-联芳基-2'-羧酸的可扩展合成方法，然后将其作为分子内不对称催化加氢烷氧基化反应中的导向配体进行测试。

  DOI：

  10.1002/ejoc.201901895
• 作为产物：
  描述：

  苯并[c]苯并吡喃-6-酮 、 甲基三苯基碘化膦 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以81%的产率得到2’-vinyl-[1,1’-biphenyl]-2-ol
  参考文献：
  名称：

  双环[2.2.2]辛烷合成中的桥选择性分子内Diels-Alder反应

  摘要：

  研究了2-乙酸烯基苯酚与四乙酸铅在乙酸中的氧化反应生成的6-乙酰氧基-6-烯基环己-2,4-二烯-1-酮的分子内Diels-Alder（IMDA）反应的区域选择性。在具有可以与芳族基团缀合的亲二烯体部分的6-乙酰氧基-6-烯基环己基2，4-二烯-1-酮的IMDA反应中观察到桥接的区域选择性。通过本IMDA反应构建了桥联的七元和八元环和双环[2.2.2]辛烷骨架。密度泛函理论（DFT）计算表明，亲双烯体与相邻芳香族基团的结合降低了最高占据分子轨道-最低未占据分子轨道（HOMO-LUMO）的能隙，并且之前存在桥接[4 + 2]加合物。 图形抽象全尺寸图像

  DOI：

  10.1248/cpb.c20-00590

文献信息

• MULTI-COMPONENT ETHYLENE COPOLYMERS, PROCESS FOR THEIR PREPARATION, AND VULCANIZATE THEREOF
  申请人：SHOWA DENKO KABUSHIKI KAISHA

  公开号：EP0181408A1

  公开（公告）日：1986-05-21

  Multi-component ethylene copolymers comprising: (a) 50 to 94.8 mol % of -CH2-CH2-; (b) 5 to 45 mol % of a compound of formula (1), (wherein R, represents H or methyl and X represents formula (II) or formula (111), wherein R2 and R3 each represents an alkyl group containing 1 to 10 carbon atoms); and (c) 0.2 to 5 mol % of a monomer containing an ethylenic double bond capable of undergoing radical polymerization and at least one carbon-carbon double bond other than an aromatic double bond, can be easily vulcanized, and the resulting vulcanizates are rubbers having excellent oil and heat resistances. The multi-component ethylene copolymers can be obtained by copolymerizing a monomer having unit (a), a monomer having unit (b), and a monomer (c') having an ethylenic double bond capable of undergoing radical polymerization and an acid anhydride group, a carboxyl group and/or an epoxy group, and modifying the obtained copolymer with a low-molecular modifier selected from among unsaturated amines and unsaturated alcohols having at least one carbon-carbon double bond other than an aromatic double bond. When a radical-polymerizable monomer having an epoxy group is used, an unsaturated carboxylic acid having at least one carbon-carbon double bond other than an aromatic double bond may be used as the low-molecular modifier.

  多组分乙烯共聚物包括：(a)50 至 94.8 摩尔％的-CH2-CH2-；(b)5 至 45 摩尔％的式(1)化合物，(其中 R 代表 H 或甲基，X 代表式(II)或式(111)，其中 R2 和 R3 各代表含有 1 至 10 个碳原子的烷基)；以及(c)0.2至5摩尔％的单体，该单体含有能够发生自由基聚合的乙烯双键和至少一个除芳香族双键以外的碳碳双键，可以很容易地进行硫化，所得到的硫化胶是具有优异耐油性和耐热性的橡胶。将具有单元（a）的单体、具有单元（b）的单体和具有可进行自由基聚合的乙烯双键的单体（c'）与酸酐基团、羧基和/或环氧基团共聚，然后用选自不饱和胺和不饱和醇中的低分子改性剂对所得到的共聚物进行改性，该低分子改性剂至少具有一个碳碳双键（芳香族双键除外），从而得到多组分乙烯共聚物。当使用具有环氧基团的可自由基聚合单体时，可使用除芳香族双键外至少具有一个碳碳双键的不饱和羧酸作为低分子改性剂。
• Mechanism of photoisomerization of xanthene to 6H-dibenzo[b,d]pyran in aqueous solution
  作者：C. G. Huang、Deepak Shukla、Peter Wan

  DOI：10.1021/jo00018a044

  日期：1991.8

  A new photoreaction, the photoisomerization of xanthene (1) to 6H-dibenzo[b,d]pyran (2) (almost-equal-to 70%) (PHI = 0.0035 in 7:3 H2O-CH3CN) in aqueous CH3CN solution is reported. In addition to 2, 2-benzylphenol (3) (PHI almost-equal-to 0.001), 9,9'-bixanthyl (4) (PHI < 0.001), and 2-(2'-hydroxyphenyl)benzyl alcohol (5) (PHI < 0.001) are also observed as minor products. 9-Methylxanthene (9) also photoisomerizes to the corresponding pyran derivative 10, although in this case much lower yields are observed due to secondary photochemistry of 10. The photoisomerization of 1 is most efficient in aqueous solution: PHI increased with increasing water content in a H2O-CH3CN solvent mixture. A mechanism of photoisomerization is proposed that involves initial Ar-O bond homolysis from S1, to generate a singlet biradical. Trivial recombination gives back unreacted 1. Hydrogen abstraction from solvent leads to the photoreduction product 3. However, recombination of the biradical at the ipso benzylic position (ortho to phenol) gives a cyclohexadienone intermediate 17. Subsequent transformation of this species to 2 occurs via an o-quinone methide intermediate 18, which itself can be trapped with MeOH or H2O, to give the corresponding methyl ether derivative 8 or alcohol 5.
• Photochemistry of phenoxybenzyl alcohols in aqueous solution: photosolvolysis vs. photorearrangement to 6H-dibenzo[b,d]pyrans
  作者：C. G. Huang、Peter Wan

  DOI：10.1021/jo00016a009

  日期：1991.8

  The photochemistry of three phenoxybenzyl alcohols (1-3) has been studied in MeOH, CH3CN, and in aqueous solution. It was found that both of the ortho-substituted phenoxybenzyl alcohols 1 and 2 gave the corresponding 6H-dibenzo[b,d]pyrans 6 and 10, via a mechanism believed to involve initial aryl C-O bond homolysis followed by rearrangement to give a 2-(2'-hydroxyphenyl)benzyl alcohol (biphenyl) derivative, which subsequently undergoes a photocyclization reaction to the corresponding 6H-dibenzo[b,d]pyran. The quantum yield for formation of 6 (from 1) was 0.0073 in neutral 6:4 H2O-CH3CN. Lower quantum yields for formation of 6 were observed on photolysis in pure organic solvents (PHI = 0.0015 in 100% CH3CN). The meta-substituted isomer 3 did not give any reaction via a similar photocyclization process: its photochemistry involves initial aryl C-O bond homolysis followed by simple radical recoupling to give isomeric hydroxybiphenyls, as well as products derived from radical escape. In aqueous sulfuric acid solution (pH < 2), a competing acid-catalyzed photosolvolysis reaction was observed for all of these compounds (i.e., C-OH bond heterolysis with assistance of hydronium ion); it was the only observed reaction in moderately concentrated sulfuric acid solution.
• US5093429A
  申请人：——

  公开号：US5093429A

  公开（公告）日：1992-03-03
• US5252675A
  申请人：——

  公开号：US5252675A

  公开（公告）日：1993-10-12