o-phenoxy-α-methylbenzyl alcohol | 120211-90-7

• 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: o-phenoxy-α-methylbenzyl alcohol
• 英文别名: 1-(2-phenoxyphenyl)ethanol
• CAS: 120211-90-7
• 化学式: C₁₄H₁₄O₂
• 分子量: 214.264
• InChiKey: ONJFOAUWTFCJFM-UHFFFAOYSA-N

物化性质

• 沸点：
  323.2±25.0 °C(Predicted)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  o-phenoxy-α-methylbenzyl alcohol 以 水 、 乙腈 为溶剂， 生成 6-methyl-6H-dibenzopyran
  参考文献：
  名称：

  邻苯氧基苄醇在水溶液中的光环化。6 H-二苯并[ b，d ]吡喃的简单合成

  摘要：

  据报道，仅在水溶液中观察到一种新的邻苯氧基苄醇的光化学环化反应，以良好的产率产生了6 H-二苯并[ b，d ]吡喃。

  DOI：

  10.1039/c39880001193
• 作为产物：
  描述：

  苯氧苯甲酸 在 硼烷四氢呋喃络合物 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 4.67h， 生成 o-phenoxy-α-methylbenzyl alcohol
  参考文献：
  名称：

  Photochemistry of phenoxybenzyl alcohols in aqueous solution: photosolvolysis vs. photorearrangement to 6H-dibenzo[b,d]pyrans

  摘要：

  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.

  DOI：

  10.1021/jo00016a009

文献信息

• Measurement of electrophilic aromatic reactivities via pyrolysis of 1-arylethyl acetates. Part VI. Further evidence for the direct field effect, and the invalidity of ? 0 + values
  作者：R. Taylor

  DOI：10.1039/j29710001450

  日期：——

  of ortho-substituents in these reactions are different from those required for electrophilic substitutions; the difference is ascribed to the particular effectiveness of the direct field effect operating between the ortho- and the side-chain α-positions, and any attempt to determine σ+ values from these reactions for application to electrophilic substitutions is invalid. The abnormally high activation

  1-芳基乙酸乙酯XC 6 H 4 CHMe·OAc的相对热解速率（每种化合物在50°范围内测量）在600°K下如下：（X =）H，1·00；（X =）H，1·00；（X =）H，1·00；（K ＝ 1）。2相，0·89；3相，0·805；4相，1·32；2-PhO，1·20；4-PhO，2·14；2-MeS，1·02；4-MeS，1·48；2-PhCH 2，1 ·51；m / z 。4-PhCH 2，1 ·51。相对于含对氧和硫的邻位取代基而言，异常低活化被证明是普遍涉及的反应，该反应涉及在侧链α位形成碳离子。结果与发现邻位卤素取代基的结果相似，并表明描述邻位作用所需的规则这些反应中的取代基不同于亲电取代所需的取代基；差异归因于在邻链和侧链α位置之间发生的直接场效应的特殊有效性，并且从这些反应确定σ +值以用于亲电取代的任何尝试都是无效的。邻苄基取代基异常高的活化作用归因于取代基π电子与初始碳离子之间的相互作用。
• [EN] CATALYTIC REDUCTIVE CLEAVAGE OF A beta-Omicron-4 BOND OF ETHERS OR POLYETHERS SUCH AS LIGNIN<br/>[FR] CLIVAGE RÉDUCTEUR CATALYTIQUE D'UNE LIAISON Beta-Omicron-4 D'ÉTHERS DE POLYÉTHERS TELS QUE DE LA LIGNINE
  申请人：KAT2BIZ AB

  公开号：WO2014038989A1

  公开（公告）日：2014-03-13

  The present invention relates to a method of reducing a β-O-4 bond to the corresponding C-H bond in a substrate, by use of a hydrogen donor and a metal catalyst in a solvent. Thereby it is possible to depolymerize a polymer having a repeating β-O-4 bond.

  本发明涉及一种通过在溶剂中使用氢供体和金属催化剂将底物中的β-O-4键还原为相应的C-H键的方法。从而可以将具有重复β-O-4键的聚合物降解为单体。
• Receptor Function Regulation Agent
  申请人：Fukatsu Kohji

  公开号：US20080167378A1

  公开（公告）日：2008-07-10

  An agent for regulating 14273 receptor function, which is useful as a preventing or treating drug for diabetes mellitus, hyperlipidemia or the like, is provided. An agent for regulating 14273 receptor function comprising a compound containing an aromatic ring and a group capable of releasing a cation.

  提供了一种用于调节14273受体功能的药物代理，可用作预防或治疗糖尿病、高脂血症等疾病。该调节14273受体功能的药物代理包含一种含有芳香环和能释放阳离子的基团的化合物。
• Nickel‐Catalyzed Enantioconvergent Carboxylation Enabled by a Chiral 2,2′‐Bipyridine Ligand
  作者：Linghua Wang、Tao Li、Saima Perveen、Shuai Zhang、Xicheng Wang、Yizhao Ouyang、Pengfei Li

  DOI：10.1002/anie.202213943

  日期：2022.12.19

  An enantioselective carboxylation reaction using CO2 has been demonstrated as efficient for the synthesis of chiral carboxylic acids including profen family anti-inflammatory drugs. The reaction takes place under atmospheric pressure and benefits from mild conditions using nickel-catalysis in combination with a chiral 2,2′-bipyridine ligand, namely Me-Sbpy.

  使用 CO 2的对映选择性羧化反应已被证明可有效合成手性羧酸，包括普罗芬家族抗炎药。该反应在大气压力下进行，并受益于使用镍催化结合手性 2,2'-联吡啶配体（即 Me-Sbpy）的温和条件。
• RECEPTOR FUNCTION REGULATING AGENT
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP1688138A1

  公开（公告）日：2006-08-09

  An agent for regulating 14273 receptor function, which is useful as a preventing or treating drug for diabetes mellitus, hyperlipidemia or the like, is provided. An agent for regulating 14273 receptor function comprising a compound containing an aromatic ring and a group capable of releasing a cation.

  本发明提供了一种用于调节 14273 受体功能的制剂，该制剂可用作糖尿病、高脂血症或类似疾病的预防或治疗药物。一种用于调节 14273 受体功能的制剂包括一种含有芳香环和能够释放阳离子的基团的化合物。