邻苯氧基苄基乙酸酯 | 39717-00-5

• 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: 邻苯氧基苄基乙酸酯
• 英文名称: o-phenoxybenzyl acetate
• 英文别名: 2-Phenoxybenzyl acetate；(2-phenoxyphenyl)methyl acetate
• CAS: 39717-00-5
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: OATAUOLXKLPSKK-UHFFFAOYSA-N

物化性质

• 沸点：
  160 °C(Press: 15 Torr)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  邻苯氧基苄基乙酸酯 以 水 、 乙腈 为溶剂， 以50%的产率得到邻苯氧基苯甲醇
  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
• 作为产物：
  描述：

  苯氧苯甲酸 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 邻苯氧基苄基乙酸酯
  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

• PHOTOSENSITIVE COMPOSITIONS CONTAINING COMB POLYMER BINDERS
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0573609A1

  公开（公告）日：1993-12-15
• PLIABLE, AQUEOUS PROCESSABLE, PHOTOIMAGEABLE PERMANENT COATINGS FOR PRINTED CIRCUITS
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0628180A1

  公开（公告）日：1994-12-14
• US4199596A
  申请人：——

  公开号：US4199596A

  公开（公告）日：1980-04-22
• US4218469A
  申请人：——

  公开号：US4218469A

  公开（公告）日：1980-08-19
• US4261920A
  申请人：——

  公开号：US4261920A

  公开（公告）日：1981-04-14