2-(2-甲氧基亚苄基)丙二酸 | 22738-82-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: 2-(2-甲氧基亚苄基)丙二酸
• 英文名称: <2-Methoxy-benzyliden>-malonsaeure
• 英文别名: 2-(2-methoxybenzylidene)malonic acid；(2-methoxy-benzylidene)-malonic acid；(2-Methoxy-benzyliden)-malonsaeure；2-Methoxy-benzalmalonsaeure；2-[(2-Methoxyphenyl)methylidene]propanedioic acid
• CAS: 22738-82-5
• 化学式: C₁₁H₁₀O₅
• 分子量: 222.197
• InChiKey: VPOZFQBEEQPARF-UHFFFAOYSA-N

物化性质

• 熔点：
  182-183 °C
• 沸点：
  418.3±35.0 °C(Predicted)
• 密度：
  1.388±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：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-甲氧基亚苄基)丙二酸 在 水 作用下， 反应 12.0h， 生成 香豆素-3-羧酸
  参考文献：
  名称：

  A one-pot synthesis of coumarins from dipotassium O-methoxybenzylidenemalonates

  摘要：

  o-Methoxybenzylidenemalonates 1, which are available from o-methoxybenzaldehydes and diethyl malonate, were hydrolysed to the dipotassium malonates 2. Treatment of the salts 2 with trifluoroacetic acid-trifluoroacetic anhydride gave the title coumarins by a demethylative ring-closure reaction in 60-80% yield.

  DOI：

  10.1039/p19910000219
• 作为产物：
  描述：

  dipotassium 2-methoxybenzylidenemalonate 在 三氟乙酸 作用下， 反应 0.08h， 生成 2-(2-甲氧基亚苄基)丙二酸
  参考文献：
  名称：

  A one-pot synthesis of coumarins from dipotassium O-methoxybenzylidenemalonates

  摘要：

  o-Methoxybenzylidenemalonates 1, which are available from o-methoxybenzaldehydes and diethyl malonate, were hydrolysed to the dipotassium malonates 2. Treatment of the salts 2 with trifluoroacetic acid-trifluoroacetic anhydride gave the title coumarins by a demethylative ring-closure reaction in 60-80% yield.

  DOI：

  10.1039/p19910000219

文献信息

• Stabilized gamma irradiated polyolefins
  申请人：——

  公开号：US20020086924A1

  公开（公告）日：2002-07-04

  Certain essentially phenol antioxidant-free stabilizer systems that comprise either a binary hindered amine/hydroxylamine or nitrone or amine oxide or benzofuranone system or a ternary hindered amine/hydroxylamine or nitrone or amine oxide or benzofuranone/organic phosphite or phosphonite system are especially effective towards protecting polyolefins against the deleterious effects of gamma irradiation. Polyolefin articles such as medical packaging, hospital garments, draperies, woven and non-woven fiber products, surgery utensils, blow-molded I.V. bottles, hypodermic syringes, needle shields, laboratory ware such as trays, funnels, Petri dishes and filters, and hygiene related articles may be sterilized with gamma irradiation and are stabilized according to the present invention.

  某些基本上不含苯酚抗氧化剂的稳定剂体系，包括二元受阻胺/羟胺或硝酮或氧化胺或苯并呋喃酮体系，或三元受阻胺/羟胺或硝酮或氧化胺或苯并呋喃酮/有机亚磷酸酯或亚磷酸酯体系，对保护聚烯烃免受伽马辐照的有害影响特别有效。聚烯烃物品，如医用包装、医院服装、窗帘、编织和非编织纤维制品、手术用具、吹塑输液瓶、皮下注射器、针头防护罩、实验室器皿（如托盘、漏斗、培养皿和过滤器）以及与卫生有关的物品，都可以用伽马辐照灭菌，并根据本发明进行稳定化处理。
• Stuart, Journal of the Chemical Society, 1888, vol. 53, p. 143
  作者：Stuart

  DOI：——

  日期：——
• Arylid-OX and Arylid-BOX derived catalysts: applications in catalytic asymmetric cyclopropanation
  作者：Elisabete Palma Carreiro、Anthony J. Burke、J.P. Prates Ramalho、Ana Isabel Rodrigues

  DOI：10.1016/j.tetasy.2009.04.005

  日期：2009.6

  A novel family of chiral non-racemic monodentate oxazoline ligands known as Arylid-OXs 1a and 1b was prepared in good overall yields. These ligands were screened in bench-mark Cu(I)-catalyzed cyclopropanations and gave ees as high as 58%. Both H-1 NMR and computational studies using 1a indicated that the active catalyst was most likely to be the di-coordinated complex, Cu(I)-1a(2)(MeCN)(2). Two novel ortho-substituted Arylid-BOX ligands 2a and 2b were also synthesized in very good yields. These ligands were tested in the same reaction as for 1a and 1b and, although excellent yields could be obtained with 2b, which is assumed to be due to an electron-donating effect from the ortho-methoxy group, a best ee of only 56% was obtained with 2a. In fact, both the enantioselectivities and diastereoselectivities obtained with these ortho-substituted ligands were in line with those previously obtained with the para-substituted series. (C) 2009 Elsevier Ltd. All rights reserved.
• Stuart, Journal of the Chemical Society, 1908, vol. 93, p. 142
  作者：Stuart

  DOI：——

  日期：——
• METHOD OF CONTENT PROTECTION WITH DURABLE UV ABSORBERS
  申请人：Ciba Specialty Chemicals Holding Inc.

  公开号：EP1252226A2

  公开（公告）日：2002-10-30