2-(2,4,6-trimethylbenzylidene)malonic acid | 683213-98-1

• 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
• 英文名称: 2-(2,4,6-trimethylbenzylidene)malonic acid
• 英文别名: (2,4,6-Trimethylbenzylidene)propanedioic acid；2-[(2,4,6-trimethylphenyl)methylidene]propanedioic acid
• CAS: 683213-98-1
• 化学式: C₁₃H₁₄O₄
• mdl: MFCD12027279
• 分子量: 234.252
• InChiKey: PBMGVIYYNZYRFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙二酸 、 C-mesityl-N-methylnitrone 以 二氯甲烷 为溶剂， 反应 12.0h， 以59%的产率得到2-(2,4,6-trimethylbenzylidene)malonic acid
  参考文献：
  名称：

  Solvent-dependent reactivities of acyclic nitrones with β-diketones: catalyst-free syntheses of endiones and enones

  摘要：

  Reactions of the nitrones -O+N(Me)=C(H)Ar 1 (Ar=phenyl 1a, 4-methylphenyl 1b, 2,4,6-trimethylphenyl 1c, and anthracen-9-yl 1d) with the cyclic beta-diketones 1,3-indandione 2 or barbituric acid 3 in CH2Cl2, afford the corresponding endiones 2'a-2'd or 3'a-3'd. In contrast, dimedone 4 reacts with 1a or 1b to give the endione 4'a or 4'b and the bis-adduct 4 '' a or 4 '' h. Nevertheless, reaction of 4 with 1c or 1d in CH2Cl2 furnishes only the endione adducts 4'c or 4'd. However, the reaction of 4 with 1a or 1b in methanol gives only 4 '' a or 4 '' b, respectively. Among acyclic beta-diketones only malonic acid 7 reacts with 1a-1c. Reaction of 7 with 1a in CH2Cl2 forms cinnamic acid 7 '' a, whereas in the case of 1b, the endione 7'b and (E)-3-p-tolylacrylic acid 7 '' b are obtained. The nitrone 1c reacts with 7 in CH2Cl2 to afford the endione 7'c or with acetone yielding (E)-4-mesitylbut-3-en-2-one 8. X-ray analyses are reported for 4'c, 5, and 7 '' b. In addition, the calculated acidity of the hydrogen at the alpha-C atom is shown to correlate with the reactivity of the beta-diketones with nitrones. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.086

文献信息

• Ultraviolet light absorbers
  申请人：——

  公开号：US20040192684A1

  公开（公告）日：2004-09-30

  The present invention relates to novel ultraviolet light absorbers of the benzoxazinone, oxanilide, benzylidene malonate, quinazoline and benzotriazole classes. The invention also relates to polymer and photographic compositions stabilized against the deleterious effects of light induced degradation which comprise the novel ultraviolet light absorbers.

  本发明涉及苯并噁唑酮、氧苯酰亚胺、苯甲酸双酯、喹唑啉和苯并三唑类的新型紫外线吸收剂。该发明还涉及聚合物和摄影组合物，其稳定光诱导降解的不良影响，其中包括新型紫外线吸收剂。
• ULTRAVIOLET LIGHT ABSORBERS
  申请人：Ciba Specialty Chemicals Holding Inc.

  公开号：EP1430038A1

  公开（公告）日：2004-06-23
• US7173128B2
  申请人：——

  公开号：US7173128B2

  公开（公告）日：2007-02-06
• US7244776B2
  申请人：——

  公开号：US7244776B2

  公开（公告）日：2007-07-17
• [EN] ULTRAVIOLET LIGHT ABSORBERS<br/>[FR] ABSORBEURS DE LUMIERE ULTRAVIOLETTE
  申请人：CIBA SC HOLDING AG

  公开号：WO2003016292A1

  公开（公告）日：2003-02-27

  The present invention relates to novel ultraviolet light absorbers of the benzoxazinone, oxanilide, benzylidene malonate, quinazoline and benzotriazole classes. The invention also relates to polymer and photographic compositions stabilized against the deleterious effects of light induced degradation which comprise the novel ultraviolet light absorbers.