2,5-diacetoxyacetophenone | 31405-72-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-diacetoxyacetophenone
• 英文别名: 2,5-Diacetoxy-acetophenon；2,5-Dihydroxyacetophenone, diacetate；(3-acetyl-4-acetyloxyphenyl) acetate
• CAS: 31405-72-8
• 化学式: C₁₂H₁₂O₅
• 分子量: 236.224
• InChiKey: WVFRSEBQKWXPNT-UHFFFAOYSA-N

物化性质

• 沸点：
  371.3±37.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)
• 保留指数：
  1729.2

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,5-diacetoxyacetophenone 在 N,N-dimethyl-2,2-dibromo-3-nitrilopropionamide 作用下， 以 乙酸乙酯 为溶剂， 生成 2-bromo-1-(2,5-diacetoxy-phenyl)-ethanone
  参考文献：
  名称：

  Vyas,S.G.; Kulkarni,A.B., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1979, vol. 17, p. 305 - 306

  摘要：

  DOI：
• 作为产物：
  描述：

  2a,7b-二甲基-2a,7b-二氢[1,2]二噁丁并[3,4-b][1]苯并呋喃-6-基乙酸酯 以 氯仿 为溶剂， 生成 2,5-diacetoxyacetophenone
  参考文献：
  名称：

  Adam, Waldemar; Schulz, Manfred H., Chemische Berichte, 1992, vol. 125, # 11, p. 2455 - 2462

  摘要：

  DOI：

文献信息

• NOVEL USE OF SUBSTITUTED CHROMAN-6-OLS
  申请人：DSM IP ASSETS B.V.

  公开号：US20210030022A1

  公开（公告）日：2021-02-04

  The present invention is directed towards the use of substituted chroman-6-ols of formula (I) wherein R 1 and R 2 are independently from each other H or C 1-11 -alkyl or (CH 2 ) n —OH with n being an integer from 1 to 4, or R 1 and R 2 represent together a keto group, 10 A is CHR 3 or C(═O), and wherein R 3 , R 4 and R 6 are independently from each other H or C 1-4 -alkyl, and wherein R 5 is H or OH or C 1-4 -alkyl or C 1-4 -alkoxy, as antioxidants, especially in feed such as pet food and feed ingredients such as fish meal, insect meal and poultry meal, as well as PUFA-containing oil such as marine oil, microbial oil, fungal oil, algal oil and PUFA-containing plant oil. The present invention is further directed towards feed ingredients and feed for insects, aquatic and terrestrial animals comprising such substituted chroman-6-ols of formula (I).

  本发明涉及使用式(I)的取代基氧杂环己烯-6-醇，其中R1和R2分别独立地为H或C1-11-烷基或(CH2)n—OH，其中n为1至4的整数，或者R1和R2共同表示酮基，A为CHR3或C(═O)，其中R3、R4和R6分别独立地为H或C1-4-烷基，R5为H或OH或C1-4-烷基或C1-4-烷氧基，作为抗氧化剂，特别是在饲料中，如宠物食品和饲料成分，如鱼粉、昆虫粉和禽畜粉，以及富含PUFA的油，如海洋油、微生物油、真菌油、藻类油和富含PUFA的植物油。本发明还涉及含有式(I)的这种取代基氧杂环己烯-6-醇的饲料成分和用于昆虫、水生和陆生动物的饲料。
• Regioselective deacylation of polyacetoxy aryl-methyl ketones by lipases in organic solvents
  作者：Vs Parmar、Ak Prasad、Nk Sharma、Sk Singh、Hn Pati、Suman Gupta

  DOI：10.1016/s0040-4020(01)88239-9

  日期：1992.1

  Lipases from porcine pancreas and Candida cylindraea, suspended in organic solvents have been used to study regioselective deacylation of polyacetoxy acetophenones. It has been observed that the hydrolysis of acetate groups at positions other than ortho predominates.

  悬浮在有机溶剂中的猪胰腺和假丝酵母念珠菌的脂肪酶已用于研究聚乙酰氧基苯乙酮的区域选择性脱酰作用。已经观察到乙酸酯基团在邻位以外的位置上的水解是主要的。
• Synthesis, anticancer and antioxidant activities of 2,4,5-trimethoxy chalcones and analogues from asaronaldehyde: Structure–activity relationship
  作者：Suvarna Shenvi、Krishna Kumar、Kaushik S. Hatti、K. Rijesh、Latha Diwakar、G. Chandrasekara Reddy

  DOI：10.1016/j.ejmech.2013.01.018

  日期：2013.4

  2,4,5-Trimethoxy chalcones and analogues were synthesized from asaronaldehyde derived from beta-asarone. These novel compounds when tested against three human tumour cell lines (MCF-7, SW-982 and HeLa) using MTT assay, revealed that chalcones possessing electron donor groups in para position to carbonyl moiety of phenyl ring A, showed better inhibitory activity (2, 3, 4, 6, 7, 10, 17). When evaluated for antioxidant activities, compound 15 exhibited better free radical scavenging property in DPPH assay while compounds 2, 3, 5, 7, 9, 10, 11, 16, and 18 showed significant NO scavenging activity. All compounds exhibited very good phenyl hydrazine induced haemolysis of erythrocytes in phenylhydrazine assay. Structure activity relationship (SAR) study using in-silico analysis matched well with in-vitro tumour cell inhibitory activity. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Wittig, Justus Liebigs Annalen der Chemie, 1926, vol. 446, p. 179
  作者：Wittig

  DOI：——

  日期：——
• Pandit; Sethna, Journal of the Indian Chemical Society, 1950, vol. 27, p. 1,3
  作者：Pandit、Sethna

  DOI：——

  日期：——