5,7-di-tert-butyl-3-(3,5-dimethyl-4-hydroxyphenyl)-3H-benzofuran-2-one | 155810-87-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: 5,7-di-tert-butyl-3-(3,5-dimethyl-4-hydroxyphenyl)-3H-benzofuran-2-one
• 英文别名: 5,7-di-tert-butyl-3-(4-hydroxy-3,5-dimethylphenyl)benzofuran-2(3H)-one；3-(3,5-dimethyl-4-hydroxyphenyl)-5,7-di-tert-butylbenzofuran-2-one；3-(3,5-dimethyl-4-hydroxyphenyl)-3H-5,7-di-t-butylbenzofuranone；3-(3,5-Dimethyl-4-hydroxyphenyl)-5,7-ditert-butylbenzofuran-2-one；5,7-ditert-butyl-3-(4-hydroxy-3,5-dimethylphenyl)-3H-1-benzofuran-2-one
• CAS: 155810-87-0
• 化学式: C₂₄H₃₀O₃
• 分子量: 366.5
• InChiKey: JAJNCYNAFJZBCW-UHFFFAOYSA-N

物化性质

• 沸点：
  430.1±45.0 °C(Predicted)
• 密度：
  1.095±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,7-di-tert-butyl-3-(3,5-dimethyl-4-hydroxyphenyl)-3H-benzofuran-2-one 在 potassium hexacyanoferrate(III) 、 sodium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 生成 quinomethide
  参考文献：
  名称：

  BENZOFURAN-2-ONES AS COLORANTS FOR ORGANIC MATERIALS

  摘要：

  公开号：

  EP1159276B1
• 作为产物：
  描述：

  2,4-二叔丁基苯酚 在 甲烷磺酸 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 生成 5,7-di-tert-butyl-3-(3,5-dimethyl-4-hydroxyphenyl)-3H-benzofuran-2-one
  参考文献：
  名称：

  CN116396250

  摘要：

  公开号：

文献信息

• Process for the preparation of 3-arylbenzofuranones
  申请人：Ciba-Geigy Corporation

  公开号：US05607624A1

  公开（公告）日：1997-03-04

  A process for the preparation of compounds of formula I ##STR1## wherein the general symbols are as defined in claim 1, which comprises reacting a compound of formula III ##STR2## wherein the general symbols are as defined in claim 1, with a compound of formula IV [H].sub.n --R.sub.1 (IV).

  一种制备式I化合物的方法，其中一般符号如权利要求书1所定义，包括将式III化合物与式IV[H]n--R1(IV)化合物反应。
• Sequential Continuous‐Flow Synthesis of 3‐Aryl Benzofuranones
  作者：Hai‐Long Xin、Xiaofeng Rao、Haruro Ishitani、Shū Kobayashi

  DOI：10.1002/asia.202100461

  日期：2021.7.19

  A sequential continuous-flow system to produce 3-aryl benzofuranones was developed. Starting from 2,4-di-tert-butylphenol and glyoxylic acid monohydrate, both the initial cyclocondensation and the subsequent Friedel−Crafts alkylation were catalyzed by the same heterogeneous catalyst, Amberlyst-15H. The catalyst has a promising life-time for these two steps, and it was able to be recovered and reused

  开发了生产 3-芳基苯并呋喃酮的连续连续流动系统。从 2,4-二叔丁基苯酚和乙醛酸一水合物开始，初始环缩合和随后的 Friedel-Crafts 烷基化均由相同的多相催化剂 Amberlyst-15H 催化。该催化剂在这两个步骤中具有良好的使用寿命，并且能够回收并重复使用多次而不失活。通过使用建立的流动系统，5,7-二叔丁基-3-(3,4-二甲基苯基)-3H-苯并呋喃-2-酮 (Irganox HP-136)，一种商业抗氧化剂，在88% 的两步收率。与各种芳香族化合物的反应在流动条件下进行得很好，以高产率得到具有良好官能团兼容性的 3-芳基苯并呋喃酮衍生物。
• 3-PHENYL-BENZOFURAN-2-ONE DERIVATIVES CONTAINING PHOSPHORUS AS STABILIZERS
  申请人：BASF SE

  公开号：US20170066905A1

  公开（公告）日：2017-03-09

  The invention relates to a composition comprising an organic material susceptible to oxidative, thermal or light-induced degradation and a compound of formula 1-P, 1-O or I-M. Further embodiments are a compound of formula 1-P, 1-O or 1-M, a process for protection of the organic material by the compound, the use of the compound for stabilizing the organic material, an additive composition comprising the compound, a process for manufacturing the compound and intermediates involved therein.

  本发明涉及一种组合物，其包括易于氧化、热降解或光降解的有机物和公式1-P、1-O或I-M的化合物。另外的实施例是公式1-P、1-O或1-M的化合物，用该化合物保护有机物的过程，使用该化合物稳定有机物，包括该化合物的添加剂组合物，制造该化合物的过程以及其中涉及的中间体。
• 3-(acyloxyphenyl)benzofuran-2-one stabilisers
  申请人：Ciba-Geigy Corporation

  公开号：US05488117A1

  公开（公告）日：1996-01-30

  Compounds of the formula (1) ##STR1## in which R.sub.2, R.sub.3, R.sub.4 and R.sub.5 independently of one another, are hydrogen, C.sub.1 -C.sub.25 alkyl, C.sub.7 -C.sub.9 phenylalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl; C.sub.1 -C.sub.18 alkoxy, hydroxyl, C.sub.1 -C.sub.25 alkanoyloxy, C.sub.3 -C.sub.25 alkenoyloxy, C.sub.3 -C.sub.25 alkanoyloxy which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.6 -C.sub.9 cycloalkylcarbonyloxy, benzoyloxy or C.sub.1 -C.sub.12 alkyl-substituted benzoyloxy, where R.sub.16 is hydrogen or C.sub.1 -C.sub.8 alkyl, or, furthermore, the radicals R.sub.2 and R.sub.3 or the radicals R.sub.4 and R.sub.5 together with the carbon atoms to which they are bound form a phenyl ring, R.sub.4 is additionally --(CH.sub.2).sub.n --COR.sub.11, in which n is 0, 1 or 2, R.sub.11 is hydroxyl, ##STR2## R.sub.14 and R.sub.15, independently of one another, are hydrogen or C.sub.1 -C.sub.18 alkyl, M is an r-valent metal cation and r is 1, 2 or 3, R.sub.7, R.sub.8, R.sub.9 and R.sub.10, independently of one another, are hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, with the proviso that at least one of the radicals R.sub.7, R.sub.8, R.sub.9 and R.sub.10 is hydrogen and, in the case where R.sub.3, R.sub.5, R.sub.6, R.sub.7 and R.sub.10 are hydrogen, R.sub.4 is additionally a radical of the formula (2) ##STR3## in which R.sub.2, R.sub.8 and R.sub.9 are as defined above and R.sub.1 is as defined below for m=1, and R.sub.12 and R.sub.13, independently of one another, are hydrogen, C.sub.1 -C.sub.12 alkyl or phenyl, m is 1 or 2, and, in the case where m is 1, R.sub.1 is hydrogen, C.sub.1 -C.sub.25 alkanoyl, C.sub.3 -C.sub.25 alkenoyl, C.sub.3 -C.sub.25 alkanoyl which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.6 -C.sub.9 cycloalkylcarbonyl, benzoyl or C.sub.1 -C.sub.12 alkyl-substituted benzoyl, R.sub.16 is as defined above and R.sub.6 is hydrogen or a radical of the formula (3) ##STR4## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.7, R.sub.8, R.sub.9 and R.sub.10 are as defined above, and, in the case where m is 2, R.sub.1 is ##STR5## in which R.sub.17 is a direct bond, C.sub.1 -C.sub.18 alkylene, C.sub.2 -C.sub.18 alkylene which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.2 -C.sub.18 alkenylene, C.sub.2 -C.sub.20 alkylidene, C.sub.7 -C.sub.20 phenylalkylidene, C.sub.5 -C.sub.8 cycloalkylene, C.sub.7 -C.sub.8 bicycloalkylene or phenylene, R.sub.16 is as defined above and R.sub.6 is hydrogen, are described as stabilizers for organic materials against oxidative, thermal or light-induced degradation.

  公式（1）的化合物 ##STR1## 其中R.sub.2，R.sub.3，R.sub.4和R.sub.5独立地为氢，C.sub.1-C.sub.25烷基，C.sub.7-C.sub.9苯基烷基，未取代或C.sub.1-C.sub.4烷基取代的苯基，未取代或C.sub.1-C.sub.4烷基取代的C.sub.5-C.sub.8环烷基；C.sub.1-C.sub.18烷氧基，羟基，C.sub.1-C.sub.25脂肪酰氧基，C.sub.3-C.sub.25烯酰氧基，被氧，硫或>N--R.sub.16打断的C.sub.3-C.sub.25脂肪酰氧基；C.sub.6-C.sub.9环烷基羰氧基，苯甲酰氧基或C.sub.1-C.sub.12烷基取代的苯甲酰氧基，其中R.sub.16为氢或C.sub.1-C.sub.8烷基，或者，进一步，基团R.sub.2和R.sub.3或基团R.sub.4和R.sub.5与它们结合的碳原子一起形成苯环，R.sub.4另外为--(CH.sub.2).sub.n --COR.sub.11，其中n为0，1或2，R.sub.11为羟基，##STR2##R.sub.14和R.sub.15独立地为氢或C.sub.1-C.sub.18烷基，M为r价金属阳离子，r为1，2或3，R.sub.7，R.sub.8，R.sub.9和R.sub.10独立地为氢，C.sub.1-C.sub.4烷基或C.sub.1-C.sub.4烷氧基，但至少有一个基团R.sub.7，R.sub.8，R.sub.9和R.sub.10为氢，而且，在R.sub.3，R.sub.5，R.sub.6，R.sub.7和R.sub.10为氢的情况下，R.sub.4另外为公式（2）的基团 ##STR3## 其中R.sub.2，R.sub.8和R.sub.9如上所定义，R.sub.1如下所定义，对于m=1，R.sub.12和R.sub.13独立地为氢，C.sub.1-C.sub.12烷基或苯基，m为1或2，在m为1的情况下，R.sub.1为氢，C.sub.1-C.sub.25脂肪酰基，C.sub.3-C.sub.25烯酰基，被氧，硫或>N--R.sub.16打断的C.sub.3-C.sub.25脂肪酰基；C.sub.6-C.sub.9环烷基羰基，苯基或C.sub.1-C.sub.12烷基取代的苯基，R.sub.16如上所定义，R.sub.6为氢或公式（3）的基团 ##STR4## 其中R.sub.1，R.sub.2，R.sub.3，R.sub.4，R.sub.5，R.sub.7，R.sub.8，R.sub.9和R.sub.10如上所定义，在m为2的情况下，R.sub.1为##STR5## 其中R.sub.17为直接键，C.sub.1-C.sub.18亚烷基，被氧，硫或>N--R.sub.16打断的C.sub.2-C.sub.18亚烷基；C.sub.2-C.sub.18烯基，C.sub.2-C.sub.20烷基亚甲基，C.sub.7-C.sub.20苯基烷基亚甲基，C.sub.5-C.sub.8环烷基，C.sub.7-C.sub.8双环烷基或苯基，R.sub.16如上所定义，R.sub.6为氢，被描述为有机材料的稳定剂，用于防止氧化，热或光诱导降解。
• [EN] 3-PHENYL-BENZOFURAN-2-ONE DIPHOSPHATE DERIVATIVES AS STABILIZERS<br/>[FR] DÉRIVÉS DE 3-PHÉNYL-BENZOFURAN-2-ONE DIPHOSPHATE UTILISÉS COMME STABILISANTS
  申请人：BASF SE

  公开号：WO2019243267A1

  公开（公告）日：2019-12-26

  The invention relates to a composition comprising an organic material susceptible to oxidative, thermal or light-induced degradation and a compound of formula I-P, I-O or I-M. Further embodiments are a compound of formula I-P, I-O or I-M, a process for protection of the organic material by the compound, the use of the compound against degradation of the organic material, an additive composition comprising the compound, processes for manufacturing the compound and an intermediate involved therein.

  本发明涉及一种组合物，包括易于氧化、热降解或光降解的有机材料和公式I-P、I-O或I-M的化合物。进一步的实施方式包括公式I-P、I-O或I-M的化合物，通过该化合物保护有机材料的过程，使用该化合物对抗有机材料的降解，包括该化合物的添加剂组成，制造该化合物的过程以及其中所涉及的中间体。