2-(2’-硝基苯偶氮)-4,6-二叔丁基酚 | 52184-14-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 中文名称: 2-(2’-硝基苯偶氮)-4,6-二叔丁基酚
• 中文别名: 2-(2'-硝基苯偶氮)-4,6-二叔丁基酚；2-(2"-硝基苯偶氮)-4,6-二叔丁基酚
• 英文名称: 2,4-bis(1,1-dimethylethyl)-6-[(2-nitrophenyl)diazenyl]phenol
• 英文别名: 2,4-bis(1,1-dimethylethyl)-6-(2-nitrophenylazo)phenol；2,4-di-t-butylphenol-6(2'-nitrophenylazo)phenol；2,4-di-t-butyl-6-(2'-nitrophenylazo)phenol；2,4-bis(tert-butyl)-6-[(2-nitrophenyl)azo]phenol；2,4-ditert-butyl-6-[(2-nitrophenyl)diazenyl]phenol
• CAS: 52184-14-2
• 化学式: C₂₀H₂₅N₃O₃
• 分子量: 355.437
• InChiKey: BBUYLEHVHUQHME-UHFFFAOYSA-N

物化性质

• 熔点：
  143-146 °C
• 沸点：
  482.8±45.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  90.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2927000090

反应信息

• 作为反应物：
  描述：

  2-(2’-硝基苯偶氮)-4,6-二叔丁基酚 在 钯 作用下， 以 Isopropanol triethylamine 为溶剂， 45.0 ℃ 、13.51 MPa 条件下， 反应 3.0h， 以the above noted product was obtained in a yield of 77%的产率得到紫外线吸收剂UV-320
  参考文献：
  名称：

  Process for the production of 2-aryl-2H-benzotriazoles

  摘要：

  一种制备2-芳基-2H-苯并三唑的方法，包括在有机溶剂混合物中，在pH大于10的有机胺存在下，在温度约20℃至约100℃和压力约15 psia（1大气压）至约1000 psia（66大气压）的范围内，使用贵金属氢化催化剂（优选钯），将相应的o-硝基偶氮苯还原和环化。该方法能够获得高产率的纯品，同时减少不必要的副产物和减少废水污染问题。

  公开号：

  US04230867A1
• 作为产物：
  描述：

  2,4-二叔丁基苯酚 、 2-硝基苯胺 在 盐酸 、 sodium dodecyl-sulfate 作用下， 生成 2-(2’-硝基苯偶氮)-4,6-二叔丁基酚
  参考文献：
  名称：

  Rosevear, Judi; Wilshire, John F. K., Australian Journal of Chemistry, 1982, vol. 35, # 10, p. 2089 - 2093

  摘要：

  DOI：

文献信息

• Method of preparing 2-phenyl benzotriazoles
  申请人：Chemipro Kasei Kaisha, Ltd.

  公开号：US05187289A1

  公开（公告）日：1993-02-16

  A method of preparing 2-phenylbenzotriazoles expressed by Formula I: ##STR1## (wherein R.sub.1 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms, a lower alkoxyl group having 1 to 4 carbon atoms, a carboxyl group or a sulfonic acid group; R.sub.2 denotes a hydrogen or chlorine atom, a lower alkyl group having 1 to 4 carbon atoms or a lower alkoxyl group having 1 to 4 carbon atoms; R.sub.3 denotes a hydrogen or chlorine atom, an alkyl group having 1 to 12 carbon atoms, a lower alkoxyl group having 1 to 4 carbon atoms, a phenyl group, a phenyl group substituted by an alkyl group having 1 to 8 carbon atoms, a phenoxy group or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms; R.sub.4 denotes a hydrogen or chlorine atom, a hydroxyl group or an alkoxyl group having 1 to 4 carbon atoms; and R.sub.5 denotes a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenylalkyl group with an alkyl part having 1 to 4 carbon atoms) comprises reduction with hydrogen of o-nitroazobenzene derivatives expressed by Formula II: ##STR2## (wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 each denote the same as in Formula I), the reduction being effected in a solvent containing water.

  制备式I所表达的2-苯基苯并三唑的方法包括在含水溶剂中还原式II所表达的o-硝基偶氮苯衍生物（其中R1、R2、R3、R4和R5与式I中定义的相同，R1表示氢原子或氯原子，具有1至4个碳原子的较低烷基基团，具有1至4个碳原子的较低烷氧基团，羧基或磺酸基；R2表示氢原子或氯原子，具有1至4个碳原子的较低烷基基团或具有1至4个碳原子的较低烷氧基团；R3表示氢原子或氯原子，具有1至12个碳原子的烷基基团，具有1至4个碳原子的较低烷氧基团，苯基，被具有1至8个碳原子的烷基基团取代的苯基，苯氧基或具有1至4个碳原子的烷基部分的苯基烷基基团；R4表示氢原子或氯原子，羟基或具有1至4个碳原子的烷氧基团；R5表示氢原子，具有1至12个碳原子的烷基基团或具有1至4个碳原子的烷基部分的苯基烷基基团）。
• Method for preparing 2-phenylbenzotriazoles
  申请人：Chemipro Kasei Kaisha, Ltd.

  公开号：US04943637A1

  公开（公告）日：1990-07-24

  This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, ##STR1## (wherein R.sub.1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxy group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R.sub.2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxy group having a carbon number of 1 to 4; R.sub.3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R.sub.4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxy group having a carbon number of 1 to 4; and R.sub.5 represents hydrogen atom, an alkyl group having a carbon number of 1 to 12, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4), which comprises reducing an o-nitroazobenzene of formula III, ##STR2## (wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as defined above) with at least one selected from the group consisting of primary and secondary alcohol reducing agents in the presence of an aromatic ketone catalyst and base. This invention further relates to a method for preparing a 2-phenylbenzotriazole of formula I as defined above, which comprises reducing 1 mole 2-phenylbenzotriazole-N-oxide of formula II, ##STR3## (wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as defined above) with 0.4 to 0.7 mole primary alcohol and/or 0.8 to 1.4 mole secondary alcohol in the presence of an aromatic ketone catalyst and base. This invention still further relates to a method for preparing a 2-phenylbenzotriazole-N-oxide of formula II as defined above, which comprises reducing 1 mole o-nitroazobenzene of formula III as defined above with 0.4 to 0.7 mole primary alcohol and/or 0.8 to 1.4 mole secondary alcohol in the presence of an aromatic ketone catalyst and base.

  本发明涉及一种制备式I的2-苯基苯并三唑的方法，其中：R1代表氢原子或氯原子，具有1至4个碳原子的低级烷基基团、具有1至4个碳原子的低级烷氧基团、羧基团或磺酸基团；R2代表氢原子或氯原子，具有1至4个碳原子的低级烷基基团或具有1至4个碳原子的低级烷氧基团；R3代表氢原子或氯原子、具有1至12个碳原子的烷基基团、具有1至4个碳原子的低级烷氧基团、苯基、被具有1至8个碳原子的烷基基团取代的苯基、苯氧基或苯基烷基，其中烷基部分具有1至4个碳原子；R4代表氢原子或氯原子、羟基或具有1至4个碳原子的低级烷氧基团；R5代表氢原子、具有1至12个碳原子的烷基基团或苯基烷基，其中烷基部分具有1至4个碳原子。该方法包括在芳香酮催化剂和碱的存在下，使用一种或多种选择自原醇还原剂和二级醇还原剂的还原剂，还原式III的o-硝基偶氮苯，其中：R1、R2、R3、R4和R5如上所定义。本发明还涉及一种制备如上定义的式I的2-苯基苯并三唑的方法，该方法包括在芳香酮催化剂和碱的存在下，使用0.4至0.7摩尔的原醇和/或0.8至1.4摩尔的二级醇，还原1摩尔的式II的2-苯基苯并三唑-N-氧化物，其中：R1、R2、R3、R4和R5如上所定义。本发明还进一步涉及一种制备如上定义的式II的2-苯基苯并三唑-N-氧化物的方法，该方法包括在芳香酮催化剂和碱的存在下，使用0.4至0.7摩尔的原醇和/或0.8至1.4摩尔的二级醇，还原如上定义的式III的o-硝基偶氮苯1摩尔。
• Process for the preparation of benzotriazoles
  申请人：Ciba-Geigy Corporation

  公开号：US05276161A1

  公开（公告）日：1994-01-04

  2-(2-Hydroxyphenyl)-2H-benzotriazoles of the formula ##STR1## in which R is hydrogen, C.sub.1 -C.sub.12 alkyl or C.sub.1 -C.sub.4 alkoxy, R.sub.1 is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.6 cycloalkyl, phenyl or phenyl-C.sub.1 -C.sub.4 alkyl and R.sub.2 is C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.6 cycloalkyl, phenyl, phenyl-C.sub.1 -C.sub.4 alkyl or a group --C.sub.n H.sub.2n --COOR.sub.3, in which n is 0 to 4 and R.sub.3 is hydrogen or C.sub.1 -C.sub.12 alkyl, can be prepared particularly advantageously by catalytic hydrogenation of a suitable o-nitroazo compound in the presence of a Pt, Pd, Pt/Pd or Rh hydrogenation catalyst and an alkylenediamine or an acyclic or cyclic polyalkylene polyamine in a halogenated or nonhalogenated aromatic hydrocarbon as solvent.

  公式为 ##STR1## 的2-(2-羟基苯基)-2H-苯并三唑化合物，其中 R 为氢、C.sub.1-C.sub.12烷基或C.sub.1-C.sub.4烷氧基，R.sub.1 为氢、C.sub.1-C.sub.12烷基、C.sub.5-C.sub.6环烷基、苯基或苯基-C.sub.1-C.sub.4烷基，R.sub.2 为C.sub.1-C.sub.12烷基、C.sub.5-C.sub.6环烷基、苯基、苯基-C.sub.1-C.sub.4烷基或--C.sub.n H.sub.2n --COOR.sub.3基团，其中n为0到4，R.sub.3为氢或C.sub.1-C.sub.12烷基。这种化合物可以通过在卤代或非卤代芳香烃溶剂中，在Pt、Pd、Pt/Pd或Rh催化剂和烷基二胺或无环或环状多烷基聚酰胺的存在下，催化加氢合成适当的o-硝基偶氮化合物而得到。
• 2-Bromo-2-nitropropane/Zn Promoted Reductive Cyclizations of ortho-Carbonyl, Imino, or Azo Substituted Nitrobenzenes
  作者：Byeong Hyo Kim、Yoon Seok Lee、Woong Kwon、Youngoo Jin、Jung Ae Tak、Young Moo Jun、Woonphil Baik、Byung Min Lee

  DOI：10.3987/com-98-8349

  日期：——
• Kasumov, V. T.; Medszhidov, A. A., Koordinatsionnaya Khimiya, 1990, vol. 16, p. 717 - 721
  作者：Kasumov, V. T.、Medszhidov, A. A.

  DOI：——

  日期：——