3,5-二溴-4-(溴甲基)-2,6-二甲基苯酚 | 113152-21-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,5-二溴-4-(溴甲基)-2,6-二甲基苯酚
• 英文名称: 4-bromomethyl-3,5-dibromo-2,6-dimethyl phenol
• 英文别名: 4-Bromomethyl-3,5-dibromo-2,6-dimethylphenol；3,5-dibromo-4-bromomethyl-2,6-dimethyl-phenol；2.6-Dibrom-4-hydroxy-3.5-dimethyl-1-brommethyl-benzol；3,5-Dibrom-4-brommethyl-2,6-dimethyl-phenol；4.6.5¹-Tribrom-2-oxy-1.3.5-trimethyl-benzol；3.5.4¹-Tribrom-mesitol；3,5-Dibromo-4-(bromomethyl)-2,6-dimethylphenol
• CAS: 113152-21-9
• 化学式: C₉H₉Br₃O
• 分子量: 372.882
• InChiKey: IIZOHEWECNWGPR-UHFFFAOYSA-N

物化性质

• 熔点：
  144-146 °C
• 沸点：
  380.3±37.0 °C(Predicted)
• 密度：
  2.045±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,5-二溴-4-(溴甲基)-2,6-二甲基苯酚 在 水 作用下， 以 硝基苯 、 丙酮 为溶剂， 反应 6.0h， 生成 3,5-dibromo-4-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2,6-dimethylphenol
  参考文献：
  名称：

  Wang, Chun-Shan; Sun, Yih-Min; Mendoza, A., Organic Preparations and Procedures International, 1992, vol. 24, # 2, p. 176 - 181

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4,5-tribromo-2,4,6-trimethyl-cyclohexa-2,5-dienone 生成 3,5-二溴-4-(溴甲基)-2,6-二甲基苯酚
  参考文献：
  名称：

  Fries; Brandes, Justus Liebigs Annalen der Chemie, 1939, vol. 542, p. 48,63

  摘要：

  DOI：

文献信息

• Meta-halogenated dibenzylphenols
  申请人：The Dow Chemical Company

  公开号：US04978809A1

  公开（公告）日：1990-12-18

  Thermally stable methylene-bridged polyphenols such as 2,4-bis(4-hydroxy-3,5-dimethyl)-3,5-dibromo-6-methylphenol are prepared by contacting (1) a substituted phenol having at least one halogen substituted on the aromatic ring in a position meta to the phenolic hydroxyl and at least one halomethyl group substituted on the aromatic ring in a position ortho or para to the phenolic hydroxyl with (2) and o,o-dialkylphenol having hydrogen on the aromatic ring position which is para to the phenolic hydroxyl under alkylation conditions.

  通过在烷基化条件下将(1)具有芳香环上至少一个卤素取代物和至少一个卤甲基取代物的取代酚与(2)芳香环位置在酚羟基对位或邻位具有氢的o,o-二烷基酚接触，制备出具有热稳定性的亚甲基桥联聚酚，例如2,4-双(4-羟基-3,5-二甲基)-3,5-二溴-6-甲基苯酚。
• On the photochemical dimerization of some 5-substituted 2-styryl-4-pyrones. The effect of 5-hydroxy-/ 5-methoxy-substitution
  作者：Zdenka Stiplošek、Marija Šindler-Kulyk、KreŠImir Jakopčić、Aleksandar Višnjevac、Biserka KojiĆ-ProdiĆ

  DOI：10.1002/jhet.5570390104

  日期：2002.1

  Irradiation of styryl-4-pyrones 1a-1d or 2a-2e (6-9 × 10−3 M, methanol solution) with filtered (RAYONET photochemical reactor, 300 nm) or unfiltered uv-light (high-pressure mercury arc lamp) under aerobic conditions led mainly to dimeric products. Parent 5-hydroxy-substituted compounds 1a-1d yielded exclusively “half-cage” dimers 3a-d characteristic for 4-pyrone dimerization. 5-Methoxy-analogues 2a-2e

  用已过滤的（RAYONET光化学反应器，300 nm）或未过滤的紫外光（高压汞弧灯）照射苯乙烯基-4-吡喃酮1a-1d或2a-2e（6-9×10 -3 M，甲醇溶液）在有氧条件下主要产生二聚体产物。母体5-羟基取代的化合物1a-1d仅产生4-吡喃二聚化的“半笼”二聚体3a-d。5-甲氧基类似物2a-2e的行为类似于典型的二苯乙烯结构，四取代的环丁烷4和5的混合物与少量的菲类化合物6是辐照的唯一可分离产物。产物的结构阐明是基于使用COSY，APT，HETCOR，HMBC和NOESY技术从MS，IR，1 H NMR和13 C NMR光谱获得的光谱数据。
• Studies with 1-functionally substituted alkyl azoles: Novel synthesis of functionally substituted azolylbenzimidazoles and functionally substituted azolyl-1,2,4-triazoles
  作者：Mohamed Abdel-Megid、Mohamed H. Elnagdi、Abdalla M. Negm

  DOI：10.1002/jhet.5570390115

  日期：2002.1

  ω-Azolylacetophenones 1 and 2 react with dimethylformamide dimethylacetal to yield enaminones 7,8 that were converted into azolylazoles via reaction with hydrazine and with hydroxylamine. Compounds 1,2 also coupled with aromatic diazonium salts to yield arylhydrazones and reacted with nitrous acid to yield corresponding oximes.

  ω-偶氮苯乙酮1和2与二甲基甲酰胺二甲基乙缩醛反应生成烯酮7,8，它们通过与肼和羟胺反应转化为偶氮唑。化合物1，2还与芳族重氮盐偶合得到芳基azo，并与亚硝酸反应得到相应的肟。
• Di-ortho-substituted di-meta-halogenated para-halomethylphenols
  申请人：The Dow Chemical Company

  公开号：US04684752A1

  公开（公告）日：1987-08-04

  Included is a process to prepare a 4-HALOmethyl-3,5-dihalo-2,6-disubstitutedphenol from a 4-methyl(substituted)phenol and a HALOgenating agent, in an aprotic organic diluent. The process is highly selective and efficient. For example, high purity 4-bromomethyl-3,5-dibromo-2,6-dimethylphenol can be prepared from 2,4,6-trimethylphenol and bromine, in bromochloromethane at high conversion.

  本文介绍了一种制备4-卤代甲基-3,5-二卤代-2,6-二取代苯酚的方法，该方法使用4-甲基（取代）苯酚和卤代试剂，在无极性有机稀释剂中进行。该过程具有高度选择性和高效性。例如，可以从2,4,6-三甲基苯和溴在溴氯甲烷中高转化率下制备高纯度的4-溴甲基-3,5-二溴代-2,6-二甲基苯酚。
• Process for the preparation of di-ortho-substituted di-meta-halogenated para-halomethylphenols
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0243869A2

  公开（公告）日：1987-11-04

  The invention is a process to prepare a 4-­(bromo or chloro)methyl-3,5-dihalo-2,6-disubstituted phenol from a 4-methyl-2,6-disubstituted phenol and a brominating or chlorinating agent, in an aprotic organic diluent. The process is highly selective and efficient. For example, high purity 4-bromomethyl-3,5-­dibromo-2,6-dimethylphenol can be prepared from 2,4,6-­trimethylphenol and bromine, in bromochloromethane at high conversion.

  本发明是一种以 4-甲基-2,6-二取代苯酚和溴化剂或氯化剂为原料，在非沸腾有机稀释剂中制备 4-(溴或氯)甲基-3,5-二卤-2,6-二取代苯酚的工艺。该工艺选择性强，效率高。例如，在溴氯甲烷中，可从 2,4,6-三甲基苯酚和溴制备高纯度的 4-溴甲基-3,5-二溴-2,6-二甲基苯酚，且转化率高。