1-bromo-2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethane | 3673-72-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-bromo-2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethane
• 英文别名: 4-(2-bromoethyl)-2,6-di-tert-butylphenol；4-<2-Brom-ethyl>-2,6-di-t-butyl-phenol；2-Brom-1-<4-hydroxy-3,5-di-tert-butyl-phenyl>-aethan；4-(2-Brom-ethyl)-2,6-di-tert-butyl-phenol；1-(4-Hydroxy-3,5-di-t-butylphenyl)-2-bromoethane；4-(2-bromoethyl)-2,6-ditert-butylphenol
• CAS: 3673-72-1
• 化学式: C₁₆H₂₅BrO
• 分子量: 313.278
• InChiKey: RYJDJDDUPVIXAY-UHFFFAOYSA-N

物化性质

• 熔点：
  79-80 °C
• 沸点：
  322.1±37.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  1-bromo-2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethane 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以66%的产率得到4-(2-azidoethyl)-2,6-di-tert-butylphenol
  参考文献：
  名称：

  Plant coumarins: XV. Oreoselone in the synthesis of 3-[(Z)-alkenyl]- and 3-(1H-1,2,3-triazol-4-yl)psoralens

  摘要：

  Sonogashira reaction of 2-isopropyl-3-(trifluoromethanesulfonyloxy)psoralen with terminal arylacetylenes gave 2-isopropyl-3-(arylethynyl)psoralens which were converted into the corresponding Z-alkenes by reduction with hydrogen in the presence of Lindlar catalyst or by thermal decomposition of preliminarily prepared Ti(II)-alkyne complexes. The reaction of 2-isopropyl-3-(trifluoromethanesulfonyloxy)psoralen with trimethylsilylacetylene afforded 2-isopropyl-3-[(trimethylsilyl)ethynyl]psoralen which reacted with 4-(omega-azidoalkyl) phenols in the presence of copper(I) bromide and triethylamine to produce 3-{1-[omega-(4-hydroxyaryl)-alkyl]-1H-1,2,3-triazol-4-yl}-2-isopropylpsoralens.

  DOI：

  10.1134/s1070428015070012x
• 作为产物：
  描述：

  3,5-二叔丁基-4-羟基苯乙酸 在 lithium aluminium tetrahydride 、 草酰氯 、 三溴化磷 、 N,N-二甲基甲酰胺 作用下， 以 乙醚 为溶剂， 反应 74.0h， 生成 1-bromo-2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethane
  参考文献：
  名称：

  Inhibitors of lipoprotein(a) assembly

  摘要：

  Compounds of the general structure A and B were investigated for their activity as lipoprotein(a), [Lp(a)], assembly (coupling) inhibitors. SAR around the amino acid derivatives (structure A) gave compound 14-6 as a potent coupling inhibitor. Oral closing of compound 14-6 to Lp(a) transgenic mice and cymologous monkeys resulted in a > 30% decrease in plasma Lp(a) levels after 1-2 weeks of treatment at 100 mg/kg/day.) (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2002.04.001

文献信息

• Synthesis and inhibitory activity of alkyl(hydroxyaryl)amines
  作者：O. I. Dyubchenko、V. V. Nikulina、E. I. Terakh、A. E. Prosenko、I. A. Grigor’ev

  DOI：10.1007/s11172-007-0174-1

  日期：2007.6

  The reaction of ω-(4-hydroxyaryl)haloalkanes with various nitrogen-containing agents afforded primary, secondary, and tertiary amino derivatives of 2,6-dialkylphenols. For the compounds synthesized, the reaction rate constants with peroxide radicals were measured for cumene and methyl oleate oxidation. The total inhibitory activity in the model reactions of thermal autooxidation of lard and hexadecane was studied. The rate constants of alkyl(hydroxylaryl)amines are the same as those of the corresponding alkylphenols, whereas the total inhibitory activity of some alkyl(hydroxylaryl)amines exceeds substantially that for alkylphenols.

  ω-(4-羟基芳基)卤代烷烃与各种含氮剂反应后，可得到 2,6 二甲基苯酚的伯氨基、仲氨基和叔氨基衍生物。对于合成的化合物，测量了它们与过氧化自由基在积雪烯和油酸甲酯氧化过程中的反应速率常数。研究了猪油和十六烷热自氧化模型反应中的总抑制活性。烷基（羟基芳基）胺的速率常数与相应烷基酚的速率常数相同，而某些烷基（羟基芳基）胺的总抑制活性大大超过了烷基酚。
• PHOTOLATENT SYSTEMS
  申请人：Ciba Holding Inc.

  公开号：EP1945705A1

  公开（公告）日：2008-07-23
• [EN] PHOTOLATENT SYSTEMS<br/>[FR] SYSTEMES PHOTOLATENTS
  申请人：CIBA SC HOLDING AG

  公开号：WO2007054446A1

  公开（公告）日：2007-05-18

  [EN] The instant invention relates to new photolatent compounds of the formula I wherein R₁ and R₂ are each independently of the other C₁-C₁₀alkyl or C₃-C₈cycloalkyl, R₃ is hydrogen or C₁-C₄alkyl, and wherein the photochemically cleaved group R₄OH is selected from the group consisting of fragrances, UV absorbers, anti-microbials, anti-fogging agents and clarifiers; with the proviso that, when R₁ and R₂ are tert-butyl and R₃ is hydrogen, R₄ is not methyl or phenyl.
  [FR] La présente invention concerne de nouveaux composés photolatents de formule I, dans laquelle R₁ et R₂ représentent chacun indépendamment l'un de l'autre un alkyle en C₁-C₁₀ ou un cycloalkyle en C₃-C₈, R₃ représente un hydrogène ou un alkyle en C₁-C₄, dans laquelle le groupement R₄OH clivé photochimiquement est choisi dans le groupe consistant en des fragrances, des absorbeurs d'UV, des antimicrobiens, des agents antibuée et des clarificateurs ; à condition que, quand R₁ et R₂ sont tert-butyle et R₃ est hydrogène, R₄ n'est ni méthyle, ni phényle.