2-allyl-2,4-di-tert-butylphenol | 23473-75-8

• 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: 2-allyl-2,4-di-tert-butylphenol
• 英文别名: 2-allyl-4,6-di-tert-butylphenol；2-allyl-4,6-di-tertbutylphenol；4,6-di-t-Butyl-2-allylphenol；2,4-Di-tert-butyl-6-(prop-2-en-1-yl)phenol；2,4-ditert-butyl-6-prop-2-enylphenol
• CAS: 23473-75-8
• 化学式: C₁₇H₂₆O
• mdl: MFCD19493002
• 分子量: 246.393
• InChiKey: OWVOUHLUKQFNJI-UHFFFAOYSA-N

物化性质

• 沸点：
  76 °C(Press: 0.15 Torr)
• 密度：
  0.927±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.529
• 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：

  2-allyl-2,4-di-tert-butylphenol 在 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 以80%的产率得到5,7-di(tert-butyl)-2-methylcoumaran
  参考文献：
  名称：

  Hidden Brønsted Acid Catalysis: Pathways of Accidental or Deliberate Generation of Triflic Acid from Metal Triflates

  摘要：

  The generation of a hidden Bronsted acid as a true catalytic species in hydroalkoxylation reactions from metal precatalysts has been clarified in case studies. The mechanism of triflic acid (CF3SO3H or HOTf) generation starting either from AgOTf in 1,2-dichloroethane (DCE) or from a Cp*RuCl2/AgOTf/phosphane combination in toluene has been elucidated. The deliberate and controlled generation of HOTf from AgOTf and cocatalytic amounts of tert-butyl chloride in the cold or from AgOTf in DCE at elevated temperatures results in a hidden Bronsted acid catalyst useful for mechanistic control experiments or for synthetic applications.

  DOI：

  10.1021/jo201631x
• 作为产物：
  描述：

  1-allyloxy-2,4-di-tert-butylbenzene 反应 3.0h， 以91%的产率得到2-allyl-2,4-di-tert-butylphenol
  参考文献：
  名称：

  Synthesis and antioxidant properties of sodium S-[3-(hydroxyaryl)propyl] thiosulfates and [3-(hydroxyaryl)propane]-1-sulfonates

  摘要：

  合成了不同空间障碍的酚羟基的氨基S-[3-(羟基芳基)丙基]硫代硫酸盐和[3-(羟基芳基)丙烷]-1-磺酸盐，这些化合物是通过多种中间产物从双烷基酚合成的。在水相十二烷基硫酸钠中对油酸甲酯的氧化反应模型中，确定了合成化合物与脂质过氧化物自由基的相互作用速率常数。

  DOI：

  10.1007/s11172-007-0172-3

文献信息

• Inner Workings of a Cinchona Alkaloid Catalyzed Oxa-Michael Cyclization: Evidence for a Concerted Hydrogen-Bond-Network Mechanism
  作者：Lukas Hintermann、Jens Ackerstaff、Florian Boeck

  DOI：10.1002/chem.201203505

  日期：2013.2.11

  specificity. A concerted hydrogen‐bond network mechanism is proposed, in which the alkaloid hydroxy group acts as a general acid in the protonation of the α‐carbanionic center of the product enolate. The importance of concerted hydrogen‐bond network mechanisms in organocatalytic reactions is discussed. The relative stereochemistry of protonation is proposed as analytical tool for detecting concerted addition

  金鸡纳生物碱催化的4-（2-羟基苯基）-2- butenoates的氧杂迈克尔环化苯并-2,3-二氢呋喃-2-基乙酸酯和在高达99％的收率和91％的相关底物 EE（EE =对映异构体过量的）。催化剂和底物变异研究揭示了生物碱羟基在反应机理中的重要作用，但在双功能催化的Hiemstra-Wynberg机理假设的底物羰基的氢键活化意义上却没有。在C-2的基板节目氘标记，添加RO的 H至所述链烯酸酯与发生顺非对映选择性≥99：1，表明基于机制的特异性。提出了协同的氢键网络机制，其中生物碱羟基在产物烯醇化物的α-碳负离子中心的质子化中充当一般酸。讨论了协同氢键网络机制在有机催化反应中的重要性。质子化的相对立体化学被认为是检测一致的加成机理的分析工具，与离子的1,4-加成相反。
• UDCaT‐5: A Novel and Efficient Solid Superacid Catalyst for Claisen Rearrangement of Substituted Allyl Phenyl Ethers
  作者：Ganapati D. Yadav、Sharad V. Lande

  DOI：10.1080/00397910601163810

  日期：2007.3.1

  Abstract The Claisen rearrangement of allyl phenyl ethers is a fundamental reaction in organic synthesis with a variety of applications in perfumes, flavors, pharmaceuticals, agrochemicals, polymers, fine chemicals, and intermediate industries. The development of environmentally benign processes using solid acid catalysts is becoming an area of growing interest. It was accomplished in an efficient

  摘要 烯丙基苯基醚的克莱森重排是有机合成中的基本反应，在香料、香精、医药、农用化学品、聚合物、精细化学品和中间体工业中具有多种应用。使用固体酸催化剂开发环境友好型工艺正成为越来越受关注的领域。它以高效、经济、环保的方式完成，通过使用 UDCaT-5 作为固体酸催化剂对烯丙基苯酚具有 100% 的选择性。
• Use of modified diorganopolysiloxanes as antioxidants in cosmetics or in
  申请人：L'Oreal

  公开号：US05106611A1

  公开（公告）日：1992-04-21

  Use of modified diorganopolysiloxanes as antioxidants in cosmetics or in dermatology. Use, as an antioxidizing agent in cosmetics or in dermatology, of diorganopolysiloxanes (i) of formula (I): ##STR1## in which the symbols R denote alkyl or phenyl, B are chosen from the radicals R and A, a an integer chosen between 0 and 200 inclusive, b an integer chosen between 0 and 50 inclusive, and if b is equal to 0, at least one of the two symbols B is A, A is of formula: ##STR2## where: R.sub.1 denotes hydrogen or an alkyl, R.sub.2 denotes hydrogen, hydroxyl, alkyl or alkoxy, R.sub.3 denotes hydrogen, hydroxyl or alkyl, R.sub.4 denotes hydrogen or alkyl, R.sub.5 denotes hydrogen, hydroxyl or alkoxy, Y denotes: (O).sub.n --CH.sub.2 --CH(R.sub.6)--CH.sub.2 -- where R.sub.6 denotes hydrogen or alkyl and n has the value of 0 or 1, or (ii) of formula (II): ##STR3## where c is an integer between 1 and 20 inclusive, d is an integer between 2 and 20 inclusive, and c+d equal to or greater than 3.

  在化妆品或皮肤科中，使用改性二有机聚硅氧烷作为抗氧化剂。作为化妆品或皮肤科中的抗氧化剂，使用二有机聚硅氧烷（i）的公式（I）：##STR1##其中符号R表示烷基或苯基，B选择自基团R和A，a选择在0和200之间的整数，b选择在0和50之间的整数，如果b等于0，则两个符号B中至少有一个是A，A的公式为：##STR2##其中：R.sub.1表示氢或烷基，R.sub.2表示氢，羟基，烷基或烷氧基，R.sub.3表示氢，羟基或烷基，R.sub.4表示氢或烷基，R.sub.5表示氢，羟基或烷氧基，Y表示：（O）.sub.n-CH.sub.2-CH（R.sub.6）-CH.sub.2-其中R.sub.6表示氢或烷基，n的值为0或1，或（ii）的公式（II）：##STR3##其中c为1到20之间的整数，d为2到20之间的整数，且c+d等于或大于3。
• Radiation curable thiol-ene composition
  申请人：Dias Angelo Athanasius Aylvin Jorge

  公开号：US20070043205A1

  公开（公告）日：2007-02-22

  The invention relates to a curable thiol-ene composition comprising either compound A and compound B, or a compound B further comprising polythiol functionality as defined under (A), wherein (A) a polythiol, (B) a compound having a plurality of cyclic ene groups thereon, wherein said compound (B) comprises a carbonyl group directly attached to at least one cyclic ene group and comprises at least one hydrogen donating group, wherein the distance between at least one of said cyclic ene groups and at least one of said hydrogen donating groups is at least two skeletal bonds, wherein compound (B) does not contain a (meth)acrylate group, and 0-10 wt. % of a (free-radical) photoinitiator. The invention further relates to the use of such composition fiber optical coating, stereolithography resin, medical coating and adhesive.

  本发明涉及一种可固化的硫醇烯组合物，包括化合物A和化合物B，或者进一步包括聚硫醇功能的化合物B，其定义如下：（A）为聚硫醇，（B）为具有多个环烯基团的化合物，其中所述化合物（B）包括直接连接至至少一个环烯基团的羰基基团，并且包括至少一个氢供体基团，其中至少一个所述环烯基团与至少一个所述氢供体基团之间的距离至少为两个骨架键，其中化合物（B）不含（甲基）丙烯酸酯基团，并且0-10重量％为（自由基）光引发剂。本发明还涉及使用这种组合物进行光纤涂层、立体光刻树脂、医疗涂层和粘合剂的方法。
• Amorphous neo-diol phosphite compositions
  申请人：GENERAL ELECTRIC COMPANY

  公开号：EP0702018A1

  公开（公告）日：1996-03-20

  A phosphite is provided having the formula: wherein Y¹ is an alkyl group and Y is selected from the group consisting of sec-butyl and tert-butyl. A solid amorphous phosphite composition is also provided which preferably contains an aliphatic polyamine. The phosphite exhibits enhanced stability including hydrolytic and UV stability, and is useful in stabilizing thermoplastic compositions. The phosphite composition exhibits further enhancements in hydrolytic stability, and is useful in stabilizing thermoplastic compositions.

  亚磷酸酯的化学式为 其中 Y¹ 为烷基，Y 选自由仲丁基和叔丁基组成的组。还提供了一种固体无定形亚磷酸酯组合物，其中最好含有脂肪族多胺。这种亚磷酸酯具有更强的稳定性，包括水解稳定性和紫外线稳定性，可用于稳定热塑性塑料组合物。亚磷酸酯组合物的水解稳定性进一步增强，可用于稳定热塑性塑料组合物。