4-[3-(4-羟基苯基)-2,3-二甲基丁烷-2-基]苯酚 | 74385-27-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 4-[3-(4-羟基苯基)-2,3-二甲基丁烷-2-基]苯酚
• 英文名称: 1,1,2,2,-tetramethyl-1,2-bis(4'-hydroxyphenyl)ethane
• 英文别名: 2,3-Bis(4-hydroxyphenyl)-2,3-dimethylbutan；2,3-bis(p-hydroxyphenyl)-2,3-dimethylbutane；2,3-bis-(4-hydroxy-phenyl)-2,3-dimethyl-butane；4,4'-(1,1,2,2-tetramethyl-1,2-ethanediyl)bis-phenol；1,1,2,2-Tetramethyl-1,2-bis(4'-hydroxyphenyl)ethane；4-[3-(4-hydroxyphenyl)-2,3-dimethylbutan-2-yl]phenol
• CAS: 74385-27-6
• 化学式: C₁₈H₂₂O₂
• 分子量: 270.371
• InChiKey: NXTLHAJDCMVQFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[3-(4-羟基苯基)-2,3-二甲基丁烷-2-基]苯酚 生成 2,3-bis-(4-benzoyloxy-phenyl)-2,3-dimethyl-butane
  参考文献：
  名称：

  32.合成雌激素。第I部分的2的合成：将3-二- p羟基苯-2：3-二甲基丁烷，己烷雌酚的异构体

  摘要：

  DOI：

  10.1039/jr9530000160
• 作为产物：
  描述：

  4-甲氧基苯甲酸甲酯 在 lithium aluminium tetrahydride 、 titanium(III) chloride 、 三溴化硼 、 magnesium 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 23.0h， 生成 4-[3-(4-羟基苯基)-2,3-二甲基丁烷-2-基]苯酚
  参考文献：
  名称：

  Antiestrogens. Synthesis and evaluation of mammary tumor inhibiting activity of 1,1,2,2-tetraalkyl-1,2-diphenylethanes

  摘要：

  Among the newly synthesized 1,1,2,2-tetraalkyl-1,2-diphenylethanes, 1,1,2,2-tetramethyl-1,2-bis(4'-hydroxyphenyl)ethane (23) and 1,1,2,2-tetramethyl-1,2-bis(3'-hydroxyphenyl)ethane (26) were the most active compounds regarding estradiol receptor affinity, exhibiting Ka values of 0.73 X 10(8) and 0.67 X 10(8) M-1, respectively. In vivo, 23 and 26 showed only very small uterotrophic activity in the mouse. They strongly inhibited (73%) the estrone-stimulated mouse uterine growth. Tested on the 9,10-dimethyl-1,2-benzanthracene induced hormone-dependent mammary adenocarcinoma of the Sprague-Dawley rat, compounds 23 and 26 exhibited a dose-dependent inhibition of the tumor growth, having a strong effect at a dose of 20 (mg/kg)/day (compound 23).

  DOI：

  10.1021/jm00182a006

文献信息

• Ring-substituted 1,1,2,2-tetraalkylated 1,2-bis(hydroxyphenyl)ethanes. 4. Synthesis, estrogen receptor binding affinity, and evaluation of antiestrogenic and mammary tumor inhibiting activity of symmetrically disubstituted 1,1,2,2-tetramethyl-1,2-bis(hydroxyphenyl)ethanes
  作者：Rolf W. Hartmann、Walter Schwarz、Alexander Heindl、Helmut Schoenenberger

  DOI：10.1021/jm00147a031

  日期：1985.9

  (10), CH3 (11). The synthesis of 1-11 was accomplished by reductive coupling of the corresponding 2-phenyl-2-propanols with TiCl3 and LiAlH4. The binding affinity of the compounds to the calf uterine estrogen receptor was measured relative to that of [3H]estradiol by a competitive binding assay. With the exception of 7 and 10 all other compounds showed relative binding affinity (RBA) values between

  1,1,2,2-四甲基-1,2-双（4-羟苯基）乙烷（1）和5,5'-和6,6'-的对称2,2'-二取代衍生物的合成描述了1,1,2,2-四甲基-1,2-双（3-羟基苯基）乙烷的双取代衍生物（6）（1和6是具有抑制乳腺肿瘤活性的强抗雌激素药物，仅表现出轻微的雌激素特性）：（2 ，2'-取代基）F（2），Cl（3），O （4），CH3（5）; （5,5'-取代基）Cl（7）; （6,6'-取代基）F（8），Cl（9），O （10）， （11）。1-11的合成通过相应的2-苯基-2-丙醇与TiCl3和LiAlH4的还原偶联而完成。通过竞争性结合测定法，相对于[3 H]雌二醇，测定化合物对小牛子宫雌激素受体的结合亲和力。除7和10外，所有其他化合物的相对结合亲和力（RBA）值在雌二醇，2（RBA值6.4），8和9（4.0和3.5）的相对亲和力（0.5％）至6.4％之间，超过了相应的未取代化合物1和6（3
• Diradical rearrangements. Part 211. An unusual 1,2-shift in a photochemically generated 1,3-diradical. Mechanistic and exploratory organic photochemistry. Part 151
  作者：Howard E. Zimmerman、Ajit P. Kamath

  DOI：10.1021/ja00211a034

  日期：1988.2.3

  Etude des produits issus de la photoreaction du (bis-[methoxy-4 phenyl]-2,5 dimethyl-2,5) hexene-3

  Etude des produits issus de la photoreaction du (bis-[甲氧基-4 苯基]-2,5 二甲基-2,5) hexene-3
• Processes for preparing hydroxyaromatic oligomers containing triazine groups and for preparing epoxy resins from the oligomers
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0143988A2

  公开（公告）日：1985-06-12

  This invention pertains to a process for preparing hydroxyaromatic oligomers containing triazine groups. The process is characterized by (1) reacting (A) a material having an average of more than one aromatic hydroxyl group per molecule such as bisphenol A with (B) a cyanogen halide such as cyanogen bromide in the presence of (C) a base and recovering a mixture of cyanate-containing products and unreacted (A) materials; (II) trimerizing the product recovered in (1) in the presence of a trimerization catalyst such as cobalt naphthenate. This invention also pertains to a process for epoxidizing the product from step II by reaction with an epihalohydrin such as epichlorohydrin, dehydrohalogenation of the resultant product with a basic-acting material such as sodium hydroxide and recovering the resultant epoxy resin containing triazine groups.

  本发明涉及一种制备含有三嗪基团的羟基芳香族低聚物的工艺。该工艺的特点是：(1)在(C)碱存在下，使(A)每分子平均具有一个以上芳香羟基（如双酚 A）的材料与(B)卤化氰（如溴化氰）反应，并回收含氰酸酯的产物和未反应的(A)材料的混合物；(2)在三聚催化剂（如环烷酸钴）存在下，对(1)中回收的产物进行三聚。本发明还涉及一种工艺，通过与环氧氯丙烷等表卤代醇反应，将步骤 II 中的产物环氧化，用氢氧化钠等碱性作用物质对所得产物进行脱氢卤化，并回收所得含三嗪基团的环氧树脂。
• A process for preparing vinyl ester resins containing triazine or both triazine and oxazoline groups
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0156959A1

  公开（公告）日：1985-10-09

  This invention pertains to a process for preparing vinyl ester resins containing triazine groups or both triazine and oxazoline groups prepared by reacting a polyepoxide with 0.75 to 1, preferably from 0.9 to 1, moles of a monounsaturated monocarboxylic acid or mixture of monounsaturated monocarboxylic acids per epoxide group in the presence of a suitable quantity of a suitable catalyst. The process is characterized in that the polyepoxide is (a) a polyepoxide containing triazine groups, or (b) a polyepoxide containing both triazine and oxazoline groups, or (c) a mixture of (a) and (b).

  本发明涉及一种制备含有三嗪基团或同时含有三嗪和噁唑啉基团的乙烯基酯树脂的工艺，其制备方法是在适量的合适催化剂存在下，将聚环氧化物与每环氧基团0.75至1摩尔，最好是0.9至1摩尔的单不饱和单羧酸或单不饱和单羧酸混合物反应。该工艺的特征在于，聚环氧化物是(a)含有三嗪基团的聚环氧化物，或(b)含有三嗪和噁唑啉基团的聚环氧化物，或(c)(a)和(b)的混合物。
• Process for preparing hydroxyaromatic oligomers containing both triazine and oxazoline groups and for preparing epoxy resins from the oligomers
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0150278A2

  公开（公告）日：1985-08-07

  This invention pertains to a process for preparing hydroxyaromatic oligomers containing triazine groups and oxazoline groups. The process is characterized by (I) reacting (A) a material having an average of more than one aromatic hydroxyl group per molecule with (B) a cyanogen halide such as cyanogen bromide in the presence of a base and recovering a mixture of cyanate-containing products and unreacted (A) materials, (II) co-oligomerizing the product resulting from (I) with an epoxy resin in the presence of a suitable co-oligomerization catalyst. This invention also pertains to a process for preparing epoxy resins containing both triazine groups and oxazoline groups by epoxidizing a hydroxyaromatic material in a conventional manner by reaction with an epihalohydrin with subsequent dehydrohalogenation with a basic-acting material and finally recovering the resultant glycidyl ether product, characterized in that the hydroxyaromatic material is the resultant co-oligomerization product from step (II) of the earlier process.

  本发明涉及一种制备含有三嗪基团和噁唑啉基团的羟基芳香族低聚物的工艺。该工艺的特点是：(I) 在碱存在下，使(A)平均每个分子具有一个以上芳香羟基的材料与(B)卤化氰，如溴化氰反应，并回收含氰酸酯产物和未反应的(A)材料的混合物；(II) 在适当的共聚合催化剂存在下，使(I)产生的产物与环氧树脂共聚合。本发明还涉及一种制备同时含有三嗪基团和噁唑啉基团的环氧树脂的工艺，其方法是以传统方式将羟基芳香族材料环氧化，与表卤代醇反应，随后与碱性作用材料进行脱氢卤化，最后回收所得缩水甘油醚产品，其特征在于羟基芳香族材料是前述工艺步骤(II)的共聚合产物。