2-ethyl-6-allylphenol | 3354-57-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-ethyl-6-allylphenol
• 英文别名: 2-allyl-6-ethyl-phenol；2-Ethyl-6-allyl-phenol；2-Allyl-6-ethylphenol；2-Ethyl-6-prop-2-enylphenol
• CAS: 3354-57-2
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: BCTCEHQBBUZUNZ-UHFFFAOYSA-N

物化性质

• 沸点：
  44-45 °C(Press: 50 Torr)
• 密度：
  0.982±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2907199090

反应信息

• 作为反应物：
  描述：

  2-ethyl-6-allylphenol 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、101.32 kPa 条件下， 反应 0.25h， 生成 2-Aethyl-6-propyl-phenol
  参考文献：
  名称：

  Synthesis, biological evaluation, and preliminary structure-activity considerations of a series of alkylphenols as intravenous anesthetic agents

  摘要：

  Following our discovery of the intravenous (iv) anesthetic activity of 2,6-diethylphenol in mice, a series of alkylphenols was examined in this species and the most active analogues were further evaluated in rabbits. The synthesis of compounds which were not commercially available was accomplished by adaptations of standard ortho-alkylation procedures for phenols. Structure-activity relationships were found to be complex, but, in general, potency and kinetics appeared to be a function of both the lipophilic character and the degree of steric hindrance exerted by ortho substituents. The most interesting compounds were found in the 2,6-dialkyl series, and the greatest potency was associated with 2,6-di-sec-alkyl substitution. In particular, 2,6-diisopropylphenol (ICI 35 868) emerged as a candidate for further development and has subsequently been shown to be an effective iv anesthetic agent in man.

  DOI：

  10.1021/jm00186a013
• 作为产物：
  描述：

  乙基苯酚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 2-ethyl-6-allylphenol
  参考文献：
  名称：

  2,4-Diamino-5-benzylpyrimidines as antibacterial agents. 13. Some alkenyl derivatives with high in vitro activity against anaerobic organisms

  摘要：

  A series of 2,4-diamino-5-(3,5-dialkenyl-4-methoxy- or -4-hydroxybenzyl)pyrimidines was prepared from [(allyloxy)benzyl]pyrimidines by Claisen rearrangements, and the resulting allyl phenols were further modified by methylation and rearrangement to 1-propenyl analogues. Analogous 3,4-dimethoxy-5-alkenyl derivatives were prepared by similar techniques. High in vitro antibacterial activity was obtained against certain anaerobic organisms, such as Bacteroides species and Fusobacterium, which was equal to or better than the control, metronidazole, in several cases. The profile was similar against Neisseria gonorrhoeae and Staphylococcus aureus. The 3,5-bis(1-propenyl)-4-methoxy derivative 8 was 1 order of magnitude more active against Escherichia coli dihydrofolate reductase than its saturated counterpart, and it was also more active than trimethoprim, 1. However, it was considerably less active in vitro against the Gram-negative organisms. The 3,4-dimethoxy-5-alkenyl, -5-alkyl, and -5-alkoxy analogues had very high broad-spectrum antibacterial activity. However, pharmacokinetic studies of four of the compounds in dogs and rats and in vivo studies with an abdominal sepsis model in rats showed no advantages over trimethoprim.

  DOI：

  10.1021/jm00128a043

文献信息

• On the mechanism of intramolecular photocycloaddition of substituted o-allylphenols to cyclic ethers
  作者：S. Geresh、O. Levy、Y. Markovits、A. Shani

  DOI：10.1016/0040-4020(75)80294-8

  日期：1975.1

  the intramolecular photocycloaddition reaction of o-allyl phenols (1) to give cyclic ethers (2) + (3). The role of the intramolecular H-bond between the OH group and the π-electrons of the allylic group was ascertained. based on the results of the photocyclization, osmometric and NMR measurements the substituents can be divided into 3 groups according to their effect on the above intramolecular interaction

  为了研究邻烯丙基苯酚（1）在分子内进行光环加成反应生成环醚（2）+（3）的离子机理，使用了渗透压和核磁共振技术。确定了OH基和烯丙基的π电子之间的分子内H键的作用。基于光环化，渗透压和NMR测量的结果，根据取代基对上述分子内相互作用的影响，其可分为3个基团。
• Process for preparing modified-polyphenylene ether
  申请人：MITSUBISHI PETROCHEMICAL CO., LTD.

  公开号：EP0451819A2

  公开（公告）日：1991-10-16

  Disclosed are processes for preparing a process for preparing a modified polyphenylene ether which comprises reacting any one of a borane compound having at least one boron-hydrogen bond, an α,β-unsaturated carbonyl compound or a mercaptane having a carbonyl group, a hydroxyl group or an alkoxysilyl group with a polyphenylene ether having a carbon-carbon unsaturated bond in a substituent, and optionally oxidizing the resulting borane-modified PPE under alkaline conditions.

  本发明公开了制备改性聚苯醚的工艺，该工艺包括使具有至少一个硼-氢键的硼烷化合物、α,β-不饱和羰基化合物或具有羰基、羟基或烷氧基硅基的硫醇中的任意一种与取代基中具有碳-碳不饱和键的聚苯醚反应，并可选择在碱性条件下氧化所得到的硼烷改性聚苯醚。 与取代基中具有碳-碳不饱和键的聚苯醚反应，并可选择在碱性条件下氧化得到的硼烷改性聚乙烯醇。
• Thermoplastic resin composition
  申请人：MITSUBISHI CHEMICAL CORPORATION

  公开号：EP0513812A2

  公开（公告）日：1992-11-19

  A thermoplastic resin composition is disclosed, comprising (A) from 10 to 90% by weight of a hydroxy-substituted poly(phenylene ether) ether resin comprising p repeating units represented by formula (I): wherein m represents an integer of from 1 to 4; n represents an integer of from 0 to 3; the sum of m and n is not greater than 4; J represents (HO)a-R1-S-R2-, wherein a represents an integer of from 1 to 6; R' represents a halogen-substituted or unsubstituted polyvalent aliphatic hydrocarbon group having from 1 to 20 carbon atoms which may contain an oxygen atom in the carbon chain thereof or a halogen-substituted or unsubstituted polyvalent aromatic hydrocarbon group having from 1 to 20 carbon atoms; and R2 represents an alkylene group having from 2 to 20 carbon atoms; when m is 2 or more, the plural J groups may be the same or different; K represents a halogen atom, a primary or secondary alkyl group having from 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, a phenyl group, an aminoalkyl group having from 1 to 20 carbon atoms, a haloalkyl group having from 1 to 20 carbon atoms, an alkoxy group having from 1 to 20 carbon atoms, or a halohydrocarbonoxy group having from 1 to 20 carbon atoms; and when n is 2 or more, the plural K groups may be the same or different, and q repeating units represented by formula (II): wherein Q1, Q2, Q3, and Q4 each represent a hydrogen atom, a halogen atom, a primary or secondary alkyl group having from 1 to 20 carbon atoms, an alkenyl group having from 2 to 20 carbon atoms, a phenyl group, an aminoalkyl group having from 1 to 20 carbon atoms, a haloalkyl group having from 1 to 20 carbon atoms, an alkoxy group having from 1 to 20 carbon atoms, or a halohydrocarbonoxy group having from 1 to 20 carbon atoms, with p and q satisfying formulae: and (B) from 10 to 90% by weight of a thermoplastic resin selected from a saturated polyester resin and a polyamide resin. The composition is excellent in moldability and provides molded articles excellent in impact strength, heat resistance, and hue.

  本发明公开了一种热塑性树脂组合物，其中包括 (A) 10% 至 90% （按重量计）的羟基取代的聚（亚苯基醚）醚树脂，该树脂包含由式 (I) 代表的 p 个重复单元： 其中 m 代表 1 至 4 的整数；n 代表 0 至 3 的整数；m 和 n 之和不大于 4；J 代表 (HO)a-R1-S-R2-，其中 a 代表 1 至 6 的整数；R' 代表具有 1 至 20 个碳原子的卤素取代或未取代的多价脂族烃基，其碳链中可含有一 个氧原子，或具有 1 至 20 个碳原子的卤素取代或未取代的多价芳族烃基；以及 R2 代表具有 2 至 20 个碳原子的亚烷基；当 m 为 2 或 2 个以上时，多个 J 基团可以相同或不同；K 代表卤素原子、具有 1 至 20 个碳原子的伯或仲烷基、具有 2 至 20 个碳原子的烯基、苯基、具有 1 至 20 个碳原子的氨基烷基、具有 1 至 20 个碳原子的卤代烷基、具有 1 至 20 个碳原子的烷氧基或具有 1 至 20 个碳原子的卤代烃氧基；当 n 为 2 或 2 个以上时，多个 K 基团可以相同或不同、 和 q 个由式 (II) 代表的重复单元： 其中 Q1、Q2、Q3 和 Q4 分别代表氢原子、卤素原子、具有 1 至 20 个碳原子的伯或仲烷基、具有 2 至 20 个碳原子的烯基、苯基、具有 1 至 20 个碳原子的氨基烷基、具有 1 至 20 个碳原子的卤代烷基、具有 1 至 20 个碳原子的烷氧基或具有 1 至 20 个碳原子的卤代烃氧基，p 和 q 满足式： 和 (B) 10%至 90%（按重量计）的热塑性树脂，选自饱和聚酯树脂和聚酰胺树脂。该组合物具有优异的可模塑性，可提供抗冲击强度、耐热性和色调优异的模塑制品。
• Process for producing a hydroxy-substituted poly (phenylene ether) resin
  申请人：MITSUBISHI CHEMICAL CORPORATION

  公开号：EP0530442A1

  公开（公告）日：1993-03-10

  A hydroxy-substituted poly(phenylene ether) resin can be produced by copolymerizing from 1.5 to 8 mol% of a phenol compound selected from those represented by the following formulae (a), (b), (c), (d), and (e): and from 98.5 to 92 mol% of a phenol compound of the following formula (f): The hydroxy-substituted poly(phenylene ether) resin shows excellent compatibility with a polyamide, a polycarbonate, a poly(butylene terephthalate), a poly-(phenylene sulfide), and is useful as a copatibilizer or a modified resin for engineering plastics.

  羟基取代的聚（亚苯基醚）树脂可通过共聚 1.5 至 8 摩尔的苯酚化合物来生产，该苯酚化合物选自下式 (a)、(b)、(c)、(d) 和 (e) 所代表的化合物： 和 98.5 至 92 摩尔%的下式(f)苯酚化合物： 羟基取代的聚苯醚树脂与聚酰胺、聚碳酸酯、聚对苯二甲酸丁二酯、聚苯硫醚有极好的相容性，可用作工程塑料的共聚物或改性树脂。
• Tomita,K. et al., Chemical and pharmaceutical bulletin, 1979, vol. 27, p. 2415 - 2423
  作者：Tomita,K. et al.

  DOI：——

  日期：——