2-烯丙基-4-甲氧基苯酚 | 584-82-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-烯丙基-4-甲氧基苯酚
• 英文名称: 2-allyl-4-methoxyphenol
• 英文别名: 4-methoxy-2-prop-2-enylphenol
• CAS: 584-82-7
• 化学式: C₁₀H₁₂O₂
• mdl: MFCD00996134
• 分子量: 164.204
• InChiKey: HINCKJDFBMTHPK-UHFFFAOYSA-N

物化性质

• 沸点：
  144-145 °C(Press: 13 Torr)
• 密度：
  1.0865 g/cm3(Temp: 16 °C)
• 溶解度：
  可溶于氯仿（少量）、DMSO（少量）、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2909500000

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Allyl-4-methoxyphenol
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Allyl-4-methoxyphenol
CAS number: 584-82-7

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C10H12O2
Molecular weight: 164.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-烯丙基-4-甲氧基苯酚 在 sodium dithionite 、 碳酸氢钠 、 溶剂黄146 、 锌 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 1.5h， 生成 2-(7-Chloro-4,4,5,5,6,6,7,7-octafluoro-heptyl)-4-methoxy-phenol
  参考文献：
  名称：

  多氟芳族聚酯的合成

  摘要：

  通过R F I / Na 2 S 2 O 4试剂系统对酚类化合物进行全氟烷基化，以合成可用于缩聚反应的氟化单体。由多氟烷基化对苯二酚和对苯二甲酸衍生物制备了一系列氟化芳族聚酯，并讨论了这些聚合物的一些性能。

  DOI：

  10.1016/s0022-1139(99)00245-6
• 作为产物：
  描述：

  烯丙基苯基醚 以 乙酸乙酯 为溶剂， 生成 2-烯丙基-4-甲氧基苯酚
  参考文献：
  名称：

  Novel Ether Linked Compounds and Improved Treatments for Cardiac and Cardiovascular Disease

  摘要：

  化合物的结构式（I），及其在药用上可接受的盐或盐和生理可水解衍生物的自由形式或盐形式：其中R1独立选择自F、Cl、Br、CN、NH2、OH、CHO、COOH、oxo、C1-4烷基、C1-4烷氧基、CONH2（可选择通过C1-4烷基进行单取代或双取代）和SO2NH2，R2独立选择自通过R3取代的C1-6烷基，其中C1-6烷基链可选择包含一或两个来自O的杂原子；R3选择自芳基、C3-6环烷基、C3-6杂环烷基和C3-6杂芳基，其中杂环烷基和杂芳基环含氮；R3可选择通过一个或多个R1中选择的基团进行取代；n1为零或从1到2的整数；n2为从1到2的整数；n1和2的和小于或等于2；R5选择自R1和R2中定义的任意基团；R6a和R6b独立选择自H或C1-4烷基；R7独立选择自F、Cl、Br、CN、NH2、OH、CHO、COOH、oxo、C1-4烷基、C1-4烷氧基、CONH2（可选择通过C1-4烷基进行单取代或双取代）和SO2NH2；Q1、Q2和Q3独立选择自H或R1和R2中定义的任意基团；或Q1和Q2或Q2和Q3一起形成C5-6杂芳基或C5-6杂环烷基环，可选择含有从N和O中选择的一或两个杂原子，可选择通过R5中选择的任意基团进行取代；Z选择自线性C2-3烷基；X3为O；X4选择自芳基、9-10成员杂芳基环或9-10成员杂环烷基环，其中杂芳基和杂环烷基环含有从N中选择的一个或多个杂原子，可选择通过一个或两个oxo基团进行取代，可选择通过R7中选择的一个或多个基团进行取代；但需满足以下条件：（i）当X4为苯基时，Q1和Q2或Q2和Q3一起形成如上定义的可选择取代的杂芳基或杂环烷基环；（ii）当Q1、Q2和Q3独立选择自H或R1和R2中定义的任意基团时，X4不为苯基，除非R2为通过R3取代的C1-5烷基，其中R3为如上定义的C3-6杂环烷基；它们的制备及新颖中间体，其组成物及其在心脏和心血管疾病的预防或治疗中的用途和治疗方法。

  公开号：

  US20140094493A1

文献信息

• Synthesis of 2H-1-Benzopyrans by Pd-Catalyzed Cyclization of <i>o</i>-Allylic Phenols
  作者：Richard C. Larock、Lulin Wei、Timothy R. Hightower

  DOI：10.1055/s-1998-1709

  日期：1998.5

  Derivatives of 2H-1-benzopyran (1), also known as chromenes, are prominent natural products of many genera of the Asteraceae possessing a wide range of valuable physiological activities. They are also useful intermediates in the synthesis of complex natural products, such as pterocarpans.

  2H-1-苯并吡喃（1）的衍生物，又称色烯类，是菊科多个属中显著的天然产物，具有广泛的宝贵生理活性。它们也是合成复杂天然产物（如紫檀烷）的有用中间体。
• Investigating the microwave-accelerated Claisen rearrangement of allyl aryl ethers: Scope of the catalysts, solvents, temperatures, and substrates
  作者：Zi Hui、Songwei Jiang、Xiang Qi、Xiang-Yang Ye、Tian Xie

  DOI：10.1016/j.tetlet.2020.151995

  日期：2020.6

  The microwave-accelerated Claisen rearrangement of allyl aryl ethers was investigated, in order to gain insight into the scope of the catalysts, solvents, temperatures, and substrates. Among the catalysts examined, phosphomolybdic acid (PMA) was found to greatly accelerate the reaction in NMP, at temperatures ranging from 220 to 300 °C. This method was found to be useful for preparing several intermediates

  对微波加速烯丙基芳基醚的克莱森重排进行了研究，以便深入了解催化剂，溶剂，温度和底物的范围。在所考察的催化剂中，发现磷钼酸（PMA）在220至300°C的温度下可大大促进NMP中的反应。发现该方法对于使用贵金属催化剂例如Au（I），Ag（I）和Pt（II）制备先前在文献中报道的几种中间体是有用的。另外，在芳基部分带有溴和硝基的底物需要仔细调整反应条件，以避免复杂的产物分布。
• Novel epoxide derivatives of allylarylphenols
  申请人：——

  公开号：US20020151731A1

  公开（公告）日：2002-10-17

  The present invention relates to novel epoxides having the formulas 1 where Y is a CO, CO 2 or SO 2 , AR is the same or different divalent unsubstituted or substituted aromatic, halogen-substituted aromatic or cyano-substituted aromatic hydrocarbon radical having from 6 to 20 carbon atoms, Z is a divalent hydrocarbon or ether radical having from 1 to 20 carbon atoms, including Y—Z—Y being CO, and R* is an alkyl, aryl, arylalkyl, alkoxy, aryloxy or arylalkoxy radical having from 0-20 carbon atoms. The epoxides of the present invention are useful in the formation of epoxy resins.

  本发明涉及具有以下公式的新环氧化合物：1其中Y是CO、CO2或SO2，AR是相同或不同的二价未取代或取代的芳香族、卤素取代的芳香族或氰基取代的芳香族碳氢化合物基团，其含有6至20个碳原子，Z是具有1至20个碳原子的二价碳氢化合物或醚基团，包括Y—Z—Y为CO，R*是具有0-20个碳原子的烷基、芳基、芳烷基、烷氧基、芳氧基或芳烷氧基。本发明的环氧化合物在形成环氧树脂时很有用。
• Bis(μ-oxo)–Dititanium(IV)–Chiral Binaphthyldisulfonate Complexes for Highly Enantioselective Intramolecular Hydroalkoxylation of Nonactivated Alkenes
  作者：Wen-Bin Xie、Zhi Li

  DOI：10.1021/acscatal.1c01146

  日期：2021.5.21

  A series of chiral 1,1′-binaphthyl-2,2′-disulfonic acids was designed, synthesized, and applied in a highly enantioselective Ti-catalyzed intramolecular hydroalkoxylation of nonactivated alkenes. The catalyst is probably a complex between two chiral binaphthyldisulfonate ligands and a bis(μ-oxo)–dititanium(IV) core structure. The sulfonamide groups of the ligands and water are necessary for the catalysis

  设计，合成了一系列手性的1,1'-联萘-2,2'-二磺酸，并将其应用于高度对映选择性的Ti催化的非活化烯烃分子内加氢烷氧基化反应。该催化剂可能是两个手性联萘二磺酸酯配体与双（μ-氧代）-二钛（IV）核心结构之间的复合物。配体和水的磺酰胺基对于催化是必需的，因为它们可以通过氢键稳定催化活性的配合物。在温和条件下，以高达99％以上的收率和高达97％对映体过量的形式获得了各种2-甲基香豆素。
• 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。