2-烯丙氧基吡啶 | 5831-77-6

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-烯丙氧基吡啶
• 英文名称: 2-allyloxypyridine
• 英文别名: Allyl 2-pyridyl ether；2-prop-2-enoxypyridine
• CAS: 5831-77-6
• 化学式: C₈H₉NO
• mdl: MFCD00023467
• 分子量: 135.166
• InChiKey: LVLLWFVQZIHMFA-UHFFFAOYSA-N

物化性质

• 沸点：
  30-35 °C(Press: 1.5 Torr)
• 密度：
  1.0234 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2933399090
• 安全说明：
  S26,S36/37/39

SDS

Version 1.0
Regulation (EC) No 1907/2006

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1 - Product and Company Information

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Product Name 2-ALLYLOXYPYRIDINE - 50mg

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2 - Hazards Identification

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SPECIAL INDICATION OF HAZARDS TO HUMANS AND THE ENVIRONMENT
Harmful if swallowed. Irritating to respiratory system and skin.
Risk of serious damage to eyes.

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3 - Composition/Information on Ingredients

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Product Name CAS # EC no Annex I
Index Number
2-ALLYLOXYPYRIDINE 5831-77-6 227-409-9 None
Formula C8H9NO
Molecular Weight 135,1600 AMU
Synonyms Pyridine, 2-(2-propenyloxy)-

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4 - First Aid Measures

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AFTER INHALATION
If inhaled, remove to fresh air. If not breathing give
artificial respiration. If breathing is difficult, give oxygen.
AFTER SKIN CONTACT
In case of skin contact, flush with copious amounts of water for
at least 15 minutes. Remove contaminated clothing and shoes.
Call a physician.
AFTER EYE CONTACT
In case of contact with eyes, flush with copious amounts of
water for at least 15 minutes. Assure adequate flushing by
separating the eyelids with fingers. Call a physician.
AFTER INGESTION
If swallowed, wash out mouth with water provided person is
conscious. Call a physician immediately.

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5 - Fire Fighting Measures

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EXTINGUISHING MEDIA
Suitable: Water spray. Carbon dioxide, dry chemical powder, or
appropriate foam.
SPECIAL RISKS
Specific Hazard(s): Emits toxic fumes under fire conditions.
SPECIAL PROTECTIVE EQUIPMENT FOR FIREFIGHTERS
Wear self-contained breathing apparatus and protective clothing
to prevent contact with skin and eyes.

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6 - Accidental Release Measures

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PERSONAL PRECAUTION PROCEDURES TO BE FOLLOWED IN CASE OF LEAK OR SPILL
Evacuate area.
PROCEDURE(S) OF PERSONAL PRECAUTION(S)
Wear self-contained breathing apparatus, rubber boots, and heavy
rubber gloves.
METHODS FOR CLEANING UP
Absorb on sand or vermiculite and place in closed containers for
disposal. Ventilate area and wash spill site after material
pickup is complete.

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7 - Handling and Storage

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HANDLING
Directions for Safe Handling: Do not breathe vapor. Do not get
in eyes, on skin, on clothing. Avoid prolonged or repeated
exposure.
STORAGE
Conditions of Storage: Keep tightly closed.

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8 - Exposure Controls / Personal Protection

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ENGINEERING CONTROLS
Use only in a chemical fume hood. Safety shower and eye bath.
GENERAL HYGIENE MEASURES
Wash contaminated clothing before reuse. Wash thoroughly after
handling.
PERSONAL PROTECTIVE EQUIPMENT
Respiratory Protection: Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US)
or CEN (EU). Where risk assessment shows air-purifying respirators
are appropriate use a full-face respirator with multi-purpose
combination (US) or type ABEK (EN 14387) respirator cartridges as
a backup to engineering controls. If the respirator is the sole
means of protection, use a full-face supplied air respirator.
Hand Protection: Compatible chemical-resistant gloves.
Eye Protection: Chemical safety goggles.

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9 - Physical and Chemical Properties

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Appearance Physical State: Liquid
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Property Value At Temperature or Pressure
pH N/A
BP/BP Range N/A
MP/MP Range N/A
Flash Point N/A
Flammability N/A
Autoignition Temp N/A
Oxidizing Properties N/A
Explosive Properties N/A
Explosion Limits N/A
Vapor Pressure N/A
Partition Coefficient Log Kow: 1,728
Viscosity N/A
Vapor Density N/A
Saturated Vapor Conc. N/A
Evaporation Rate N/A
Bulk Density N/A
Decomposition Temp. N/A
Solvent Content N/A
Water Content N/A
Surface Tension N/A
Conductivity N/A
Miscellaneous Data N/A
Solubility N/A

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10 - Stability and Reactivity

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STABILITY
Stable: Stable.
Materials to Avoid: Strong oxidizing agents.
HAZARDOUS DECOMPOSITION PRODUCTS
Hazardous Decomposition Products: Carbon monoxide, carbon dioxide,
and nitrogen oxides.
HAZARDOUS POLYMERIZATION
Hazardous Polymerization: Will not occur

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11 - Toxicological Information

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SENSITIZATION
Sensitization: Possible sensitizer.
Skin: Prolonged or repeated exposure may cause allergic
reactions in certain sensitive individuals. The preceding data,
or interpretation of data, was determined using Quantitative
Structure Activity Relationship (QSAR) modeling.
ROUTE OF EXPOSURE
Skin Contact: Causes skin irritation.
Skin Absorption: May be harmful if absorbed through the skin.
Eye Contact: Causes severe eye irritation.
Inhalation: Material is irritating to mucous membranes and upper
respiratory tract. May be harmful if inhaled.
Ingestion: Toxic if swallowed.

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12 - Ecological Information

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No data available.
ALDRICH www.molbase.com

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13 - Disposal Considerations

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SUBSTANCE DISPOSAL
Contact a licensed professional waste disposal service to dispose
of this material. Dissolve or mix the material with a combustible
solvent and burn in a chemical incinerator equipped with an
afterburner and scrubber. Observe all federal, state, and local
environmental regulations.

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14 - Transport Information

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RID/ADR
UN#: 2810
Class: 6.1
PG: III
Proper Shipping Name: Toxic liquid, organic, n.o.s.
IMDG
UN#: 2810
Class: 6.1
PG: III
Proper Shipping Name: Toxic liquid, organic, n.o.s.
Marine Pollutant: No
Severe Marine Pollutant: No
Technical Name: Required
IATA
UN#: 2810
Class: 6.1
PG: III
Proper Shipping Name: Toxic liquid, organic, n.o.s.
Inhalation Packing Group I: No
Technical Name: Required

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15 - Regulatory Information

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CLASSIFICATION AND LABELING ACCORDING TO EU DIRECTIVES
INDICATION OF DANGER: Xn
Harmful.
R-PHRASES: 22-37/38-41
Harmful if swallowed. Irritating to respiratory system and
skin. Risk of serious damage to eyes.
S-PHRASES: 26-36/37/39
In case of contact with eyes, rinse immediately with plenty of
water and seek medical advice. Wear suitable protective
clothing, gloves, and eye/face protection.

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16 - Other Information

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WARRANTY
The above information is believed to be correct but does not
purport to be all inclusive and shall be used only as a guide. The
information in this document is based on the present state of our
knowledge and is applicable to the product with regard to
appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Inc.,
shall not be held liable for any damage resulting from handling or
from contact with the above product. See reverse side of invoice
or packing slip for additional terms and conditions of sale.
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Copyright 2010 Co. License granted to make
unlimitedpaper copies for internal use only.
DISCLAIMER
For R&D use only. Not for drug, household or other uses.
ALDRICH www.molbase.com

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-烯丙氧基吡啶 在 溴 、 高氯酸 作用下， 以 四氯化碳 、 乙醇 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  异构的2-和3-溴甲基取代的2,3-二氢恶唑并[3,2-a]吡啶的脱卤化氢

  摘要：

  3-（溴甲基）二氢恶唑并[3,2-a]溴化吡啶鎓在碱的作用下可得到稳定的非芳族亚甲基结构，仅在超强酸作用下才能转化为芳族恶唑并吡啶鎓阳离子。相反，在相同条件下的2-溴甲基异构体仅提供芳族阳离子。产物的结构通过X射线衍射确认。

  DOI：

  10.1016/j.mencom.2020.03.033
• 作为产物：
  描述：

  2-Alloxy-pyridin-1-oxid 在 indium 、 氯化铵 作用下， 以 甲醇 、 水 为溶剂， 反应 5.0h， 以95%的产率得到2-烯丙氧基吡啶
  参考文献：
  名称：

  Indium-mediated deoxygenation of amine-N-oxides in aqueous media

  摘要：

  Several aromatic and aliphatic amine-N-oxides were deoxygenated to the corresponding amines in good to quantitative yield using indium metal in neutral aqueous media. Other functional groups such as alkenes, halides, eaters, ethers, nitriles, amides and sulfones are unaffected under the present reaction conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00218-5

文献信息

• Auxiliary accelerated reactions: catalytic hydrogenation
  作者：Andrew D. Westwell、Jonathan M. J. Williams

  DOI：10.1039/p19960000001

  日期：——

  In competition experiments, alkenes tethered to pyridyl groups were found to undergo iridium catalysed hydrogenation more quickly than alkenes tethered to phenyl groups. This is in marked contrast to the results for hydrogenation of some of the individual substrates where alkenes tethered to pyridyl groups were reduced much more slowly than their phenyl counterparts.

  在竞争实验中，连接至吡啶基的烯烃被发现比连接至苯基的烯烃更快地经历铱催化氢化。这与一些单一底物的氢化结果形成了鲜明对比，其中连接至吡啶基的烯烃的还原速度远低于其苯基对应物。
• Liquid-crystalline polyester production method
  申请人：Ohtomo Shinji

  公开号：US20050080227A1

  公开（公告）日：2005-04-14

  A liquid-crystalline polyester production method with a shortened reaction time and improved productivity per unit time by using an organic basic compound containing one nitrogen atom in a molecule is achieved by a liquid-crystalline polyester production method comprising carrying out acylation reaction and/or ester-exchange in the presence of an organic basic compound containing one nitrogen atom in one molecule and satisfying the following inequality (1): 0< A+ 0.4× B (1) wherein, A and B satisfy A=(Ec h+ −Ec)/(Ep h+ −Ep)}−1 and B=(φf/φfp)−1; Ec denotes the heat of formation of the organic basic compound; Ec h+ denotes the heat of formation of a compound coordinated by proton; Ep denotes the heat of formation of pyridine; and Ep h+ denotes the heat of formation of pyridine coordinated by proton to the nitrogen atom; φf and φfp independently denote parameters relevant to the steric angles.

  通过使用分子中含有一个氮原子的有机碱性化合物，实现了一种缩短反应时间和提高单位时间生产率的液晶聚酯生产方法，其包括在有机碱性化合物的存在下进行酰化反应和/或酯交换，并满足以下不等式(1)：0
• Nail coating formulation
  申请人：ELI LILLY AND COMPANY

  公开号：EP0000819A1

  公开（公告）日：1979-02-21

  A nail coating formulation which upon drying forms a film which will adhere to keratin of the nail and has a moisture vapor transmission from about 0.1 to about 1.6 mg./cm.2/hr., said formulation comprising an aqueous emulsion of a copolymer having a solids content of from about 30 to about 55 percent, the copolymer having a glass transition temperature within the range of about -10°C. to about 50°C. as determined by differential thermal analysis and being prepared by the aqueous emulsion polymerization of two or more of the following monomers, at least one of which is of formula I or formula II; wherein R is C1-C20 alkyl, phenyl, benzyl, hydroxy- (C1-C4)-alkyl, C1-C4 alkoxy- (C1-C4) alkyl, cyclopentyl, cyclohexyl, furyl, C1-C4 alkylfuryl, tetrahydrofuryl, or C1-C4 alkyltetrahydrofufyl; R1 is hydrogen or methyl; and R2 is hydrogen or C1-C3 alkyl, subject to the limitation that when R is one of the monomers is C1-C4 alkoxy- (C1-C4) alkyl, then R in the other monomer is a group otharthan C1-C4 alkoxy- (C1-C4) alkyl or hydroxy- (C1-C4) alkyl.

  一种指甲涂层配方，干燥后形成一层膜，能附着在指甲的角质层上，并具有从约0.1至约1.6毫克/平方厘米/小时的水分蒸发传输率，该配方包括一个固体含量约为30至55％的共聚物的水乳液，所述共聚物具有约-10℃至约50℃的玻璃转变温度，由差示热分析确定，通过两个或更多以下单体的水乳液聚合制备，其中至少一个为I式或II式的单体：其中R是C1-C20烷基、苯基、苄基、羟基-(C1-C4)-烷基、C1-C4烷氧基-(C1-C4)烷基、环戊基、环己基、呋喃基、C1-C4烷基呋喃基、四氢呋喃基或C1-C4烷基四氢呋喃基；R1是氢或甲基；R2是氢或C1-C3烷基，但当R是其中一个单体为C1-C4烷氧基-(C1-C4)烷基时，另一个单体中的R是除C1-C4烷氧基-(C1-C4)烷基或羟基-(C1-C4)烷基外的其他基团。
• Palladium-Catalyzed Rearrangement/Arylation of 2-Allyloxypyridine Leading to the Synthesis of N-Substituted 2-Pyridones
  作者：Kenichiro Itami、Daisuke Yamazaki、Jun-ichi Yoshida

  DOI：10.1021/ol0346234

  日期：2003.6.1

  [reaction: see text] The Pd-catalyzed one-pot rearrangement/arylation of 2-allyloxypyridine is described. The catalyst/base combination of Pd[P(t-Bu)(3)](2)/Ag(2)CO(3) was found to be optimal for this one-pot rearrangement/arylation. The initial rearrangement of 2-allyloxypyridine was found to be catalyzed by both Pd(0) and Pd(II) complexes with different mechanisms.

  [反应：见正文]描述了Pd催化的2-烯丙氧基吡啶的一锅重排/芳基化反应。发现Pd [P（t-Bu）（3）]（2）/ Ag（2）CO（3）的催化剂/碱组合对于这种一锅重排/芳构化是最佳的。发现2-烯丙氧基吡啶的初始重排被具有不同机理的Pd（0）和Pd（II）复合物催化。
• Reactivity insights from the allylation of substituted phenols with 2-allyloxy-1-methylpyridinium triflate
  作者：Andrew M. Jacobs、Aaliyah C. Winters、Philip A. Albiniak

  DOI：10.1016/j.tetlet.2022.154293

  日期：2023.1

  Allyl phenyl ethers are efficiently formed by generating 2-allyloxy-1-methylpyridinium triflate in situ followed by reaction with a phenol substrate under mildly basic conditions. Electron-poor phenols give excellent yields of the corresponding allyl phenyl ether, while electron-rich phenols typically give more complicated crude reactions mixtures, and ultimately lower yields of isolated ether product

  通过原位生成 2-allyloxy-1-methylpyridinium triflate 有效地形成烯丙基苯基醚然后在弱碱性条件下与苯酚底物反应。缺电子酚产生相应的烯丙基苯基醚的产率很高，而富电子酚通常会产生更复杂的粗反应混合物，最终分离出的醚产物的产率较低。有趣的是，成功反应的关键因素之一是反应容器的形状和大小，这可能是由于最大化了不溶性熔融氧吡啶盐和其余反应混合物的表面积。添加 dibenzo-18-crown-6 有助于提高反应效率，可能是通过略微提高反应组分的溶解度。这些反应条件表明，这些反应的亲核和亲电组分对于有效反应都很重要，N 1-样。”