吡啶-2-丙烯酸 | 7340-22-9

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 吡啶-2-丙烯酸
• 中文别名: (E)-3-(吡啶-2基)丙烯酸；2-吡啶丙烯酸；3-(2-吡啶基)丙烯酸,主要为反式；3-(2-吡啶基)丙烯酸
• 英文名称: 3-pyridin-2-yl-acrylic acid
• 英文别名: 3-(2-pyridyl)acrylic acid；3-(2-pyridinyl)acrylic acid；2-pyridineacrylic acid；2-Propenoic acid, 3-(2-pyridinyl)-；3-pyridin-2-ylprop-2-enoic acid
• CAS: 7340-22-9
• 化学式: C₈H₇NO₂
• mdl: MFCD00179422
• 分子量: 149.149
• InChiKey: LKDFTXDJKHGCAC-UHFFFAOYSA-N

物化性质

• 熔点：
  201-203°C
• 沸点：
  304.8±17.0 °C(Predicted)
• 密度：
  1.261±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2933399090
• 安全说明：
  S26,S36/37/39
• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (E)-3-(Pyridin-2-yl)acrylic acid
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: (E)-3-(Pyridin-2-yl)acrylic acid
CAS number: 7340-22-9

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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: C8H7NO2
Molecular weight: 149.1

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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, nitrogen oxides.

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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：

  吡啶-2-丙烯酸 在 草酰氯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 3-(pyridin-2-yl)acryloyl chloride
  参考文献：
  名称：

  异土木香内酯衍生物，其药物组合物及其用途

  摘要：

  本发明涉及一种异土木香内酯衍生物，其药物组合物及其用途，特别是式（I）所示的异土木香内酯衍生物或其盐药物化合物，在制备治疗癌症的药物和在制备治疗癌症的辅助药物中的用途，含有治疗有效量的异土木香内酯衍生物（I）或其盐及药学上可接受的载体的药物组合物或与其他抗癌药物的组合物。（I）。

  公开号：

  CN109206389B
• 作为产物：
  描述：

  吡啶-2-甲醛 、 丙二酸 在 哌啶 、 吡啶 作用下， 反应 5.0h， 生成 吡啶-2-丙烯酸
  参考文献：
  名称：

  TiO2光催化的自由基阳离子乙烯基环丙烷重排。

  摘要：

  描述了在高氯酸锂/硝基甲烷溶液中通过TiO2光催化进行的自由基阳离子乙烯基环丙烷重排。该反应由氧化性单电子转移触发，然后环丙烷立即开环以生成作为唯一反应性中间体的二甲苯基阳离子。这种方法也可以应用于乙烯基环丁烷，从而构建六元环。在初步机理研究的基础上，提出了通过二阶自由基阳离子的逐步机理，并得到密度泛函理论计算的支持。

  DOI：

  10.1021/acs.joc.0c00544

文献信息

• 一种石蒜碱β-芳基丙烯酸酯衍生物及其制备方法和用途
  申请人：山东达因海洋生物制药股份有限公司

  公开号：CN113416199B

  公开（公告）日：2022-03-01

  本申请提供一种石蒜碱β‑芳基丙烯酸酯衍生物及其制备方法和应用。所述石蒜碱β‑芳基丙烯酸酯衍生物具有式I所示结构：其中，Ar为C6‑12芳烃或C3‑10芳杂环，所述的芳杂环中的杂原子选自N、O、S；R为Ar上的取代基，为单取代或多取代，R独立地选自氢、卤素、卤代C1‑6烷基、卤代C1‑6烷氧基、硝基、羟基、C1‑6烷基、C1‑6烷氧基、C2‑6链烯基氧基、C2‑6烯基、C3‑6环烷基、苯基。所述石蒜碱β‑芳基丙烯酸酯衍生物具有良好的抗肿瘤活性，具有较好的药用前景。
• Electrosynthesis of (<i>E</i>)-Vinyl Thiocyanates from Cinnamic Acids via Decarboxylative Coupling Reaction
  作者：Shun-Ming Yang、Tian-Jun He、Dian-Zhao Lin、Jing-Mei Huang

  DOI：10.1021/acs.orglett.8b04136

  日期：2019.4.5

  Thiocyanate compounds are key intermediates in the synthesis of pharmaceuticals and other sulfur-containing organic compounds. Herein, we first report an electrochemical protocol to synthesize vinyl thiocyanates from decarboxylative coupling of cinnamic acids with NH4SCN in aqueous solution. This method provides thiocyanation products with broad functional group tolerance under ambient conditions.

  硫氰酸盐化合物是药物和其他含硫有机化合物合成中的关键中间体。在这里，我们首先报告电化学方案，由肉桂酸与NH 4 SCN在水溶液中脱羧偶联合成硫氰酸乙烯基酯。该方法在环境条件下为硫氰化产物提供了宽泛的官能团耐受性。
• Half-sandwich rhodium and iridium fragments and carboxylate ligands as building blocks for the formation of metallamacrocycles
  作者：Lin Lin、Qi-Jia Fan、Guo-Xin Jin

  DOI：10.1016/j.jorganchem.2016.11.014

  日期：2017.2

  half-sandwich rhodium and iridium complexes containing carboxylate ligands were synthesized and characterized. Reactions between [Cp∗MCl2]2 (M = Ir or Rh) and 1,3,6-bis(2-pyridyl)-1,2,4,5-tetrazine (L1) gave binuclear complexes 1 and 2 under different conditions. The half-sandwich iridium and rhodium metallamacrocycles complexes 3–5 were constructed in a stepwise manner by the addition of carboxylate

  合成并表征了一系列含有羧酸盐配体的半三明治铑和铱配合物。[Cp ∗ MCl 2 ] 2（M = Ir或Rh）与1,3,6-双（2-吡啶基）-1,2,4,5-四嗪（L1）之间的反应在不同条件下得到双核络合物1和2条件。的半夹心和铱铑metallamacrocycles络合物3 - 5以逐步的方式通过添加羧酸根配体（乙酸钠或吡嗪-2,3-二羧酸或3-（2-吡啶基）丙烯酸的共轭碱的构建）到由[Cp ∗ MCl2 ] 2（M = Rh或Ir）分别带有线性N，N'-供体配体（4,4'-联吡啶或反式-1,2-双（4-吡啶基）乙烯）。通过元素分析，IR，1 H NMR光谱和单晶X射线衍射确认了双核配合物和四核大环的结构。
• Iodine-mediated synthesis of (E)-vinyl sulfones from sodium sulfinates and cinnamic acids in aqueous medium
  作者：Jian Gao、Junyi Lai、Gaoqing Yuan

  DOI：10.1039/c5ra10896a

  日期：——

  With water as the reaction medium, a green and efficient method has been developed for the synthesis of (E)-vinyl sulfones via I2-mediated decarboxylative cross-coupling reactions of sodium sulfinates with cinnamic acids. This synthetic route could effectively avoid the use of toxic organic solvents and transition metal catalysts, and the target products could be obtained with moderate to excellent

  以水为反应介质，已经开发了一种绿色有效的方法，用于通过亚磺酸钠与肉桂酸的I 2介导的脱羧交叉偶联反应合成（E）-乙烯基砜。该合成路线可有效避免使用有毒的有机溶剂和过渡金属催化剂，在绿色和温和的条件下，可以以中等至极好的收率获得目标产物。
• Copper-Catalyzed Decarboxylative Difluoroalkylation and Perfluoroalkylation of α,β-Unsaturated Carboxylic Acids
  作者：Yin-Long Lai、Dian-Zhao Lin、Jing-Mei Huang

  DOI：10.1021/acs.joc.6b02613

  日期：2017.1.6

  Copper-catalyzed decarboxylative difluoroalkylation and perfluoroalkylation of α,β-unsaturated carboxylic acids is described. Promoted by dialkyl phosphite, this novel reaction affords fluoroalkylated motifs with excellent stereoselectivity and broad substrate scope under mild reaction conditions from readily available fluoroalkyl iodides and bromides. Preliminary mechanism study suggests that radical

  描述了铜催化的α，β-不饱和羧酸的脱羧二氟烷基化和全氟烷基化。在亚磷酸二烷基酯的促进下，这种新颖的反应在温和的反应条件下，由易得的氟代烷基碘和溴化物提供了具有出色的立体选择性和广泛的底物范围的氟代烷基化基序。初步的机理研究表明自由基途径参与了催化循环，亚磷酸二烷基酯在该反应中起着不可或缺的作用。