3-氯吡啶-N-氧化物 | 1851-22-5

• 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 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 3-氯吡啶-N-氧化物
• 中文别名: 3-氯吡啶N-氧化物
• 英文名称: 3-chloropyridine-N-oxide
• 英文别名: 3-chloropyridine 1-oxide；3-chloro-1-oxidopyridin-1-ium
• CAS: 1851-22-5
• 化学式: C₅H₄ClNO
• mdl: MFCD00128857
• 分子量: 129.546
• InChiKey: NEXUNCTUUDERGR-UHFFFAOYSA-N

物化性质

• 熔点：
  57-58 °C
• 沸点：
  310.0±15.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.5
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P264,P280,P337+P313,P305+P351+P338,P302+P352,P332+P313,P362
• 危险性描述：
  H315,H319
• 储存条件：
  **Refrigerator**

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Chloropyridine n-oxide
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: 3-Chloropyridine n-oxide
CAS number: 1851-22-5

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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, refrigerated.
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: C5H4ClNO
Molecular weight: 129.5

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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, hydrogen chloride.

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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：

  3-氯吡啶-N-氧化物 在 aluminum nickel 盐酸 、 sodium hydroxide 、 双氧水 、 sodium sulfite 作用下， 以 乙醇 、 水 、 乙二醇 、 异丙醇 为溶剂， 生成 3-吡啶磺酸
  参考文献：
  名称：

  Production of pyridine-3-sulfonic acid

  摘要：

  一种生产无重金属的吡啶-3-磺酸的方法，通过将3-氯吡啶氧化为3-氯吡啶-N-氧化物，然后通过磺酸基替代氯原子，最后还原为吡啶-3-磺酸。该方法可以使用原始的3-氯吡啶-N-氧化物，并在碱性溶液中存在Raney镍的情况下直接进一步反应吡啶-3-磺酸-N-氧化物。

  公开号：

  US05082944A1
• 作为产物：
  描述：

  3-氯吡啶 在 双氧水 作用下， 以 甲醇 为溶剂， 反应 0.05h， 以99%的产率得到3-氯吡啶-N-氧化物
  参考文献：
  名称：

  连续流微反应器促进吡啶衍生物的催化N-氧化反应

  摘要：

  成功构建了一个简单的连续流动微反应器，用于吡啶的N-氧化。连续流动微反应器使用填充床微反应器中的钛硅沸石 (TS-1) 和 H 2 O 2 （在甲醇中作为溶剂）作为催化氧化系统，以高达 99% 的产率形成各种吡啶N-氧化物。与使用间歇反应器相比，该工艺是一种更安全、更环保、更高效的工艺。该装置连续运行800小时以上，催化剂保持良好的活性，为规模化生产提供了巨大潜力。

  DOI：

  10.1055/s-0041-1737490

文献信息

• INHIBITORS OF FLAVIVIRIDAE VIRUSES
  申请人：Canales Eda

  公开号：US20110020278A1

  公开（公告）日：2011-01-27

  Provided are compounds of Formula I: and pharmaceutically acceptable salts and esters thereof. The compounds, compositions, and methods provided are useful for the treatment of Flaviviridae virus infections, particularly hepatitis C infections.

  提供的是I式化合物： 及其药用可接受的盐和酯。所提供的化合物、组合物和方法对于治疗黄病毒科病毒感染，特别是丙型肝炎感染，是有用的。
• Visible‐Light‐Induced <i>ortho</i> ‐Selective Migration on Pyridyl Ring: Trifluoromethylative Pyridylation of Unactivated Alkenes
  作者：Jinwon Jeon、Yu‐Tao He、Sanghoon Shin、Sungwoo Hong

  DOI：10.1002/anie.201912746

  日期：2020.1.2

  alkenes. The overall process is initiated by the selective addition of a CF3 radical to the alkene to provide a nucleophilic alkyl radical intermediate, which enables an intramolecular endo addition exclusively to the ortho-position of the pyridinium salt. Both secondary and tertiary alkyl radicals are well-suited for addition to the C2-position of pyridinium salts to ultimately provide synthetically

  对于未活化的烯烃的位点选择性三氟甲基化吡啶基化，已经实现了在吡啶基环上的光催化邻位选择性迁移。整个过程是通过将CF3自由基选择性地添加到烯烃中以提供亲核烷基自由基中间体而启动的，该中间体能够将分子内的内含物专门添加到吡啶鎓盐的邻位。仲烷基和叔烷基都非常适合于添加吡啶鎓盐的C 2-位，以最终提供具有合成价值的C 2-氟烷基官能化的吡啶。此外，该方法已成功应用于以P为中心的自由基的反应。复杂生物活性分子的后期功能化进一步证明了这种转化的效用。
• Clean protocol for deoxygenation of epoxides to alkenes <i>via</i> catalytic hydrogenation using gold
  作者：Jhonatan L. Fiorio、Liane M. Rossi

  DOI：10.1039/d0cy01695k

  日期：——

  The epoxidation of olefin as a strategy to protect carbon–carbon double bonds is a well-known procedure in organic synthesis, however the reverse reaction, deprotection/deoxygenation of epoxides is much less developed, despite its potential utility for the synthesis of substituted olefins. Here, we disclose a clean protocol for the selective deprotection of epoxides, by combining commercially available

  烯烃的环氧化是保护碳-碳双键的一种策略，是有机合成中众所周知的方法，然而，尽管逆反应，环氧化物的脱保护/脱氧反应却很少开发，尽管它可以用于合成取代的烯烃。在这里，我们通过结合市售的有机磷配体和金纳米颗粒（Au NP）公开了一种用于环氧化物选择性脱保护的清洁方法。除了成功地用于环氧化物的脱氧中，发现的催化体系还能够使用分子氢作为还原剂选择性还原N-氧化物和亚砜。金NP催化剂与亚磷酸三乙酯P（OEt）3结合与仅金纳米颗粒相比，它的反应性明显更高。该方法不仅是在温和条件下的互补的Au催化还原反应，而且是一种选择性还原各种有价值的分子的有效方法，这些分子在合成上不方便，或者通过替代合成方案或使用经典方法难以获得，过渡金属催化剂。
• A lipase–glucose oxidase system for the efficient oxidation of N-heteroaromatic compounds and tertiary amines
  作者：Fengjuan Yang、Xiaowen Zhang、Fengxi Li、Zhi Wang、Lei Wang

  DOI：10.1039/c6gc00780e

  日期：——

  In this work, a lipase-glucose oxidase system has been designed and proved to be an efficient system for the oxidation of N-heteroaromatic compounds and tertiary amines. This dual-enzyme system not...

  在这项工作中，已设计出脂肪酶-葡萄糖氧化酶系统，并证明它是氧化N-杂芳族化合物和叔胺的有效系统。这种双酶系统不能...
• The microwave-assisted ortho-alkylation of azine N-oxides with N-tosylhydrazones catalyzed by copper(<scp>i</scp>) iodide
  作者：Abadh Kishor Jha、Nidhi Jain

  DOI：10.1039/c5cc07833d

  日期：——

  A regioselective direct ortho-alkylation of azine N-oxides has been achieved under ligand-free conditions using copper(i) iodide and microwave conditions.

  在无需配体的情况下，使用铜(I)碘化物和微波条件，已实现了对嗪N-氧化物的区域选择性直接邻-烷基化。