4-硝基吡啶 | 1122-61-8

• 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1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 4-硝基吡啶
• 英文名称: 4-nitropyridine
• CAS: 1122-61-8
• 化学式: C₅H₄N₂O₂
• mdl: MFCD00054554
• 分子量: 124.099
• InChiKey: FEXIEMAAKBNTFK-UHFFFAOYSA-N

物化性质

• 熔点：
  500 °C
• 沸点：
  85 °C(Press: 15 Torr)
• 密度：
  1.313±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 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：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 安全说明：
  S26
• WGK Germany：
  3
• 海关编码：
  2933399090
• 危险品标志：
  Xn
• 危险类别码：
  R22,R36/37/38
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H332,H335,H319,H315
• 储存条件：
  2-8℃

SDS

Name:	4-Nitropyridine Material Safety Data Sheet
Synonym:
CAS:	1122-61-8

Section 1 - Chemical Product MSDS Name:4-Nitropyridine Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1122-61-8	4-Nitropyridine		unlisted

Hazard Symbols: XN F
Risk Phrases: 11 20/21/22

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Highly flammable. Harmful by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Flammable solid.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

---

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Flammables-area.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1122-61-8: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystals
Color: yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 50 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: Slightly soluble.
Specific Gravity/Density:
Molecular Formula: C5H4N2O2
Molecular Weight: 124.0402

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1122-61-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Nitropyridine - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN F
Risk Phrases:
R 11 Highly flammable.
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 16 Keep away from sources of ignition - No
smoking.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 1122-61-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1122-61-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1122-61-8 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-硝基吡啶 在 三乙胺 作用下， 以 水 为溶剂， 反应 6.0h， 以92%的产率得到4-氨基吡啶
  参考文献：
  名称：

  聚甲基氢硅氧烷衍生的钯纳米粒子，用于水中脂肪族和芳香族硝基化合物的化学和区域选择性氢化†

  摘要：

  通过使用环保的氢化剂聚甲基氢硅氧烷，在NAP-氧化镁载体上高效聚硅氧烷稳定的“ Pd”纳米颗粒，已经实现了将多种脂族，不饱和，芳族和杂芳族硝基化合物进行化学和区域选择性加氢成相应的胺的作用。 [PMHS]在水中。通过还原NAP-Mg-PdCl 4制备高度稳定且活性高的Pd纳米颗粒用作还原剂和封端剂的PMHS。在NAP-MgO催化剂上分散良好的钯纳米颗粒在二硝基苯氢化成相应的硝基苯胺中也显示出极好的区域选择性。该催化剂在氢化反应期间具有抗烧结的高耐久性，并且可以在不损失其活性的情况下重复使用。

  DOI：

  10.1039/c4ra01333f
• 作为产物：
  描述：

  4-甲基吡啶 在 双氧水 、 溶剂黄146 作用下， 反应 18.0h， 生成 4-硝基吡啶
  参考文献：
  名称：

  一种4-吡啶甲醛的合成方法

  摘要：

  本发明涉及机化学领域，具体的说是一种4‑吡啶甲醛的合成方法，包括以下步骤：1、以4‑甲基吡啶为原料，在酸性条件下，通过氧化反应得到4‑吡啶氮氧化物；2、所述4‑吡啶氮氧化物通过醋酐酰化重排合成乙酸‑4‑吡啶甲酯；3、所述乙酸‑4‑吡啶甲酯水解得到4‑吡啶甲醇；4、所述4‑吡啶甲醇通过氧化反应得到4‑吡啶甲醛。采用上述合成方法后，本发明以4‑甲基吡啶为原料，经N‑氧化、重排、水解后得到4‑吡啶甲醇，然后进一步氧化得到4‑吡啶甲醛。本发明的合成方法总收率高、原料价格便宜、反应时间短、条件温和、工艺操作简单。

  公开号：

  CN107311918A
• 作为试剂：
  描述：

  在 4-硝基吡啶 、 ammonium dihydrogen phosphate 、 manganese(II) fluoride 、 2,2,6,6-四甲基哌啶氧化物 、 四丁基溴化铵 、 氧气 、 溶剂黄146 、 2,3-丁二酮 、 molybdenum(VI) oxide 作用下， 以 十二烷 、 邻二氯苯 为溶剂， 140.0 ℃ 、2.0 MPa 条件下， 反应 96.0h， 以72%的产率得到4,4',4"-(benzene-1,3,5-triyl-tris(biphenyl-4,4'-diyl))tribenzoic acid
  参考文献：
  名称：

  一种制备多联苯多酸单体的方法

  摘要：

  本发明涉及一种制备多联苯多酸单体的方法。所述方法包括步骤：于惰性溶剂中，在金属盐催化下，在使用或不使用配体的情况下，在使用或不使用添加剂A作为共催化剂及使用或不使用添加剂B作为共催化剂的情况下，将多甲基多联苯与氧化剂发生反应，从而得到多联苯多甲酸类单体。本发明提供了一种条件相对温和、操作简便、污染小、经济成本低的制备多联苯多酸的方法。可用于合成金属‑有机框架材料(MOF)或自组装材料。

  公开号：

  CN107759460A

文献信息

• Cobalt nanoclusters coated with N-doped carbon for chemoselective nitroarene hydrogenation and tandem reactions in water
  作者：Silvia Gutiérrez-Tarriño、Sergio Rojas-Buzo、Christian W. Lopes、Giovanni Agostini、Jose. J. Calvino、Avelino Corma、Pascual Oña-Burgos

  DOI：10.1039/d1gc00706h

  日期：——

  selective non-noble metal-based catalysts for the chemoselective reduction of nitro compounds in aquo media under mild conditions is an attractive research area. Herein, the synthesis of subnanometric and stable cobalt nanoclusters, covered by N-doped carbon layers as core–shell (Co@NC-800), for the chemoselective reduction of nitroarenes is reported. The Co@NC-800 catalyst was prepared by the pyrolysis

  用于在温和条件下化学选择性还原水介质中硝基化合物的活性和选择性非贵金属基催化剂的开发是一个有吸引力的研究领域。在此，报道了合成亚纳米和稳定的钴纳米团簇，由 N 掺杂的碳层作为核 - 壳层（Co@NC-800）覆盖，用于硝基芳烃的化学选择性还原。所述钴@ NC-800催化剂是由钴（TPY）的热解制备的2复合浸渍在 Vulcan 碳上。事实上，基于六个 N-Co 键的分子复合物的使用推动了由 N 掺杂碳层覆盖的明确和分布的钴核-壳纳米簇的形成。为了阐明它的性质，它已经通过使用几种先进的技术来充分表征。此外，这种制备的催化剂在温和的反应条件下对用H 2还原硝基化合物显示出高活性、化学选择性和稳定性。水被用作绿色溶剂，改善了之前基于钴催化剂的结果。此外，Co@NC-800通过硝基芳烃的还原胺化，该催化剂对于一锅合成仲芳基胺和异吲哚啉酮也具有活性和选择性。最后，基于衍射和光谱研究，已提出具有表面 Co​​N
• Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications
  作者：Lixing Zhao、Chenyang Hu、Xuefeng Cong、Gongda Deng、Liu Leo Liu、Meiming Luo、Xiaoming Zeng

  DOI：10.1021/jacs.0c12318

  日期：2021.1.27

  Transition metal catalysis that utilizes N-heterocyclic carbenes as noninnocent ligands in promoting transformations has not been well studied. We report here a cyclic (alkyl)(amino)carbene (CAAC) ligand-promoted nitro deoxygenative hydroboration with cost-effective chromium catalysis. Using 1 mol % of CAAC-Cr precatalyst, the addition of HBpin to nitro scaffolds leads to deoxygenation, allowing for

  利用 N-杂环卡宾作为非无害配体促进转化的过渡金属催化尚未得到很好的研究。我们在这里报告了具有成本效益的铬催化的环状（烷基）（氨基）卡宾（CAAC）配体促进的硝基脱氧硼氢化反应。使用 1 mol % 的 CAAC-Cr 预催化剂，将 HBpin 添加到硝基支架上会导致脱氧，从而保留各种可还原的官能团和敏感基团对硼氢化的相容性，从而提供一种温和、化学选择性和易于形成的策略苯胺，以及杂芳基和脂肪胺衍生物，具有广泛的范围和特别高的转换数（高达 1.8 × 106）。基于理论计算的机械研究，表明CAAC配体在促进HBpin氢化物极性反转中起重要作用；它用作 H 穿梭以促进脱氧硼氢化。通过这种策略制备的几种市售药物突出了其在药物化学中的潜在应用。
• Application of Silicon-Initiated Water Splitting for the Reduction of Organic Substrates
  作者：Ashot Gevorgyan、Satenik Mkrtchyan、Tatevik Grigoryan、Viktor O. Iaroshenko

  DOI：10.1002/cplu.201800131

  日期：2018.5

  several important classes of organic compounds is described. It is found that the reductive water splitting can be promoted by several metalloids among which silicon shows the best efficiency. The developed methodologies were applied for the reduction of nitro compounds, N-oxides, sulfoxides, alkenes, alkynes, hydrodehalogenation as well as for the gram-scale synthesis of several substrates of industrial

  描述了使用水作为氢的供体，其适合于还原几种重要类别的有机化合物。发现还原水分解可以通过几种准金属来促进，其中硅显示出最佳的效率。所开发的方法学被用于还原硝基化合物，N-氧化物，亚砜，烯烃，炔烃，加氢脱卤作用以及几种工业上具有重要意义的底物的克级合成。
• Stable and reusable platinum nanocatalyst: an efficient chemoselective reduction of nitroarenes in water
  作者：Surya Srinivas Kotha、Nidhi Sharma、Govindasamy Sekar

  DOI：10.1016/j.tetlet.2016.01.111

  日期：2016.3

  Binaphthyl stabilized Pt nanoparticles (Pt-BNP) have been synthesized, characterized, and utilized as an efficient heterogeneous catalyst for chemoselective reduction of nitroarenes at room temperature in water. Several sensitive functional groups like ketone, ester, acid, amide, halides, and nitrile were well tolerated in this chemoselective reduction. The Pt-BNP catalyst was quantitatively recovered

  已经合成，表征了萘并萘基稳定的Pt纳米颗粒（Pt-BNP），并用作在室温下水中化学选择性还原硝基芳烃的高效多相催化剂。在这种化学选择性还原反应中，对酮，酯，酸，酰胺，卤化物和腈等几个敏感的官能团具有很好的耐受性。定量回收了Pt-BNP催化剂，而粒径和反应性没有任何大的变化，然后有效地重复使用了五个催化循环。
• Simple RuCl ₃ ‐catalyzed <i>N</i> ‐Methylation of Amines and Transfer Hydrogenation of Nitroarenes using Methanol
  作者：Naina Sarki、Vishakha Goyal、Nitin Kumar Tyagi、Puttaswamy、Anand Narani、Anjan Ray、Kishore Natte

  DOI：10.1002/cctc.202001937

  日期：2021.4.9

  readily available feedstock chemicals, highlighting synthetic value of this advanced N‐methylation reaction. Using this platform, we also attempted tandem reactions with selected nitroarenes to convert them into corresponding N‐methylated amines using MeOH under H2‐free conditions including transfer hydrogenation of nitroarenes‐to‐anilines and prepared drug molecules (e. g., benzocaine and butamben) as well

  甲醇是潜在的氢源和C 1合成子，在化学合成和能源技术中都有有趣的应用。在有机合成中有效利用这种简单的醇具有至关重要的意义，并引起了科学兴趣。本文中，我们报道了一种清洁且具有成本竞争力的方法，该方法使用甲醇作为C 1合成子和H 2源，通过使用相对便宜的RuCl 3 .xH 2 O作为无配体催化剂，对胺进行选择性N-甲基化。这种易于获得的催化剂可耐受各种包含缺电子基团和供电子基团的胺，并使它们转化为相应的N甲基化产品，产率中等至优异。此外，很少有市售的药剂（例如文拉法辛和丙咪嗪）是通过后期功能化从容易获得的原料化学品中成功合成的，从而突出了这种先进的N-甲基化反应的合成价值。在该平台上，我们还尝试与选定的硝基芳烃进行串联反应，以在H 2下使用MeOH将它们转化为相应的N甲基化胺。无条件的条件包括硝基芳烃到苯胺的转移氢化以及制备的药物分子（例如苯佐卡因和丁苯本）以及关键的医药中间体。我们进一步使

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