sodium 2-nitrobenzenesulfinate | 15898-45-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: sodium 2-nitrobenzenesulfinate
• 英文别名: sodium;2-nitrobenzenesulfinate
• CAS: 15898-45-0
• 化学式: C₆H₄NO₄S*Na
• 分子量: 209.158
• InChiKey: UBODXKXKCBAAHP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.16
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.27
• 氢给体数：
  0.0
• 氢受体数：
  4.0

安全信息

• 海关编码：
  2930909090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Nitrobenzenesulfinic acid sodium
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-Nitrobenzenesulfinic acid sodium
CAS number: 15898-45-0

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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: C6H5NNaO4S
Molecular weight: 210.2

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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, nitrogen oxides, sulfur 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：

  sodium 2-nitrobenzenesulfinate 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 苯 为溶剂， 反应 0.08h， 生成 ortho-nitrophenylsulfinyl chloride
  参考文献：
  名称：

  通过在硫原子上的均质取代形成环状亚磺酸盐和亚磺酰胺。

  摘要：

  DOI：

  10.1002/anie.200503369
• 作为产物：
  描述：

  邻硝基苯磺酰氯 在 碳酸氢钠 、 sodium sulfite 作用下， 以 水 为溶剂， 以43 %的产率得到sodium 2-nitrobenzenesulfinate
  参考文献：
  名称：

  应变释放试剂的快速和可扩展的卤代磺酰化**

  摘要：

  描述了一种在实用、可扩展和温和的条件下进行的应变烃的一锅卤磺酰化反应。具有芳基、杂芳基和烷基取代基的磺酰卤是由亚磺酸盐和方便的卤素原子源原位生成的。这种化学能够合成一系列卤素/磺酰基取代的生物电子等排物和环丁烷，规模高达数十克。Hal=卤素。

  DOI：

  10.1002/anie.202213508

文献信息

• Iodine-Catalyzed Mono- and Disulfenylation of Indoles in PEG₄₀₀ through a Facile Microwave-Assisted Process
  作者：Rajjakfur Rahaman、Pranjit Barman

  DOI：10.1002/ejoc.201701293

  日期：2017.11.16

  An iodine-catalyzed versatile green method for the synthesis of mono- and 2,3-bis-sulfenyl indoles has been presented. Various indoles can react with alkyl or aryl sodium sulfinates using hydrogen peroxide as an oxidizing agent in PEG400 under microwave conditions. This simple method enabled the rapid synthesis of mono- and 2,3-bis-sulfenylindoles with good to excellent yields under metal free conditions

  提出了一种用于合成单-和 2,3-双-亚磺基吲哚的碘催化多功能绿色方法。在微波条件下，使用过氧化氢作为氧化剂在 PEG400 中，各种吲哚可以与烷基或芳基亚磺酸钠反应。这种简单的方法能够在无金属条件下快速合成单-和 2,3-双-亚磺基吲哚，收率良好至极好。该协议的显着特点包括环境友好、无味、反应时间短、操作简便、反应条件温和、官能团耐受性好。
• Silver-Catalyzed [2+1] Cyclopropenation of Alkynes with Unstable Diazoalkanes:<i>N</i>-Nosylhydrazones as Room-Temperature Decomposable Diazo Surrogates
  作者：Zhaohong Liu、Qiangqiang Li、Peiqiu Liao、Xihe Bi

  DOI：10.1002/chem.201605335

  日期：2017.4.6

  The [2+1] cycloaddition of alkynes with diazo compounds represents one of the most powerful and reliable methods for the construction of cyclopropenes. However, it remains a formidable challenge to accomplish the cyclopropenation of alkynes with non‐stabilized diazoalkanes, owing to the fact that such compounds are unstable and prone to detonation. Herein, we report a general silver‐catalyzed cyclopropenation

  炔与重氮化合物的[2 + 1]环加成反应是构建环丙烯的最有效和最可靠的方法之一。然而，由于这类化合物不稳定且易于爆炸，因此用非稳定的重氮烷烃完成炔烃的环丙烷化仍是一项艰巨的挑战。在此，我们首次报道了炔烃与不稳定的重氮烷的银催化的环丙烷化反应，这是首次发现和应用了N-壬基hydr唑作为室温可分解的重氮替代物。该方法允许有效地组装各种环丙烯衍生物，否则这些环丙烯衍生物难以通过常规方法来获得。
• Silver-mediated oxidative C–C bond sulfonylation/arylation of methylenecyclopropanes with sodium sulfinates: facile access to 3-sulfonyl-1,2-dihydronaphthalenes
  作者：Yu Liu、Qiao-Lin Wang、Zan Chen、Quan Zhou、Cong-Shan Zhou、Bi-Quan Xiong、Pan-Liang Zhang、Chang-An Yang、Ke-Wen Tang

  DOI：10.1039/c8ob03045f

  日期：——

  sulfonylation/arylation of a C–C σ-bond in methylenecyclopropanes with sodium sulfinates to synthesize various 3-sulfonylated 1,2-dihydronaphthalenes is reported. This sulfonylation/arylation transformation proceeds via a sequence of sulfonylation, C–C σ-bond cleavage and intramolecular cyclization, and the experimental results show that the C–C σ-bond difunctionalization reaction includes a radical process. This

  报道了新型的由AgNO 3介导的亚砜环化的亚甲基环丙烷中的CCσ键的氧化磺酰化/芳基化反应，可以合成各种3-磺酰化的1,2-二氢萘。这种磺酰化/芳基化转变是通过一系列磺酰化，CCσ键裂解和分子内环化过程进行的，实验结果表明，CCσ键双官能化反应包括一个自由基过程。该策略提供了用于C-C键与苯基环和磺酰基团difunctionalization一种简单且方便的路线通过一锅结构的C-S键的和一个新的C-C键。
• Pd-catalyzed ligand-free desulfitative Heck reaction with arenesulfinic acid salts under air
  作者：Sai Hu、Ping Xia、Kai Cheng、Chenze Qi

  DOI：10.1002/aoc.2970

  日期：2013.3

  Palladium‐catalyzed cross‐coupling reactions of various aryl sulfinic acid salts with a wide variety of vinyl substrates have been achieved in good to excellent yields under simple aerobic conditions at 70°C with the assistance of Cu(II) salts. The reaction can be accelerated by the combination of DMSO with THF. The reported Matsuda–Heck type coupling reactions are tolerant to the common functional

  在简单的好氧条件下，借助Cu（II）盐，在70°C的简单好氧条件下，已实现了各种芳基亚磺酸盐与各种乙烯基底物的钯催化交叉偶联反应。DMSO与THF的结合可以加速反应。已报道的Matsuda-Heck型偶联反应可耐受常见的官能团，从而使这些转化成为传统交叉偶联方法的诱人替代品。版权所有©2013 John Wiley＆Sons，Ltd.
• From Phenothiazine to 3-Phenyl-1,4-benzothiazine Derivatives as Inhibitors of the <i>Staphylococcus aureus</i> NorA Multidrug Efflux Pump
  作者：Stefano Sabatini、Glenn W. Kaatz、Gian Maria Rossolini、David Brandini、Arnaldo Fravolini

  DOI：10.1021/jm701623q

  日期：2008.7.1

  Overexpression of efflux pumps is an important mechanism by which bacteria evade effects of substrate antimicrobial agents and inhibition of such pumps is a promising strategy to circumvent this resistance mechanism. NorA is a Staphylococcus aureus multidrug efflux pump, the activity of which confers decreased susceptibility to many structurally unrelated agents, including fluoroquinolones, resulting

  外排泵的过表达是细菌逃避底物抗微生物剂作用的重要机制，抑制这种泵是规避这种耐药机制的有前途的策略。NorA是金黄色葡萄球菌多药外排泵，其活动使许多非结构相关药物（包括氟喹诺酮）的药敏性降低，从而导致了多药耐药（MDR）表型。在这项工作中，设计并合成了一系列1,4-苯并噻嗪衍生物，作为吩噻嗪MDR外排泵抑制剂（EPI）的最小化结构模板，以努力确定更有效的金黄色葡萄球菌NorA EPI。与环丙沙星合用时，几乎所有评估的衍生物均表现出良好的抗金黄色葡萄球菌ATCC 25923的活性。其中一些能够完全恢复在norA过表达菌株（SA-K2378）中的环丙沙星活性。在溴化乙锭（EtBr）外排抑制试验中，化合物6k和7j对SA-1199B（也过表达norA的菌株）显示出良好的活性。