2-(N,N-diethylaminosulfonyl)nitrobenzene | 77925-51-0

• 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: 2-(N,N-diethylaminosulfonyl)nitrobenzene
• 英文别名: N,N-diethyl-2-nitrobenzenesulfonamide；N,N-diethyl-o-nitrobenzenesulfonamide；N,N-diethyl-o-nitrophenylsulfonamide；o-nitro-N,N-diethylbenzenesulfonamide；2-nitro-benzenesulfonic acid diethylamide；2-Nitro-benzolsulfonsaeure-diaethylamid
• CAS: 77925-51-0
• 化学式: C₁₀H₁₄N₂O₄S
• mdl: MFCD00577600
• 分子量: 258.298
• InChiKey: TVZZRXKFWHHNMB-UHFFFAOYSA-N

物化性质

• 熔点：
  43 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• 沸点：
  393.9±44.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  80.52
• 氢给体数：
  0.0
• 氢受体数：
  4.0

安全信息

• 海关编码：
  2935009090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N,N-Diethyl-2-nitrobenzenesulfonamide
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: N,N-Diethyl-2-nitrobenzenesulfonamide
CAS number: 77925-51-0

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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: C10H14N2O4S
Molecular weight: 258.3

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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：

  2-(N,N-diethylaminosulfonyl)nitrobenzene 在 lithium aluminium tetrahydride 、 四氯化钛 作用下， 以 乙醚 为溶剂， 反应 0.42h， 以90%的产率得到2-氨基-N,N-二乙基苯磺酰胺
  参考文献：
  名称：

  LiAlH 4 / TiCl 4还原芳香族硝基化合物的简单合成苯胺

  摘要：

  已开发出快速有效的取代苯胺单步合成法。通过使用还原系统还原芳族硝基化合物，该还原系统是由过量的LiAlH 4对TiCl 4的作用所产生的。从相应的硝基化合物开始，以高收率和高纯度合成了被不同官能团取代的苯胺。所开发的方法适用于同时具有吸电子和给电子取代基的硝基芳族化合物。具有电子给体取代基的基材需要大量过量的LiAlH 4。制备的反应物体系的还原能力取决于所使用的LiAlH 4和TiCl 4的摩尔比。

  DOI：

  10.1016/j.tetlet.2015.07.089
• 作为产物：
  描述：

  2-硝基苯重氮氯化物 在 二氧化硫 、 copper(l) chloride 作用下， 生成 2-(N,N-diethylaminosulfonyl)nitrobenzene
  参考文献：
  名称：

  Gialdi et al., Farmaco, Edizione Scientifica, 1959, vol. 14, p. 751,761

  摘要：

  DOI：

文献信息

• Primary sulfonamide as a coupling partner: Copper(I)-catalyzed regioselective cross-coupling of 2-nitro benzenesulfonamides with thiol through the cleavage of Ar–SO₂NH₂ bonds
  作者：Junmin Chen、Kuo Zhang、Yongli Zhao、Shouzhi Pu

  DOI：10.1080/00397911.2018.1441420

  日期：2018.6.3

  article, we have presented a novel and efficient method for the direct synthesis of unsymmetrical sulfides through the copper(I)-catalyzed cross-coupling of 2-nitro benzenesulfonamides with thiols in the presence of catalytic amount of CuI in DMF as solvent at 100 °C. In addition, the products were obtained in high to excellent yields. More importantly, the novel system showed the primary 2-nitro benzenesulfonamides

  摘要 在本文中，我们提出了一种新的有效方法，通过铜（I）催化的 2-硝基苯磺酰胺与硫醇的交叉偶联，在 DMF 中存在催化量的 CuI 作为溶剂，直接合成不对称硫化物。在 100°C。此外，产品以高到极好的收率获得。更重要的是，新系统显示初级 2-硝基苯磺酰胺作为新的偶联伙伴，并通过 Ar-SO2NH2 键的断裂区域选择性地促进 C-S 键形成转化。图形概要
• Metal-free synthesis of sulfonamides via iodine-catalyzed oxidative coupling of sulfonyl hydrazides and amines
  作者：Santosh Kumar Reddy Parumala、Rama Krishna Peddinti

  DOI：10.1016/j.tetlet.2016.02.009

  日期：2016.3

  A novel, rapid, and environmentally-friendly protocol for the synthesis of sulfonamides using iodine as catalyst under solvent-free conditions is described. This method involves the oxidative coupling of sulfonyl hydrazides and amines in the presence of catalytic amount of iodine using TBHP as oxidant. This protocol does not require purification techniques such as column chromatography and recrystalization

  描述了一种在无溶剂条件下使用碘作为催化剂合成磺酰胺的新颖，快速且环境友好的方案。该方法涉及在使用TBHP作为氧化剂的催化量碘存在下，磺酰肼和胺的氧化偶联。该方案不需要纯化技术，例如柱色谱法和重结晶法。
• N(Substituted phenylsulfonyl) N'(substituted cyumidin-2-yl) ureas
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04310346A1

  公开（公告）日：1982-01-12

  This invention relates to N(Substituted Phenylsulfonyl) N'(Substituted Pyrimidinyl) urea compounds having the formulae I and IA ##STR1## to agricultural compositions containing them and to their methods of use as general as well as selective pre- and post-emergence herbicides and as plant growth regulants.

  这项发明涉及具有以下式I和IA的N（取代苯基磺酰基）N'（取代嘧啶基）脲化合物 到包含它们的农业组合物以及作为一般和选择性的前后出苗除草剂和植物生长调节剂的使用方法。
• Herbicidal N-(pyridinylaminocarbonyl)benzenesulfonamides
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04372778A1

  公开（公告）日：1983-02-08

  N-(Pyridinylaminocarbonyl)benzenesulfonamides are useful for the regulation of plant growth and as pre-emergence and post-emergence herbicides.

  N-(吡啶基氨基甲酰基)苯磺酰胺可用于调节植物生长并作为除草剂的预发芽和后发芽剂。
• Herbicidal sulfonamides
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04417917A1

  公开（公告）日：1983-11-29

  Certain benzene-1,2-disulfonic acid derivatives are useful as agricultural chemicals, and in particular as herbicides.

  某些苯-1,2-二磺酸衍生物可用作农药，特别是除草剂。