1-苯磺酰基咪唑 | 46248-01-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-苯磺酰基咪唑
• 英文名称: 1-(phenylsulfonyl)-1H-imidazole
• 英文别名: 1-benzenesulfonylimidazole；1-Benzolsulfonyl-imidazol；Benzolsulfonsaeure-imidazolid；1-(benzenesulfonyl)imidazole
• CAS: 46248-01-5
• 化学式: C₉H₈N₂O₂S
• 分子量: 208.241
• InChiKey: WOKXNHIYUMJTHA-UHFFFAOYSA-N

物化性质

• 熔点：
  75-76 °C
• 沸点：
  404.4±28.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933290090
• 储存条件：
  室温、密封、干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-(Phenylsulfonyl)-1H-imidazole
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: 1-(Phenylsulfonyl)-1H-imidazole
CAS number: 46248-01-5

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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.
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: C9H8N2O2S
Molecular weight: 208.2

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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：

  1-苯磺酰基咪唑 在 一水合肼 作用下， 反应 0.02h， 生成 苯磺酰肼
  参考文献：
  名称：

  Khan, Khalid Mohammed; Salar, Uzma; Fakhri, Muhammad Imran, Letters in Organic Chemistry, 2015, vol. 12, # 9, p. 637 - 644

  摘要：

  DOI：
• 作为产物：
  描述：

  苯磺酰氯 在 四丁基溴化铵 、 一水合肼 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 2.5h， 生成 1-苯磺酰基咪唑
  参考文献：
  名称：

  10.1039/d4gc02474e

  摘要：

  DOI：

  10.1039/d4gc02474e

文献信息

• Stereoselective Radical Aryl Migration Reactions from Sulfur to Carbon
  作者：Martin Bossart、Roger Fässler、Jan Schoenberger、Armido Studer

  DOI：10.1002/1099-0690(200208)2002:16<2742::aid-ejoc2742>3.0.co;2-r

  日期：2002.8

  Stereoselective aryl migration reactions from sulfur in sulfonates and sulfonamides to C-centered radicals are reported. The 1,5-aryl migration from sulfur to differently substituted C-centered radicals could be performed with high yields and selectivities. Functionalized aryl groups could also be transferred by this new method. A model to explain the stereochemical outcome of the reaction is presented and some

  报道了从磺酸盐和磺酰胺中的硫到 C 中心自由基的立体选择性芳基迁移反应。从硫到不同取代的 C 中心自由基的 1,5-芳基迁移可以以高产率和选择性进行。官能化的芳基也可以通过这种新方法转移。提出了解释反应立体化学结果的模型，并讨论了该反应的一些机理方面。从亚磺酸盐中的硫到碳自由基的芳基迁移反应效率较低，并且根本没有观察到芳基亚砜中的相应迁移。(© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
• 一种咪唑及三氮唑磺酰化的方法
  申请人：南昌大学

  公开号：CN107501194A

  公开（公告）日：2017-12-22

  一种咪唑及三氮唑磺酰化的方法，其特征是在有机溶剂中，加入少量的碱，以N‑氟代双苯磺酰胺为磺酰源，咪唑及其衍生物或三氮唑及其衍生物，在70℃下反应12h；反应结束后抽干溶剂，V/石油醚:V/乙酸乙酯＝25:2柱层析分离，得到磺酰化的咪唑及三氮唑。本发明具有以下优点：(1)以碱为添加剂，由咪唑及三氮唑与NFSI进行反应，一步即可实现咪唑、三氮唑的磺酰化，该反应原料廉价易得，合成工艺简单，可操作性强；(2)反应无需催化剂。
• Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols
  作者：Gabriele Laudadio、Efstathios Barmpoutsis、Christiane Schotten、Lisa Struik、Sebastian Govaerts、Duncan L. Browne、Timothy Noël

  DOI：10.1021/jacs.9b02266

  日期：2019.4.10

  continuous development of novel and efficient synthetic methods to access these functional groups. Herein, we report an environmentally benign electrochemical method which enables the oxidative coupling between thiols and amines, two readily available and inexpensive commodity chemicals. The transformation is completely driven by electricity, does not require any sacrificial reagent or additional catalysts

  磺酰胺是药物和农用化学品中的关键基序，推动了对获取这些官能团的新型有效合成方法的不断开发。在此，我们报告了一种环境友好的电化学方法，该方法可以实现硫醇和胺之间的氧化偶联，这两种容易获得且价格低廉的商品化学品。转化完全由电力驱动，不需要任何牺牲试剂或额外的催化剂，只需5分钟即可完成。氢气在对电极处作为良性副产物形成。由于反应条件温和，该反应显示出广泛的底物范围和官能团兼容性。
• Convenient sulfonylation of imidazoles and triazoles using NFSI
  作者：Kun Jie、Yufeng Wang、Ling Huang、Shengmei Guo、Hu Cai

  DOI：10.1080/17415993.2018.1480725

  日期：2018.9.3

  ABSTRACT A protocol for the synthesis of N-sulfonyl imidazoles and triazoles has been achieved using N-Fluorobenzenesulfonimide as a sulfonyl source. This reaction proceeded well in the absence of strong bases and catalysts, providing a convenient alternative method for the preparation of N-sulfonyl imidazoles as well as triazoles. GRAPHICAL ABSTRACT

  摘要 使用 N-氟苯磺酰亚胺作为磺酰基源，已经实现了合成 N-磺酰基咪唑和三唑的方案。该反应在没有强碱和催化剂的情况下进行得很好，为制备 N-磺酰基咪唑和三唑提供了一种方便的替代方法。图形概要
• Highly Efficient Preparation of Amides from Aminium Carboxylates Using N-(p-toluenesulfonyl) Imidazole
  作者：Somayeh Behrouz、Mohammad Navid Soltani Rad、Elham Forouhari

  DOI：10.3184/174751916x14531325057887

  日期：2016.2

  N-(p-toluenesulfonyl)imidazole in the presence of triethylamine in DMF at 100 °C afforded the corresponding amides in good to excellent yields. N-(p-Toluenesulfonyl)imidazole proved to be a highly efficient coupling reagent for the preparation of numerous structurally diverse primary, secondary and tertiary amides.

  在三乙胺的存在下，在 DMF 中，在 100 °C 下用 N-（对甲苯磺酰基）咪唑处理羧酸铵，得到相应的酰胺，收率良好至极好。N-（对甲苯磺酰基）咪唑被证明是一种高效的偶联剂，可用于制备多种结构不同的伯、仲和叔酰胺。