二氟甲磺酰胺 | 50585-74-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 二氟甲磺酰胺
• 英文名称: difluoromethanesulfonamide
• CAS: 50585-74-5
• 化学式: CH₃F₂NO₂S
• mdl: MFCD11099483
• 分子量: 131.103
• InChiKey: CWKHJADKQVHTAU-UHFFFAOYSA-N

物化性质

• 沸点：
  231.1±45.0 °C(Predicted)
• 密度：
  1.618±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  5

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: Difluoromethanesulfonamide
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: Difluoromethanesulfonamide
CAS number: 50585-74-5

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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: CH3F2NO2S
Molecular weight: 131.1

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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 fluoride, 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：

  二氟甲磺酰胺 在 五氯化磷 、 sodium hydroxide 作用下， 反应 4.0h， 生成 ((difluoromethyl)sulfonyl)phosphorimidoyl trichloride
  参考文献：
  名称：

  丙醛烯醇硅烷的限制控制、顺式或反选择性催化不对称 Mukaiyama 醛醇化

  摘要：

  具有顺式或反式立体化学的受保护醛醇（即来自醛的真正醛醇）是许多低聚丙酸酯合成中的通用中间体。这种醛醇的传统立体选择性方法通常需要几个非战略性操作。在这里，我们报告了丙醛的 TBS-或 TES-烯醇硅烷与芳香醛的两种高度对映选择性和非对映选择性催化 Mukaiyama 羟醛反应。我们的反应以催化剂控制的方式直接提供有价值的甲硅烷基保护的丙醛醛醇，无论是合成还是反异构体。我们已经确定了一种特权 IDPi 催化剂基序，该基序专为控制这些醛醇化反应而设计，具有出色的选择性。我们展示了 IDPi 催化剂内核中的单原子修饰，用CF 2 H 基团替换 CF 3基团，如何导致醛的对映面分化发生戏剧性的转变。这种显着效果的起源归因于通过 CF 2 H 基团的非常规 C-H 氢键使催化腔变紧。

  DOI：

  10.1021/jacs.1c07447
• 作为产物：
  描述：

  二氟甲烷磺酰氯 在 氨 作用下， 以 乙醚 为溶剂， 生成 二氟甲磺酰胺
  参考文献：
  名称：

  Preparation of bis (fluoroalkylenesulfonyl) imides and

  摘要：

  一种制备氟烷基磺酰亚胺的方法，包括在非亲核碱存在下，将氟烷基磺酰胺与氟烷基磺酰卤或氟磺酰卤反应。其中一种反应为：Z--R.sub.f --SO.sub.2 NH.sub.2 +Z--R'.sub.f --SO.sub.2 --X+2B(Z--R.sub.f --SO.sub.2)(Z--R'.sub.f --SO.sub.2)N.sup.-.BH.sup.+ +BHX，其中每个Z是氟原子或可聚合的有机官能团，R.sub.f和R'.sub.f是可选含有链间氧或氮的氟烷基，X是卤素原子，B是非亲核碱。可以制备不对称亚胺和聚合亚胺。

  公开号：

  US05874616A1

文献信息

• Experimental and Computational Assessment of Reactivity and Mechanism in C(sp³)–N Bond-Forming Reductive Elimination from Palladium(IV)
  作者：Ian M. Pendleton、Mónica H. Pérez-Temprano、Melanie S. Sanford、Paul M. Zimmerman

  DOI：10.1021/jacs.6b02714

  日期：2016.5.11

  C(sp(3))-N bond-forming reductive elimination from sulfonamide-ligated Pd(IV) complexes. After an initial experimental assessment of reactivity, we used ZStruct, a computational combinatorial reaction finding method, to analyze a large number of multistep mechanisms for this process. This study reveals two facile isomerization pathways connecting the experimentally observed Pd(IV) isomers, along with

  本报告描述了对 C(sp(3))-N 键形成还原消除从磺胺连接 Pd(IV) 配合物的机制的联合实验和计算调查。在对反应性进行初步实验评估后，我们使用 ZStruct（一种计算组合反应发现方法）来分析该过程的大量多步骤机制。该研究揭示了连接实验观察到的 Pd(IV) 异构体的两种简便异构化途径，以及用于 C(sp(3))-N 偶联的两个竞争性 SN2 途径。这些途径之一涉及在内部球体 SN2 型还原消除之前磺酰胺配体的意外氧-氮交换。用一系列磺酰胺衍生物计算的异构化和还原消除的 ΔG(⧧) 值与实验数据非常一致。此外，模拟预测了不同磺胺类药物的相对反应速率，只有在考虑了所提出的操作机制之间的竞争后才能成功。总的来说，这项工作表明，实验研究和新的计算工具的结合可以为复杂的有机金属反应途径提供基本的机械见解。
• [EN] CTPS1 INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE CTPS1 ET LEURS UTILISATIONS
  申请人：NIMBUS CLOTHO INC

  公开号：WO2022087634A1

  公开（公告）日：2022-04-28

  The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of CPTS1, and the treatment of CPTS1-mediated disorders.

  本发明提供了化合物、其组合物以及使用它们抑制CPTS1和治疗CPTS1介导的疾病的方法。
• Preparation of bis (fluoroalkylenesulfonyl) imides and
  申请人：Minnesota Mining and Manufacturing Company

  公开号：US05874616A1

  公开（公告）日：1999-02-23

  A method for preparing fluoroalkylsulfonyl imides by reacting a fluoroalkylsulfonamide with a fluoroalkylsulfonyl halide or a fluorosulfonyl halide in the presence of a non-nucleophilic base. One reaction is: Z--R.sub.f --SO.sub.2 NH.sub.2 +Z--R'.sub.f --SO.sub.2 --X+2B(Z--R.sub.f --SO.sub.2)(Z--R'.sub.f --SO.sub.2)N.sup.-.BH.sup.+ +BHX, where each Z is a fluorine atom or a polymerizable organic functional group, R.sub.f and R'.sub.f are fluoroalkylene groups optionally containing catenary oxygen or nitrogen, X is a halogen atom, and B is a non-nucleophilic base. Unsymmetrical imides and polymeric imides can be prepared.

  一种制备氟烷基磺酰亚胺的方法，包括在非亲核碱存在下，将氟烷基磺酰胺与氟烷基磺酰卤或氟磺酰卤反应。其中一种反应为：Z--R.sub.f --SO.sub.2 NH.sub.2 +Z--R'.sub.f --SO.sub.2 --X+2B(Z--R.sub.f --SO.sub.2)(Z--R'.sub.f --SO.sub.2)N.sup.-.BH.sup.+ +BHX，其中每个Z是氟原子或可聚合的有机官能团，R.sub.f和R'.sub.f是可选含有链间氧或氮的氟烷基，X是卤素原子，B是非亲核碱。可以制备不对称亚胺和聚合亚胺。
• Confinement-Controlled, Either <i>syn</i>- or <i>anti</i>-Selective Catalytic Asymmetric Mukaiyama Aldolizations of Propionaldehyde Enolsilanes
  作者：Tynchtyk Amatov、Nobuya Tsuji、Rajat Maji、Lucas Schreyer、Hui Zhou、Markus Leutzsch、Benjamin List

  DOI：10.1021/jacs.1c07447

  日期：2021.9.15

  Protected aldols (i.e., true aldols derived from aldehydes) with either syn- or anti- stereochemistry are versatile intermediates in many oligopropionate syntheses. Traditional stereoselective approaches to such aldols typically require several nonstrategic operations. Here we report two highly enantioselective and diastereoselective catalytic Mukaiyama aldol reactions of the TBS- or TES- enolsilanes

  具有顺式或反式立体化学的受保护醛醇（即来自醛的真正醛醇）是许多低聚丙酸酯合成中的通用中间体。这种醛醇的传统立体选择性方法通常需要几个非战略性操作。在这里，我们报告了丙醛的 TBS-或 TES-烯醇硅烷与芳香醛的两种高度对映选择性和非对映选择性催化 Mukaiyama 羟醛反应。我们的反应以催化剂控制的方式直接提供有价值的甲硅烷基保护的丙醛醛醇，无论是合成还是反异构体。我们已经确定了一种特权 IDPi 催化剂基序，该基序专为控制这些醛醇化反应而设计，具有出色的选择性。我们展示了 IDPi 催化剂内核中的单原子修饰，用CF 2 H 基团替换 CF 3基团，如何导致醛的对映面分化发生戏剧性的转变。这种显着效果的起源归因于通过 CF 2 H 基团的非常规 C-H 氢键使催化腔变紧。
• Acidites and partition coefficients of fluoromethanesulfonamides
  作者：R. D. Trepka、J. W. Belisle、J. K. Harrington

  DOI：10.1021/jo00922a017

  日期：1974.4