双(三氟甲基磺酰基)亚胺钠盐 | 91742-21-1

• 物质功能分类: 有机原料 - 氨基化合物
• 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: 双(三氟甲基磺酰基)亚胺钠盐
• 中文别名: 双(三氟甲基磺酰基)酰亚胺钠；双(三氟甲基磺酰基)亚胺钠
• 英文名称: sodium bis(trifluoromethylsulfonyl)imide
• 英文别名: sodium bis(trifluoromethanesulfonyl)imide；NaTFSI；sodium trifluoromethanesulfonimide；NaNTf₂；sodium;bis(trifluoromethylsulfonyl)azanide
• CAS: 91742-21-1
• 化学式: C₂F₆NO₄S₂*Na
• 分子量: 303.138
• InChiKey: YLKTWKVVQDCJFL-UHFFFAOYSA-N

物化性质

• 熔点：
  257-258℃
• 沸点：
  400℃ at 101.3kPa
• 密度：
  2.15 g/cm3
• LogP：
  0.73 at 20℃

计算性质

• 辛醇/水分配系数(LogP)：
  -1.94
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  86
• 氢给体数：
  0
• 氢受体数：
  11

安全信息

• 危险等级：
  8
• WGK Germany：
  3
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险品运输编号：
  3261
• 危险性描述：
  H314
• 储存条件：
  存放于惰性气体中，并避免接触湿气（吸湿）。

SDS

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Section 1: Product Identification
Chemical Name: Sodium trifluoromethanesulfonimide, min. 97%
CAS Registry Number: 91742-21-1
Formula: C2F6NNaO4S2
EINECS Number: none
Chemical Family: metal imide compound
Synonym: none

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 91742-21-1 100% 2.5mg/m3 (as F) 2.5mg/m3 (as F)

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract. May be harmful if swallowed.
Primary Routes of Exposure: Ingestion, inhalation
Eye Contact: Causes moderate to severe irritation to the eyes.
Skin Contact: Causes moderate irritation of the skin.
Inhalation: Irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No information available on the physiological effects of ingestion. May be harmful if swallowed.
Acute Health Affects: Irritating to skin, eyes and respiratory tract.
No information on long-term chronic effects. Prolonged exposure to hydrolysable fluorine compounds can
Chronic Health Affects:
cause deterioration of bone and tooth structure.
NTP: No
IARC: No
OSHA: No

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SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

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SECTION 5: Fire Fighting Measures
Flash Point: no data
Autoignition Temperature: no data
Explosion Limits: no data
Extinguishing Medium: carbon dioxide, dry powder or foam
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self-contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit irritating fumes.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

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SECTION 6: Accidental Release Measures
Small spills can be mixed with vermiculite, sodium carbonate or other suitable non-combustible adsorbent and
Spill and Leak Procedures:
swept up.

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SECTION 7: Handling and Storage
Store in a tightly sealed container under an inert atmosphere of nitrogen or argon. Keep in a cool, dry,
Handling and Storage:
well-ventilated area.

---

SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves.
Ventilation: Handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: Handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form: white powder
Molecular Weight: 303.14
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: none
Solubility in Water: soluble

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SECTION 10: Stability and Reactivity
Stability: hygroscopic
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: prolonged exposure to moist air
Incompatibility: oxidizing agents and active metals
Decomposition Products: carbon monoxide, carbon dioxide, sulfur dioxide, fluorinated by-products and organic fumes.

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: no data
Mutagenic Effects: no data
Tetratogenic Effects: no data

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SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations.

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SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory
SARA (Title 313): Not reportable under SARA 313
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质方面，双（三氟甲基磺酰基）亚胺钠是一种白色至浅黄色固体，展现出高度的化学稳定性和热稳定性。该物质易溶于多种有机溶剂，如乙腈和二甲基亚砜等，在水中几乎不溶解。这种特性使其在有机合成中成为理想的试剂，能够在有机溶剂中很好地分散并进行反应。

反应信息

• 作为反应物：
  描述：

  双(三氟甲基磺酰基)亚胺钠盐 在 硫酸 作用下， 以93%的产率得到双三氟甲烷磺酰亚胺
  参考文献：
  名称：

  N-fluoro-bis(trifluoromethanesulfonyl) imide. An improved synthesis

  摘要：

  An improved synthesis of (CF3SO2)2NH and its conversion to the very useful fluorination reagent (CF3SO2)2NF is described. The five-step synthesis yields (CF3SO2)2NF in 76% yield based on the starting CF3SO2F.

  DOI：

  10.1016/s0022-1139(00)80317-6
• 作为产物：
  描述：

  双三氟甲烷磺酰亚胺 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 双(三氟甲基磺酰基)亚胺钠盐
  参考文献：
  名称：

  离子液体N-丁基-N-甲基吡咯烷鎓双（三氟甲基磺酰基）酰亚胺中I类碱金属的电极电势

  摘要：

  第I组碱金属锂，钠，钾，Rub和铯的氧化还原对M / M +已在室温离子液体（IL）中进行了广泛研究，并首次进行了比较。在IL N-丁基-N-甲基吡咯烷鎓双（三氟甲基磺酰基）酰亚胺（[C 4 mpyrr] [NTf 2 ]）中的循环伏安实验和数据的后续模拟可以确定形式势（Ef0对二茂铁/二茂铁），组中每对偶的标准电化学速率常数（k 0）和传递系数（α  ）。在EF0趋势在[C 4 mpyrr] [NTF图2显着类似于普通电池电解质碳酸亚丙酯中的既定趋势。

  DOI：

  10.1016/j.cplett.2010.04.063
• 作为试剂：
  描述：

  bis((1,1,1-trifluoro-N-(trifluoromethyl)sulfonyl)methylsulfonamido)zinc 、 ethyl 2-diazo-3-oxopentanoate 、 二苯亚甲基甘氨酸乙酯 在 Cp*Rh(OAc)2 、 双(三氟甲基磺酰基)亚胺钠盐 、 溶剂黄146 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 12.0h， 以60%的产率得到2-(2-ethoxy-2-oxoethyl)-4-(ethoxycarbonyl)-3-ethyl-1-phenylisoquinolin-2-ium bis((trifluoromethyl)sulfonyl)amide
  参考文献：
  名称：

  铑（III）通过亚胺的CH活化催化异喹啉鎓盐的氧化还原中性合成

  摘要：

  已经实现了通过C–H活化预合成或原位形成的亚胺并与α-重氮酮酸酯偶合的氧化还原中性合成异喹啉鎓盐，其中锌盐促进环化并提供抗衡阴离子。在三组分条件下，酮和醛都是可行的芳烃来源。亚胺与重氮丙二酸酯在相似条件下的偶联得到异喹啉-3-酮作为偶联产物。

  DOI：

  10.1021/acs.joc.8b00758

文献信息

• Tridentate phosphine ligands bearing aza-crown ether lariats
  作者：Levente G. Pap、Navamoney Arulsamy、Elliott B. Hulley

  DOI：10.1016/j.poly.2017.11.012

  日期：2018.2

  Crown ethers are useful macrocycles that act as size-selective binding sites for alkali metals. These frameworks have been incorporated into a number of macromolecular assemblies that use simple cations as reporters and/or activity triggers. Incorporating crown ethers into secondary coordination sphere ligand frameworks for transition metal chemistry will lead to new potential methods for controlling

  冠醚是有用的大环，可作为碱金属的尺寸选择结合位点。这些框架已被并入许多使用简单阳离子作为报告分子和/或活性触发因子的大分子组装体中。将冠醚掺入用于过渡金属化学的二级配位球配体框架中将导致用于控制键形成步骤的新的潜在方法，并且非常需要将传统配体框架与这些部分偶联的途径。本文中，我们报告了一系列三链膦配合物的合成，这些配合物带有束缚的氮杂-冠冕醚（lariats），旨在将氮杂-冠冕大小，套索长度和远端膦取代基的变化模块化，
• A simple access to metallic or onium bistrifluoromethanesulfonimide salts
  作者：Roman Arvai、Fabien Toulgoat、Bernard R. Langlois、Jean-Yves Sanchez、Maurice Médebielle

  DOI：10.1016/j.tet.2009.04.068

  日期：2009.7

  trialkyl sulfonium, quaternary ammonium or phosphonium halides to deliver the corresponding triflimide derivatives. N-Benzyl triflimide can be also reacted with di- or tri-alkylamines and phosphines to get benzyl onium salts. Analogous reactions can be carried out with N-allyl triflimide. Therefore, the TFSI anion can be very easily and expediently associated with a wide range of metallic or organic

  的（CF的许多盐3 SO 2）2 Ñ -阴离子，称为TFSI，是根据一个原始单罐方法制备。首先，将N-苄基三氟甲烷磺酰亚胺（N-苄基三氟酰亚胺）用乙醇处理以形成氧鎓中间体，然后将其用各种碱中和以提供金属或三烷基铵三氟酰亚胺盐。或者，将N-苄基三氟甲酰亚胺直接用三烷基sulf，季铵或phospho的卤化物处理以递送相应的三氟甲酸酯衍生物。ñ-三氟甲酰基苄基也可以与二或三烷基胺和膦反应以得到苄基鎓盐。可以用N-烯丙基三氟甲醚进行类似的反应。因此，TFSI阴离子可以非常容易且方便地与多种金属或有机阳离子缔合。这些盐可用作电池和燃料电池的电解质，离子液体或路易斯酸。
• Physicochemical Properties of New Imidazolium-Based Ionic Liquids Containing Aromatic Group
  作者：Massoud Kermanioryani、M. Ibrahim A. Mutalib、Yue Dong、Kallidanthiyil Chellappan Lethesh、Ouahid Ben Omar Ben Ghanem、Kiki Adi Kurnia、Noor Fathanah Aminuddin、Jean-Marc Leveque

  DOI：10.1021/acs.jced.5b00983

  日期：2016.6.9

  imidazolium-based ionic liquids containing aromatic group in the cation combined with bis(trifluoromethylsulfonyl)imide anion were synthesized and characterized. Their thermophysical properties namely, density, viscosity, thermal decomposition, glass transition, and heat capacity were measured at various temperatures and atmospheric pressure. In addition, physicochemical properties such as molar volume (Vm) and

  在这项工作中，合成并表征了三种新型咪唑基离子液体，其阳离子中含有芳香基团与双（三氟甲基磺酰基）亚胺阴离子结合。在各种温度和大气压下测量它们的热物理性质，即密度、粘度、热分解、玻璃化转变和热容量。此外，还根据获得的密度数据确定了摩尔体积（Vm）和晶体能量（UPOT）等物理化学性质。使用 Gardas 和 Coutinho 模型获得了新的基团贡献参数，旨在提供一种简单的方法来预测离子液体的密度和粘度。
• 一种离子液体的制备方法
  申请人：微宏动力系统(湖州)有限公司

  公开号：CN104592164B

  公开（公告）日：2017-08-29

  一种离子液体的制备方法，包括以下步骤：a、将叔胺化合物、叔亚胺化合物或叔磷化合物与碳酸酯反应，得到含有季铵阳离子或季鏻阳离子的中间体；b、将a步骤中生成的中间体与亚胺化合物反应；或者将a步骤中生成的中间体进行水解，然后再与亚胺化合物或者亚胺盐反应。根据该方法制得的亚胺型季铵或季鏻离子液体特别适用于对卤素离子敏感的电化学系统，例如锂离子二次电池、电化学超级电容器等。根据该方法，原料无毒无害、反应条件温和，对生产设备要求不高，原则上可以使用所有常规的适用液相反应的反应容器，加料、混料、蒸馏、过滤等操作也简单。
• The Fluid-Mosaic Model, Homeoviscous Adaptation, and Ionic Liquids: Dramatic Lowering of the Melting Point by Side-Chain Unsaturation
  作者：Samuel M. Murray、Richard A. O'Brien、Kaila M. Mattson、Christopher Ceccarelli、Richard E. Sykora、Kevin N. West、James H. Davis

  DOI：10.1002/anie.200906169

  日期：2010.4.1

  Defying conventional wisdom: Ionic liquids (ILs) with long, unsaturated alkyl appendages (see top structure) defy established trends that link long ion‐bound alkyl groups to higher melting points. The new ILs are also less viscous than a saturated standard (see bottom structure) at the same temperature. These features parallel those that underpin homeoviscous adaptation in certain organisms and are

  违背传统常识：具有长且不饱和烷基附件的离子液体（IL）（参见顶部结构）无视已建立的趋势，这些趋势将长离子束缚的烷基与更高的熔点联系在一起。在相同温度下，新的离子液体的粘度也比饱和标准液（参见底部结构）低。这些特征与某些生物体内顺应性适应的特征平行，并间接支持类似流体马赛克的纳米级特征。