165324-09-4

Basic information

• Product Name: CalciuM bis(trifluoroMethylsulfonyl)iMide
• Synonyms: CalciuM bis(trifluoroMethylsulfonyl)iMide;CalciuM trifluoroMethanesulfoniMide, Min. 97%;Ca(NTf2)2;Calcium triflimide;Calcium(II) bis(trifluoromethanesulfonimide);Calcium(II) Bis(trifluoromethanesulfonyl)imide
• CAS NO: 165324-09-4
• Molecular Formula: 2C₂F₆NO₄S₂*Ca
• Molecular Weight: 600.3702384
• Mol File: 165324-09-4.mol

Chemical Properties

• Melting Point: >300℃
• Appearance: white/solid
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Insoluble in water.
• Sensitive: Moisture Sensitive
• Stability: hygroscopic
• CAS DataBase Reference: CalciuM bis(trifluoroMethylsulfonyl)iMide(CAS DataBase Reference)
• NIST Chemistry Reference: CalciuM bis(trifluoroMethylsulfonyl)iMide(165324-09-4)
• EPA Substance Registry System: CalciuM bis(trifluoroMethylsulfonyl)iMide(165324-09-4)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 1759 8 / PGII
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 165324-09-4(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Calcium bis(trifluoroMethylsulfonyl)iMide is used as a catalyst for the regioselective synthesis of diaryl alkanes. This application is particularly relevant in the hydroarylation of styrenes with arenes in hexafluoroisopropanol, where it aids in achieving a specific orientation of the product molecules.
Used in [3+2]-Cycloaddion Reactions:
In the field of organic chemistry, Calcium bis(trifluoroMethylsulfonyl)iMide is utilized as a catalyst for [3+2]-cycloaddion reactions. These reactions involve the formation of a cyclic compound from three and two-atom components, and the catalyst helps to control the reaction's selectivity and efficiency.
Used in Cycloisomerization Reactions:
Calcium bis(trifluoroMethylsulfonyl)iMide is also employed as a catalyst in cycloisomerization reactions, specifically when tertiary propargyl alcohols react with acyclic 1,3-diketones. This application highlights its versatility in facilitating different types of chemical transformations, contributing to the synthesis of complex molecular structures.

Upstream product

• 1174719-19-7 C₂HF₆NO₄S₂*C₉H₁₂O 
• 82113-65-3 bis(trifluoromethanesulfonyl)amide 

Downstream Products

• 210230-40-3 tetrabutylammonium bis[(trifluoromethane)sulfonyl]imide 

Relevant articles and documents

Modular Synthesis of Alkenyl Sulfamates and β-Ketosulfonamides via Sulfur(VI) Fluoride Exchange (SuFEx) Click Chemistry and Photomediated 1,3-Rearrangement

Herein, we report a synthesis of medicinally relevant β-ketosulfonamides via a photomediated 1,3-rearrangement of alkenyl sulfamates. This protocol tolerates a wide array of sensitive functional groups including alkenes, alkynes, and nitrogen-based heterocycles. Additionally, this work provides a general approach toward alkenyl sulfamates via a two-step Sulfur(VI) Fluoride Exchange (SuFEx) sequence capitalizing on SO2F2 as a linchpin to efficiently couple readily available ketones and amines without a large excess of either partner.

Lanthanide replacement in organic synthesis: Luche-type reduction of α,β-unsaturated ketones in the presence of calcium triflate

Development of a calcium-mediated regioselective 1,2-reduction of challenging α,β-unsaturated ketones, such as 2-cyclopententone, is reported. The corresponding allylic alcohols are obtained in very good regioselectivities using Ca(OTf)2 and NaBH4. Furthermore, we have shown that our method can stereoselectively reduce aziridinyl ketones.

A simple access to metallic or onium bistrifluoromethanesulfonimide salts

Numerous salts of the (CF3SO2)2N- anion, called TFSI, were prepared according to an original one-pot procedure. First, N-benzyl trifluoromethanesulfonimide (N-benzyl triflimide) was treated with ethanol to form