Trifluoromethanesulfonamide

Base Information

• Chemical Name: Trifluoromethanesulfonamide
• CAS No.: 421-85-2
• Molecular Formula: CH2 F3 N O2 S
• Molecular Weight: 149.094
• Hs Code.: 29350090
• European Community (EC) Number: 627-705-1
• DSSTox Substance ID: DTXSID10194944
• Nikkaji Number: J261.100G
• Wikidata: Q27460359
• Pharos Ligand ID: DTXX89FBVLKU
• ChEMBL ID: CHEMBL67511
• Mol file: 421-85-2.mol

Synonyms:trifluoromethyl sulfonamide;trifluoromethylsulfonamide;trifluoromethylsulfonamide, sodium salt

Chemical Property of Trifluoromethanesulfonamide

Chemical Property:

• Vapor Pressure: 1.95mmHg at 25°C
• Melting Point: 120-124 °C(lit.)
• Boiling Point: 164.6°C at 760 mmHg
• PKA: 6.37±0.60(Predicted)
• Flash Point: 53.3°C
• PSA: 68.54000
• Density: 1.73g/cm³
• LogP: 1.57580
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water.
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 148.97583397
• Heavy Atom Count: 8
• Complexity: 161

Purity/Quality:

99%, ^*data from raw suppliers

Trifluoromethylsulfonamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(F)(F)(F)S(=O)(=O)N
• Uses: Trifluoromethanesulfonamide is used as an intermediate in synthetic chemistry. It is used in the preparation of specific inhibitors of mammalian secreted phospholipases A2. It is also involved in the synthesis of ecicosanoids.

Technology Process of Trifluoromethanesulfonamide

There total 9 articles about Trifluoromethanesulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

methanol (67-56-1) + N-Trimethylsilyl-trifluormethansulfonimidoyl-Ethylester → ethyl methyl ether (540-67-0) + Trimethylmethoxysilane (1825-61-2) + Trifluoromethanesulfonamide (421-85-2)

Guidance literature:

Heating;

DOI:10.1016/S0022-1139(00)83140-1

Reference yield: 91.0%

[N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ3-bromane (957188-75-9) → Trifluoromethanesulfonamide (421-85-2) + p-trifluoromethylphenyl bromide (402-43-7)

Guidance literature:

In 2,2,4,4-tetramethylpentane; at 20 ℃; Inert atmosphere;

DOI:10.1126/science.1201686

Reference yield: 60.0%

Langlois reagent (2926-29-6) → Trifluoromethanesulfonamide (421-85-2)

Guidance literature:

With potassium carbonate; hydroxylamine-O-sulfonic acid; In water; at 20 ℃;

upstream raw materials:

methanol

N-trifluoromethylsulfonyl-S-amino-S-p-chlorophenylsulfoximide

ammonia

N-trifluoromethylsulfonyl-(4-fluorophenyl)-carboximidoyl chloride

Downstream raw materials:

trifluoromethanesulfonamide ethanol

C₁₅H₁₆F₃NO₂P₂S

C₈H₄F₆N₂O₄S₂

phenyl N-(trifluoromethanesulfonyl) trifluoromethyl sulfilimine

Refernces

• 1、 Moskalik, M. Yu.,Astakhova,Ganin,Shainyan. "Reaction of N,N′-Methylenebis(trifluoromethanesulfonamide) with Styrene under Oxidative Conditions". . p. 734 - 736. Retrieved 2019/07/17.
• 2、 Ochiai, Masahito,Miyamoto, Kazunori,Kaneaki, Takao,Hayashi, Satoko,Nakanishi, Waro. "Highly regioselective amination of unactivated alkanes by hypervalent sulfonylimino-δ3-bromane". scheme or table. p. 448 - 451. Retrieved 2011/10/31.