23199-56-6

Basic information

• Product Name: 2,2,2-TRIFLUOROETHYL TRICHLOROMETHANESULFONATE
• Synonyms: Einecs 245-484-6;Methanesulfonic acid, trichloro-, 2,2,2-trifluoroethyl ester;2,2,2-TRIFLUOROETHYL TRICHLOROMETHANESULFONATE;2,2,2-TRIFLUOROETHYL TRICHLOROMETHANESULPHONATE;LABOTEST-BB LT00455656;Trichloromethanesulphonic acid 2,2,2-trifluoroethyl ester;trichloromethanesulfonic acid 2,2,2-trifluoroethyl ester;2,2,2-Trifluoroethyl trichloromethanesulphonate 97%
• CAS NO: 23199-56-6
• Molecular Formula: C₃H₂Cl₃F₃O₃S
• Molecular Weight: 281.47
• EINECS: 245-484-6
• Mol File: 23199-56-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: -70°C
• Boiling Point: 84-86°C 20mm
• Flash Point: 84-86°C/20mm
• Appearance: /
• Density: 1,714 g/cm3
• Refractive Index: 1.4238
• Sensitive: Moisture Sensitive
• BRN: 1108366
• CAS DataBase Reference: 2,2,2-TRIFLUOROETHYL TRICHLOROMETHANESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-TRIFLUOROETHYL TRICHLOROMETHANESULFONATE(23199-56-6)
• EPA Substance Registry System: 2,2,2-TRIFLUOROETHYL TRICHLOROMETHANESULFONATE(23199-56-6)

Safety Data

• Hazard Codes: T
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 23199-56-6(Hazardous Substances Data)

Usage

General Description

2,2,2-Trifluoroethyl trichloromethanesulfonate is a chemical compound with the formula C3F6Cl3O3S. It is a highly reactive and toxic compound and is primarily used as a coupling agent in synthetic organic chemistry. It is a clear, colorless liquid with a pungent odor, and it is highly soluble in organic solvents. The compound is a powerful alkylating agent and can react with a wide range of nucleophiles, such as amines, alcohols, and thiols. Due to its high reactivity and toxicity, it is important to handle 2,2,2-Trifluoroethyl trichloromethanesulfonate with extreme caution and follow proper safety protocols.

InChI:InChI=1/C3H2Cl3F3O3S/c4-3(5,6)13(10,11)12-1-2(7,8)9/h1H2

Upstream product

• 2547-61-7 Trichloromethanesulfonyl chloride 
• 75-89-8 2,2,2-trifluoroethanol 

Downstream Products

• 351-97-3 4-nitro-N-(2,2,2-trifluoroethyl)aniline 
• 1259009-59-0 (S)-2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(1-(2,2,2-trifluoroethyl)piperidin-3-yl)pyrimidin-4-amine 
• 1361569-36-9 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-9-(2,2,2-trifluoroethyl)-9H-purin-6-amine 
• 1361569-33-6 5-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-3-(2,2,2-trifluoroethyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine 
• 1356011-59-0 methyl {4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo [3,4-b]pyridin-3-yl]pyrimidin-5-yl} (2,2,2-trifluoroethyl)carbamate 
• 1361569-13-2 6-amino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-9-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one 
• 1361570-28-6 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-N-5-(2,2,2-trifluoroethyl)pyrimidine-4,5,6-triamine 
• 1609341-02-7 8-[(2,6-difluorobenzyl)oxy]-2,6-dimethyl-N-{2-methyl-2-[(2,2,2-trifluoroethyl)amino]propyl}-imidazo[1,2-a]pyridine-3-carboxamide 
• 1407977-98-3 methyl {4,6-diamino-2-[7-(2-fluorobenzyl)imidazo[1,5-b]pyridazin-5-yl]pyrimidin-5-yl}(2,2,2-trifluoroethyl) 
• 1374344-75-8 methyl {4,6-diamino-2-[6-fluoro-3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl}(2,2,2-trifluoroethyl)carbamate 
• 1453797-52-8 (6R)-6-methyl-2-(2-methyl-3-(((1S,3R)-3-((2,2,2-trifluoroethyl)amino)cyclohexyl)amino)-5-quinoxalinyl)-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one 
• 1234572-70-3 Methyl (4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)(2,2,2-trifluoroethyl)carbamate 
• 1350653-22-3 methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}(2,2,2-trifluoroethyl)carbamate 
• 1301660-85-4 ethyl 3-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-5-oxo-1-(2,2,2-trifluoroethyl)prolinate 

Relevant articles and documents

Synthesis and Structural Requirements of N-Substituted Norapomorphines for Affinity and Activity at Dopamine D-1, D-2, and Agonist Receptor Sites in Rat Brain

A series of N-substituted analogues of (R)-(-)-naorapomorphine were synthesized to study the optimal structural requirements of the N-alkyl side chain to interact with D-1 and D-2 dopaminergic receptors as well as dopamine (DA) agonist binding sites.Evaluation included testing the affinity of these compounds for DA receptor sites in rat striatal tissue and assessing stereotypy as a behavioral index of dopaminergic activity.The electronic, steric, and lipohilic properties of the N-alkyl side chain were found to be related to affinity, D-2 selectivity, and dopaminergic activity.All 11 compounds evaluated had relatively low affinity at D-1 sites.Optimum D-2 and agonist-site affinity as well as agonist activity were exhibited by N-cyclopropylmethyl (7) N-allyl N-propyl (4) or N-ethyl (3) substituted compounds.Branching of the N-alkyl side chain as in N-isopropyl (5) and N-isobutyl (6) markedly reduced the D-2 affinity and activity, presumably due to steric effects.The N-trifluoroethyl (10) and N-pentafluoropropyl (11) derivatives had low affinity for all their dopamine receptor sites and no agonistic activity; evidently, the highly electronegative F atoms decrease basicity of the N atom and therefore decrease the ability of the N atom to be cationic at physiological pH, a proposed requirement for high-affinity binding to DA receptors.