N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate CAS 212333-72-7

Introduction：Basic information about N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate CAS 212333-72-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate Basic information

• Product Name: N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate
• Synonyms: S-(1-OXIDO-2-PYRIDYL)-N,N,N',N'-TETRAMETHYLTHIURONIUM-PF6;N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuron;S-(1-Oxido-2-pyridyl)-N,N,N',N'-tetramethylthiuron;HOTT N,N,N'',N''-TETRAMETHYL-S-(1-OXIDO-2-PYRIDYL)THIURONIUM HEXAFLUOROPHOSPHATE;HOTT;N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate;S-(1-Oxido-2-pyridyl)-thio-N,N,N,N-tetramethyluronium hexafluorophosphate;S-(2-Pyridyl)-N,N,Nμ,Nμ-tetramethylthiuronium N-oxide hexafluorophosphate, N,N,Nμ,Nμ-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate
• CAS: 212333-72-7
• MF: C10H16N3OS.F6P
• MW: 371.28
• EINECS: 805-907-2
• Product Categories: Coupling Reagent
• Mol File: 212333-72-7.mol

N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate Chemical Properties

• Melting point: 120-125 °C
• storage temp.: -20°C
• solubility: acetonitrile, CH2Cl2, THF (moderate solubility)
• form: Powder
• color: White to yellow
• Sensitive: Moisture Sensitive
• Major Application: peptide synthesis
• InChI: InChI=1S/C10H16N3OS.F6P/c1-11(2)10(12(3)4)15-9-7-5-6-8-13(9)14;1-7(2,3,4,5)6/h5-8H,1-4H3;/q+1;-1
• InChIKey: UCOGEMMJHLHOAW-UHFFFAOYSA-N
• SMILES: [S+](C1=CC=CC=[N+]1[O-])=C(N(C)C)N(C)C.[P-](F)(F)(F)(F)(F)F
• CAS DataBase Reference: 212333-72-7(CAS DataBase Reference)

Safety Information

• Risk Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HS Code: 29333990
• Storage Class: 11 - Combustible Solids

N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate Usage And Synthesis

Chemical Properties

N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate is white to pale brown crystalline powder

Uses

N,N,N’,N’-Tetramethyl-S-(1-oxido-2-pyridyl)thiouronium Hexafluorophosphate is a reagent used in the preparation of hindered Barton esters from hindered carboxylic acid precursors. N,N,N’,N’-Tetramethyl-S-(1-oxido-2-pyridyl)thiouronium Hexafluorophosphate is also used as a coupling reagents for peptide bond formations and amidation reactions.

Uses

N,N,N’N’Tetramethyl-S-(1-oxido-2-pyridyl)thiouronium Hexafluorophosphate is a reagent used in the preparation of hindered Barton esters from hindered carboxylic acid precursors. N,N,N’N’Tetramethyl-S-(1-oxido-2-pyridyl)thiouronium Hexafluorophosphate is also used as a coupling reagents for peptide bond formations and amidation reactions.

reaction suitability

reaction type: Coupling Reactions

Synthesis

S-(1-Oxido-2-pyridinyl)-1,1,3,3-tetramethylthiouronium Hexafluorophosphate (HOTT) can be prepared by slowly adding Et3N to a dry CH2Cl2 solution of 2-mercaptopyridine-N-oxide and tetramethylchloroformamidinium hexafluorophosphate. After the removal of CH2Cl2 from the reaction mixture, the resulting solid mass is pulverized, washed with CHCl3, and then filtered to give a white solid of sufficient purity to be used in subsequent reactions.

Precautions

It is advised to protect the solid from prolonged exposure to light since 2- mercaptopyridine N-oxide and related compounds can be light-sensitive.