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

InChIKey

UCOGEMMJHLHOAW-UHFFFAOYSA-N

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

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’Tetramethy l-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.

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

• Potassium hexafluorophosphate
• 2,4,6-Collidine
• 4-Methylpyridine
• Lithium hexafluorophosphate
• Hexafluorophosphoric acid
• 2,6-Lutidine
• Azamethiphos
• Tetramethylthiourea
• HPTDP
• 2-PYRIDYLTHIOUREA
• Hott(S-(1-Oxo-2-Pyridyl)-Thio-N,N,N'N'-TetramethyluroniumHexafluorophosphate)
• N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate