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94623

Sigma-Aldrich

S-(1-Oxido-2-pyridyl)-N,N,N′,N′-tetramethylthiuronium tetrafluoroborate

≥95.0% (NMR)

Synonym(s):

N,N,N′,N′-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium tetrafluoroborate, S-(2-Pyridyl)-N,N,N′,N′-tetramethylthiuronium N-oxide tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C10H16BF4N3OS
CAS Number:
Molecular Weight:
313.12
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

assay

≥95.0% (NMR)

reaction suitability

reaction type: Coupling Reactions

mp

109-114 °C

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

F[B-](F)(F)F.CN(C)C(\Sc1cccc[n+]1[O-])=[N+](/C)C

InChI

1S/C10H16N3OS.BF4/c1-11(2)10(12(3)4)15-9-7-5-6-8-13(9)14;2-1(3,4)5/h5-8H,1-4H3;/q+1;-1

InChI key

LHLFXDQURZVFLK-UHFFFAOYSA-N

Application

Reagent for:
Synthesis of anticonvulsants
Solution and solid-phase peptide coupling
Conversion of carboxylic acids to Weinreb amides and N-methoxy or N-benzoxy amides
Rapid and high-yielding preparation of primary amides

Other Notes

Very reactive peptide coupling reagent[1][2]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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2-Mercaptopyridone 1-Oxide-Based Uronium Salts: New Peptide Coupling Reagents(1)(,)(2).
Miguel A. Bailén et al.
The Journal of organic chemistry, 64(24), 8936-8939 (2001-10-25)
F. Albericio et al.
Tetrahedron, 57, 9607-9607 (2001)

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