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23955

Sigma-Aldrich

Chlorodipyrrolidinocarbenium hexafluorophosphate

≥97.5% (CHN)

Synonym(s):

N,N,N′,N′-Bis(tetramethylene)chloroformamidinium hexafluorophosphate, Chloro-N,N,N′,N′-bis(tetramethylene)formamidinium hexafluorophosphate, PyClU

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About This Item

Linear Formula:
C9H16N2Cl · PF6
CAS Number:
Molecular Weight:
332.65
Beilstein:
7898575
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.5% (CHN)

form

solid

reaction suitability

reaction type: Coupling Reactions

mp

153-156 °C

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

F[P-](F)(F)(F)(F)F.Cl\C(N1CCCC1)=[N+]2/CCCC2

InChI

1S/C9H16ClN2.F6P/c10-9(11-5-1-2-6-11)12-7-3-4-8-12;1-7(2,3,4,5)6/h1-8H2;/q+1;-1

InChI key

NHEGCUSBUWGOQM-UHFFFAOYSA-N

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Application

Reactant for:
Enantioselective desymmetrization of meso-asiridines
Peptide coupling
Reagent for:
Heterocyclization of chloroformamidinium salts
Oxidative insertion for palladium and nickel catalyst synthesis

Other Notes

Crystalline and non-hygroscopic peptide coupling reagent, especially for N-methyl amino acids

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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J. Coste et al.
Tetrahedron Letters, 32, 1967-1967 (1991)

Articles

Fluoroamidinium salts advance acid halogenation with greater stability and no oxazolones conversion compared to chlorides.

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