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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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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