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Key Documents

24377

Sigma-Aldrich

2-Chloro-1,3-dimethylimidazolidinium tetrafluoroborate

≥95.0% (AT)

Synonym(s):

CIB

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About This Item

Empirical Formula (Hill Notation):
C5H10BClF4N2
CAS Number:
Molecular Weight:
220.40
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

assay

≥95.0% (AT)

form

solid

reaction suitability

reaction type: Coupling Reactions

mp

175-177 °C (lit.)
175-178 °C

solubility

acetonitrile: 0.1 g/mL, clear

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

F[B-](F)(F)F.CN1CC[N+](C)=C1Cl

InChI

1S/C5H10ClN2.BF4/c1-7-3-4-8(2)5(7)6;2-1(3,4)5/h3-4H2,1-2H3;/q+1;-1

InChI key

UPLXKEIRISBKRM-UHFFFAOYSA-N

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Application

Reagent for:
Esterification and peptide coupling of sterically hindered amino acids
Preparation of efficient diazo-transfer reagents
Oxidative insertion for palladium and nickel catalyst synthesis
Preparation of catalysts for use in coupling reactions

Other Notes

Reagent for esterification of C-terminal amino acids to Wang resin without racemization and for coupling α,α-dimethyl amino acids; Preparation of the benzotriazol-1-yloxy derivative, a new coupling reagent

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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K. Akaji et al.
Proc. 22nd Eur. Pept. Symp.: Peptides 1992, 220-220 (1992)
Tetrahedron Letters, 33, 3177-3177 (1992)
Y. Kiso et al.
Chemical & Pharmaceutical Bulletin, 38, 270-270 (1990)

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