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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:
153433-26-2
Molecular Weight:
220.40
MDL number:
MFCD09039291
UNSPSC Code:
12352005
PubChem Substance ID:
57648080
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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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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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