2-chloro-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium; tetrafluoroboranuide

• ChemBase ID: 137677
• Molecular Formular: C5H10BClF4N2
• Molecular Mass: 220.4039128
• Monoisotopic Mass: 220.05616929
• SMILES: [B-](F)(F)(F)F.CN1CC[N+](=C1Cl)C
• Canonical SMILES: F[B-](F)(F)F.CN1CC[N+](=C1Cl)C
• InChI: 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
• InChIKey: UPLXKEIRISBKRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium; tetrafluoroboranuide
• IUPAC Traditional name: 2-chloro-1,3-dimethyl-4,5-dihydroimidazol-1-ium tetrafluoroborate
• Synonyms: CIB; 2-Chloro-1,3-dimethylimidazolidinium tetrafluoroborate; 2-氯-1,3-二甲基咪唑鎓四氟硼酸盐

Database IDs

• CAS Number: 153433-26-2
• MDL Number: MFCD09039291
• PubChem SID: 162231939; 24867495; 24854637
• PubChem CID: 16211676

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.878463
• LogD (pH = 7.4): -2.878463
• Log P: -2.878463
• Molar Refractivity: 46.4667 cm^3
• Polarizability: 13.249006 Å^3
• Polar Surface Area: 6.25 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble0.1 g/mL, clear
• Melting Point: 175-177 °C(lit.); 175-178 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (AT); 98%
• Empirical Formula (Hill Notation): C5H10BClF4N2

DETAILS

Sigma Aldrich - 24377

Other Notes
Reagent for esterification of C-terminal amino acids to Wang resin without racemization and for coupling α,α-dimethyl amino acids5,6; Preparation of the benzotriazol-1-yloxy derivative, a new coupling reagent7
Packaging
1 g in glass bottle
Application
Reagent for: Esterification and peptide coupling of sterically hindered amino acids1 Preparation of efficient diazo-transfer reagents2 Oxidative insertion for palladium and nickel catalyst synthesis3 Preparation of catalysts for use in coupling reactions4

Sigma Aldrich - 439274

Application
Reagent for: Esterification and peptide coupling of sterically hindered amino acids1 Preparation of efficient diazo-transfer reagents2 Oxidative insertion for palladium and nickel catalyst synthesis3 Preparation of catalysts for use in coupling reactions4
Useful for the esterification and coupling of sterically hindered amino acids.