2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate

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2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate Basic information
Synthesis
Product Name:2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate
Synonyms:2-CHLORO-1,3-DIMETHYL-2-IMIDAZOLINIUM HEXAFLUOROPHOSPHATE;2-CHLORO-1,3-DIMETHYLIMIDAZOLIDINIUM HEXAFLUOROPHOSPHATE;2-CHLORO-1,3-DIMETHYLIMIDAZOLINIUM HEXAFLUOROPHOSPHATE;2-CHLORO-1,3-DIMETHYLIMIDAZOLINIUM PF6;2-Chlor-1,3-dimethyl-imidazolidinium-hexafluorophosphat;2-CHLORO-1,3-DIMETHYLIMIDAZOLINIUM HEXAFLUOROPHOSPHATE 98+%;2-Chloro-1,3-dimethy;CIP 2-Chloro-1,3-diMethyliMidazolidiniuM hexafluorophosphate
CAS:101385-69-7
MF:C5H10ClN2.F6P
MW:278.56
EINECS:628-484-4
Product Categories:Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Synthetic Organic Chemistry
Mol File:101385-69-7.mol
2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate Structure
2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate Chemical Properties
Melting point 231-233 °C (lit.)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility acetonitrile: 0.1 g/mL, clear
form powder to crystal
color White to Almost white
Sensitive Moisture & Light Sensitive
BRN 5369058
Major Applicationpeptide synthesis
InChIInChI=1S/C5H10ClN2.F6P/c1-7-3-4-8(2)5(7)6;1-7(2,3,4,5)6/h3-4H2,1-2H3;/q+1;-1
InChIKeyCNAKHAGVVMOXFE-UHFFFAOYSA-N
SMILES[P-](F)(F)(F)(F)(F)F.C1(Cl)=[N+](C)CCN1C
CAS DataBase Reference101385-69-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
8-10-21
HS Code 29332900
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate Usage And Synthesis
Synthesis

Potassium hexafluorophosphate (1.32 g, 7.2 mmol) was added to a solution of 2-chloro-1,3-dimethyl-2-imidazolium chloride (1.24 g, 7.3 mmol) in dry acetonitrile (2 mL). The reaction mixture was then stirred at room temperature for 10 minutes. After the reaction was complete, the mixture was filtered through a diatomaceous earth filter to remove insoluble solids. The filtrate was then concentrated under vacuum, and the residue was dissolved in a small amount of acetonitrile (approximately 2 mL). The solution was then poured into diethyl ether, and a significant precipitate was observed to form in the reaction mixture. The precipitate was collected by vacuum filtration to obtain the target product, 2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate.


Synthetic route of 2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate

Figure 2. Synthetic route of 2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate

Chemical PropertiesWhite crystalline powder
UsesReactant for synthesis of:
Diazo-transfer reagents

Reagent for synthesis of:
Cannabinoid CB1 receptor agonists
Selective small-molecule melanocortin-4 receptor agonists
Imidazoles as selective cannabinoid CB2 receptor antagonists
Cyclic alpha-peptoids
Cyclic melanotropin peptide analogues selective for the human melanocortin-4 receptor
General Description2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate is a reagent used for the coupling and esterification of sterically hindered amino acids.[1]
reaction suitabilityreaction type: Coupling Reactions
Solubility in organics2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate is soluble in DMF; partially soluble in H2O, MeOH, EtOAc, CH2Cl2, and CHCl3.
storage2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate (CIP) can be stored refrigerated for at least 5 years without loss of reactivity. CIP is an irritant and should be used in a fumehood, when possible.
References1. (a) Humphery, J. M.; Chamberlin, R., Chem. Rev. 1997, 97, 2243. (b) Albericio, F.; Carpino, L. A., Methods Enzymol. 1997, 289, 104
2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate Preparation Products And Raw materials
Tag:2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate(101385-69-7) Related Product Information
Potassium hexafluorophosphate Chlorodimethylphenylsilane Lithium hexafluorophosphate tert-Butyldimethylsilyl chloride 2-Chloro-1,3-dimethylimidazolidinium chloride 2-Fluoro-1,3-dimethylimidazolidinium hexafluorophosphate 2-Chloro-1,3-dimethylimidazolidinium tetrafluoroborate Tetramethylguanidine tert-Butyl carbamate Hexafluorophosphoric acid Difluorochloromethane Hexafluorophosphate Chloro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate 2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate