101385-69-7

Basic information

• 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;CIP;2-Chlor-1,3-dimethyl-imidazolidinium-hexafluorophosphat;2-CHLORO-1,3-DIMETHYLIMIDAZOLINIUM HEXAFLUOROPHOSPHATE 98+%;2-Chloro-1,3-dimethy
• CAS NO: 101385-69-7
• Molecular Formula: C₅H₁₀ClN₂*F₆P
• Molecular Weight: 278.56
• EINECS: 1533716-785-6
• Product Categories: Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Synthetic Organic Chemistry
• Mol File: 101385-69-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 231-233 °C(lit.)
• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: acetonitrile: 0.1 g/mL, clear
• Sensitive: Moisture & Light Sensitive
• BRN: 5369058
• CAS DataBase Reference: 2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate(101385-69-7)
• EPA Substance Registry System: 2-Chloro-1,3-dimethylimidazolidinium hexafluorophosphate(101385-69-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 8-10-21
• Hazardous Substances Data: 101385-69-7(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Reactant 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

InChI:InChI=1/C5H11ClN2.F6P/c1-7-3-4-8(2)5(7)6;1-7(2,3,4,5)6/h5H,3-4H2,1-2H3;/q;-1/p+1

Upstream product

• 81759-25-3 1,1'-carbonyldipyrrolidine 
• 80-73-9 1,3-dimethyl-2-imidazolidinone 
• 37091-73-9 2-chloro-1,3-dimethylimidazolinium chloride 

Downstream Products

• 1266134-54-6 2-azido-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate (V) 
• 123377-20-8 2-((1H-benzo[d][1,2,3]triazol-1-yl)oxy)-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate 

Relevant articles and documents

2-Azido-1,3-dimethylimidazolinium salts: Efficient diazo-transfer reagents for 1,3-dicarbonyl compounds

We have developed the diazo-transfer of 2-azido-1,3-dimethylimidazolinium salts to 1,3-dicarbonyl compounds. 2-Azido-1,3-dimethylimidazolinium chloride (ADMC) was prepared by N-nitrosation of N-aminoguanidine or by the reaction of 2-chloro-1,3-dimethylimidazolinium chloride (DMC) and sodium azide. The corresponding phosphate, ADMP, was isolated as a crystal, and was found to be a stable and safe reagent. Both ADMC and ADMP reacted with 1,3-dicarbonyl compounds under mild conditions to give 2-diazo-1,3-dicarbonyl compounds in high yields, which are easily isolated because the by-products are highly soluble in water. Georg Thieme Verlag Stuttgart.

New syntheses of bis(tetramethylene)fluoroformamidinium hexafluorophosphate (BTFFH) and 1, 3-dimethyl-2-fluoro-4, 5-dihydro-1H-imidazolium hexafluorophosphate (DFIH). Utility in peptide coupling reactions

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Synthesis of 2-azido-1,3-dimethylimidazolinium hexafluorophosphate (ADMP)

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A reagent for safe and efficient diazo-transfer to primary amines: 2-azido-1,3-dimethylimidazolinium hexafluorophosphate

Organic azides were prepared from primary amines in high yields by a metal free diazo-transfer reaction using 2-azido-1,3-dimethylimidazolinium hexafluorophosphate (ADMP), which is safe and stable crystalline. The choice of base was important in the diazo-transfer reaction. In general, 4-(N,N-dimethyl)aminopyridine (DMAP) was efficient, but a stronger base such as alkylamine or DBU was more appropriate for the reaction of nucleophilic primary amines. X-ray single crystal structural analysis and geometry optimization using density functional theory (B3LYP/6-31G**) were conducted to study the ADMP structure, and the diazo-transfer reaction mechanism was explained with the help of the results of these analyses. the Partner Organisations 2014.