1-[chloro(pyrrolidin-1-yl)methylidene]-1$l^{5}-pyrrolidin-1-ylium; hexafluoro-$l^{5}-phosphanuide

• ChemBase ID: 93212
• Molecular Formular: C9H16ClF6N2P
• Molecular Mass: 332.6539202
• Monoisotopic Mass: 332.06438215
• SMILES: ClC(=[N+]1CCCC1)N1CCCC1.[P-](F)(F)(F)(F)(F)F
• Canonical SMILES: F[P-](F)(F)(F)(F)F.ClC(=[N+]1CCCC1)N1CCCC1
• InChI: InChI=1S/C9H16ClN2.F6P/c10-9(11-5-1-2-6-11)12-7-3-4-8-12;1-7(2,3,4,5)6/h1-8H2;/q+1;-1
• InChIKey: NHEGCUSBUWGOQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[chloro(pyrrolidin-1-yl)methylidene]-1$l^{5}-pyrrolidin-1-ylium; hexafluoro-$l^{5}-phosphanuide; 1-[chloro(pyrrolidin-1-yl)methylidene]-1λ^5-pyrrolidin-1-ylium; hexafluoro-λ^5-phosphanuide; (1E)-1-[chloro(pyrrolidin-1-yl)methylidene]-1λ^5-pyrrolidin-1-ylium; hexafluoro-λ^5-phosphanuide
• IUPAC Traditional name: 1-[chloro(pyrrolidin-1-yl)methylidene]-1$l^{5}-pyrrolidin-1-ylium; hexafluoro-$l^{5}-phosphanuide; 1-[chloro(pyrrolidin-1-yl)methylidene]-1λ^5-pyrrolidin-1-ylium hexafluorophosphate; (1E)-1-[chloro(pyrrolidin-1-yl)methylidene]-1λ^5-pyrrolidin-1-ylium hexafluorophosphate
• Synonyms: 1-(Chloro-1-pyrrolidinylmethylene)pyrrolidinium hexafluorophosphate; PyClU; N,N,N′,N′-Bis(tetramethylene)chloroformamidinium hexafluorophosphate; Chloro-N,N,N′,N′-bis(tetramethylene)formamidinium hexafluorophosphate; Chlorodipyrrolidinocarbenium hexafluorophosphate; Chlorodipyrrolidinocarbenium hexafluorophosphate; 1-(Chloro-1-pyrrolidinylmethylene)pyrrolidinium hexafluorophosphate; N,N,N′,N′-双(四亚甲基)氯代甲酰胺六氟磷酸盐; 氯代-N,N,N′,N′-双(四亚甲基)甲酰胺六氟磷酸盐; 1-(氯-1-吡咯烷基亚甲基)吡咯烷鎓六氟磷酸盐; 双(四亚甲基)氯甲酰胺六氟磷酸盐

Database IDs

• CAS Number: 135540-11-3
• MDL Number: MFCD00191333
• Beilstein Number: 7898575
• PubChem SID: 162079897; 24854379
• PubChem CID: 2736652

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -1.8953432
• LogD (pH = 7.4): -1.8953432
• Log P: -1.8953432
• Molar Refractivity: 63.5177 cm^3
• Polarizability: 19.863277 Å^3
• Polar Surface Area: 6.25 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 153-156 °C; 153-156°C

Safety Information

• Storage Warning: Irritant; Moisture & Light Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (CHN); 98+%
• Linear Formula: C9H16N2Cl · PF6

DETAILS

Sigma Aldrich - 23955

Other Notes
Crystalline and non-hygroscopic peptide coupling reagent, especially for N-methyl amino acids5
Packaging
5 g in glass bottle
Application
Reactant for: Enantioselective desymmetrization of meso-asiridines1 Peptide coupling2Reagent for: Heterocyclization of chloroformamidinium salts3 Oxidative insertion for palladium and nickel catalyst synthesis4