1-aminopyridin-1-ium iodide

• ChemBase ID: 78200
• Molecular Formular: C5H7IN2
• Molecular Mass: 222.02695
• Monoisotopic Mass: 221.96539623
• SMILES: [n+]1(ccccc1)N.[I-]
• Canonical SMILES: N[n+]1ccccc1.[I-]
• InChI: InChI=1S/C5H7N2.HI/c6-7-4-2-1-3-5-7;/h1-5H,6H2;1H/q+1;/p-1
• InChIKey: NDRLPYIMWROJBG-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-aminopyridin-1-ium iodide
• IUPAC Traditional name: 1-aminopyridin-1-ium iodide
• Synonyms: 1-Aminopyridinium iodide; 1-Aminopyridinium iodide; 1-氨基碘代吡啶

Database IDs

• CAS Number: 6295-87-0
• EC Number: 228-566-6
• MDL Number: MFCD00051893
• Beilstein Number: 3713241
• PubChem SID: 162043011; 24867664
• PubChem CID: 2733704

CALCULATED PROPERTIES

• Acid pKa: 17.154568
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -2.2142067
• LogD (pH = 7.4): -2.2142067
• Log P: -2.3262067
• Molar Refractivity: 31.0546 cm^3
• Polarizability: 10.816217 Å^3
• Polar Surface Area: 29.9 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 159-161 °C(lit.); 159-161°C; ca 160°C dec.

Safety Information

• Storage Warning: Irritant; 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: ≥97.0% (HPLC/AT); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C5H7IN2

DETAILS

Sigma Aldrich - 441503

Packaging
10 g in glass bottle

Sigma Aldrich - 09375

Other Notes
Building block for preparing pyrazolopyridines1

REFERENCES

• Treatment with base yields a 1,3-dipole (azomethine imine), which undergoes 1,3-cycloaddition with dipolarophiles such as methyl propiolate or acetylenedicarboxylic esters: Tetrahedron Lett.,387 (1962); Org. Process Res. Dev., 2, 320 (1998):