(E)-N-(pyridin-2-ylmethylidene)hydroxylamine

• ChemBase ID: 78543
• Molecular Formular: C6H6N2O
• Molecular Mass: 122.12464
• Monoisotopic Mass: 122.04801282
• SMILES: n1c(cccc1)/C=N/O
• Canonical SMILES: O/N=C/c1ccccn1
• InChI: InChI=1S/C6H6N2O/c9-8-5-6-3-1-2-4-7-6/h1-5,9H
• InChIKey: MTFJSAGADRTKCI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (E)-N-(pyridin-2-ylmethylidene)hydroxylamine; N-(pyridin-2-ylmethylidene)hydroxylamine
• IUPAC Traditional name: 3-pyridine-aldoxime; 2-pyridinealdoxime
• Synonyms: [C(E)]-2-Pyridinecarboxaldehyde Oxime; (E)-2-Pyridinecarboxaldehyde Oxime; (E)-Picolinaldehyde Oxime; (E)-2-Pyridylaldoxime; syn-2-Pyridine Aldoxime; syn-Pyridin-2-aldoxime; syn-2-Pyridinealdoxime; Pyridine-2-aldoxime; Pyridine-2-carboxaldoxime; syn-2-Pyridinealdoxime; Picolinaldehyde oxime; syn-Pyridine-2-carboxaldehyde oxime; syn-Pyridine-2-aldoxime; Pyridine-2-carboxaldehyde oxime; Pyridine-2-aldoxime; 吡啶-2-甲醛肟; 吡啶-2-醛肟

Database IDs

• CAS Number: 873-69-8; 1193-96-0
• EC Number: 212-849-6
• MDL Number: MFCD00006354; MFCD00167166
• Beilstein Number: 109061
• PubChem SID: 24898710; 162043306
• PubChem CID: 5356792

CALCULATED PROPERTIES

• Acid pKa: 8.875868
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1435865
• LogD (pH = 7.4): 1.130322
• Log P: 1.1520987
• Molar Refractivity: 33.9216 cm^3
• Polarizability: 12.684851 Å^3
• Polar Surface Area: 45.48 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; methanol: soluble0.1 g/mL, clear
• Apperance: Off-White Solid
• Melting Point: 110-112 °C(lit.); 110-112°C; 110-112°C; 111-113 °C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Harmful; Irritant
• RTECS: TJ4180000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22; 22-37/38-41
• Safety Statements: 26-36/37/39; 36
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301; H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥98.0% (NT); ≥99%; 95+%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C6H6N2O

DETAILS

Sigma Aldrich - P58200

Packaging
25, 100 g in glass bottle

Sigma Aldrich - 82760

Other Notes
Reagent for the spectrophotomeric determination of Au(II), Co(II), Cu(II), Fe(II), Pd(II) and Ru(III), a review1; Utilization in peptide synthesis2

Toronto Research Chemicals - P991290

syn-2-Pyridinealdoxime is a 2-substituted pyridine derivative with inhibitory activity against prolyl-4-hydroxylase. syn-2-Pyridinealdoxime is used in the preparation of DNA-binding silver nitrate complexes. syn-2-Pyridinealdoximeis the N-demethylated ana

REFERENCES

• Dowell, R.I. et al.: Eur. J. Med. Chem., 28, 513 (1993)
• Hoskovcova, M. et al.: Neuroendorinol. Lett., 30, 152 (1993)
• Abu-Youssef, M.A.M.: Inorg. Chem., 49, 9788 (1993)
• The tetramethylguanidine salt was one of the best reagents tried for cleavage of a 2-chlorophenyl protecting group in oligonucleotide synthesis: Tetrahedron Lett., 2727 (1978).