pyridine-3-carbaldehyde

• ChemBase ID: 80519
• Molecular Formular: C6H5NO
• Molecular Mass: 107.11
• Monoisotopic Mass: 107.03711379
• SMILES: n1cc(ccc1)C=O
• Canonical SMILES: O=Cc1cccnc1
• InChI: InChI=1S/C6H5NO/c8-5-6-2-1-3-7-4-6/h1-5H
• InChIKey: QJZUKDFHGGYHMC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyridine-3-carbaldehyde
• IUPAC Traditional name: 3-pyridinecarboxaldehyde
• Synonyms: nicotinaldehyde; Pyridine-3-carboxaldehyde; 3-Formylpyridine; Nicotinaldehyde 98%; Nicotinaldehyde; 3-Pyridinecarboxaldehyde; 3-Pyridinaldehyde; 3-Pyridinealdehyde; 3-Pyridylaldehyde; 3-Pyridylcarboxaldehyde; 3-Pyridylcarboxyaldehyde; NSC 8952; Nicotinealdehyde; Nicotinic aldehyde; Pyridine-3-carbaldehyde; Pyridine-5-carboxaldehyde; Rowalind; m-Formylpyridine; β-Formylpyridine; β-Pyridinecarbonaldehyde; 3-Pyridinecarboxaldehyde; Pyridine-3-carboxaldehyde; 吡啶-3-甲醛; 3-吡啶甲醛; 吡啶-3-甲醛

Database IDs

• CAS Number: 500-22-1
• EC Number: 207-900-4
• MDL Number: MFCD00006382
• Beilstein Number: 105343
• PubChem SID: 24898656; 24888036; 162067639
• PubChem CID: 10371

CALCULATED PROPERTIES

• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.45895132
• LogD (pH = 7.4): 0.46795937
• Log P: 0.46807572
• Molar Refractivity: 30.4851 cm^3
• Polarizability: 11.323453 Å^3
• Polar Surface Area: 29.96 Å^2

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: clear brown-yellow liquid (clear); Pale Yellow Oil
• Melting Point: ca 8°C
• Boiling Point: 78-81 °C/10 mmHg(lit.); 95-97°C/15mm; 95-97°C/15mm
• Flash Point: 35 °C; 35°C; 60°C(140°F); 95 °F
• Density: 1.138; 1.141; 1.141 g/mL at 20 °C(lit.)
• Refractive Index: 1.5490; n20/D 1.549; n20/D 1.549(lit.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Air & Light Sensitive; Flammable/Harmful/Irritant/Corrosive/Air Sensitive/Store under Argon/Keep Cold
• RTECS: QS2980000
• European Hazard Symbols: Corrosive (C); Harmful (Xn)
• UN Number: 1989; UN2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-22-37/38-41-43; 34-43
• Safety Statements: 24-26-36/37/39-45; 26-36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H302-H315-H317-H318-H335; H314-H318-H226-H317
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1989 3/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 97%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C6H5NO

DETAILS

Sigma Aldrich - P62208

Packaging
25, 100 g in glass bottle

Toronto Research Chemicals - P991450

3-Pyridinecarboxaldehyde is a substituted pyridine with niacin activity. 3-Pyridinecarboxaldehyde is a component of tobacco smoke.

REFERENCES

• Shibata, K. et al.: Bitamin, 66, 591 (1992)
• Florin, I. et al.: Toxicology, 15, 219 (1992)
• The addition to acrylonitrile, catalyzed by NaCN, is an illustrative example of the Stetter reaction: Org. Synth. Coll., 6, 866 (1988). For alternative conditions, see 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride, L08750.