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| | 4-Pyridinecarboxaldehyde Chemical Properties |
| Melting point | -4--2°C | | Boiling point | 71-73 °C/10 mmHg (lit.) | | density | 1.137 g/mL at 20 °C (lit.) | | vapor pressure | 0.02 hPa (20 °C) | | refractive index | n20/D 1.544(lit.) | | Fp | 130 °F | | storage temp. | Store at +2°C to +8°C. | | solubility | 20g/l | | pka | 12.05(at 30℃) | | form | liquid (clear) | | color | clear brown-yellow | | PH | 7-8 (H2O, 20℃)(saturated aqueous solution) | | Water Solubility | 20 g/L (20 ºC) | | Sensitive | Air Sensitive | | BRN | 105342 | | Henry's Law Constant | 5.6×101 mol/(m3Pa) at 25℃, Abraham et al. (1994) | | InChI | 1S/C6H5NO/c8-5-6-1-3-7-4-2-6/h1-5H | | InChIKey | BGUWFUQJCDRPTL-UHFFFAOYSA-N | | SMILES | [H]C(=O)c1ccncc1 | | LogP | 0.12 at 30℃ and pH7 | | CAS DataBase Reference | 872-85-5(CAS DataBase Reference) | | NIST Chemistry Reference | 4-Pyridinecarboxaldehyde(872-85-5) | | EPA Substance Registry System | 4-Pyridinecarboxaldehyde (872-85-5) |
| Hazard Codes | Xi,F | | Risk Statements | 36/37/38-10 | | Safety Statements | 26-36-36/37/39-16 | | RIDADR | UN 1989 | | WGK Germany | 1 | | RTECS | NR9400000 | | F | 8-10-23 | | Hazard Note | Irritant/Keep Cold/Air Sensitive | | TSCA | TSCA listed | | HazardClass | 3.2 | | PackingGroup | III | | HS Code | 29333999 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Aquatic Chronic 3
Eye Dam. 1
Skin Corr. 1B
Skin Sens. 1 | | Toxicity | LD50 orally in Rabbit: 2355 mg/kg LD50 dermal Rat > 2000 mg/kg |
| | 4-Pyridinecarboxaldehyde Usage And Synthesis |
| Flavor Type | Flavor Type: fruity
| | Chemical Properties | 4-Pyridinecarboxaldehyde(4PCA) is a slightly yellow oily liquid. Its relative density is 1.122, and its refractive index is 1.5352 (25°C). Flash point is 54 ° C. 4-Pyridinecarboxaldehyde is soluble in water and ether.4-Pyridinecarboxaldehyde, also commonly called pyridine-2-carboxaldehyde, is an organic compound with the formula NC5H4CHO. 4-Pyridinecarboxaldehyde is a colorless oily liquid with a distinctive odor. Older samples are often brown-colored owing to impurities.
| | Uses | 4-Pyridinecarboxaldehyde is an heterocyclic building block used for the synthesis of various pharmaceutical compounds, such as new 1,4-dihydropyridin-4-yl-phenoxyacetohydrazones, having anticonvulsant and anti-inflammatory properties.4-Pyridinecarboxaldehyde and some of its derivatives have also been reported as useful transamination reagents to introduce ketone or aldehyde groups onto the N-termini of antibodies for subsequent site-specifically conjugate aminooxy-functionalized molecules (including fluorescent dyes, polyethylene glycol, or porphyrins) to these entities.
4-Pyridinecarboxaldehyde can be used for the synthesis of: β-Unsaturated amides by coupling with N,N-disubstituted formamides; meso-Substituted A3-corroles; N-(4-pyridylmethyl)-L-valine as a ligand to construct zinc metal–organic frameworks (Zn-MOFs); 4′-Pyridyl terpyridines, with potential application as anticancer and antimicrobial agents; 4-pyridinecarboxaldehyde thiosemicarbazone, as a corrosion inhibitor for mild steel.
| | Chemical Properties | clear yellow-brown liquid. soluble in water and ether. | | Uses | 4-Pyridinecarboxaldehyde, is an heterocyclic building block used for the synthesis of various pharmaceutical compounds, such as new 1,4-dihydropyridin-4-yl-phenoxyacetohydrazones, having anticonvulsant and anti-inflammatory properties. | | Uses | 4-Pyridinecarboxaldehyde can be used for the synthesis of:
- γ,β-Unsaturated amides by coupling with N,N-disubstituted formamides.
- meso-Substituted A3-corroles.
- N-(4-pyridylmethyl)-L-valine as a ligand to construct zinc metal–organic frameworks (Zn-MOFs).
- 4′-Pyridyl terpyridines, with potential application as anticancer and antimicrobial agents.
- 4-pyridinecarboxaldehyde thiosemicarbazone, as a corrosion inhibitor for mild steel.
| | Application | As a colorless liquid with a pungent odor, 4-Pyridinecarboxaldehyde serves as a component in the synthesis of diverse organic compounds. Its applications extend to the synthesis of pharmaceuticals, fragrances, and pesticides. Moreover, it has proven instrumental in the creation of a wide range of organic compounds, including antioxidants and anti-inflammatory agents.
| | Preparation | 4-Pyridinecarbaldehyde is synthesized by oxidation of 4-picoline. The mixed gas of 4-picoline and air is passed through the vanadium-molybdenum catalyst layer heated to 400°C, and oxidized to generate 4-pyridinecarbaldehyde. | | Reactions |
4-Pyridinecarboxaldehyde undergoes many reactions expected for aromatic aldehydes such as reductive amination and Schiff base formation. It condenses with pyrrole to give tetrapyridylporphyrin.
| | Synthesis Reference(s) | Synthetic Communications, 20, p. 3385, 1990 DOI: 10.1080/00397919008051576 | | Purification Methods | Purified as for pyridine-2-aldehyde. [Beilstein 21 III/IV 2529, 21/7 V 351.] |
| | 4-Pyridinecarboxaldehyde Preparation Products And Raw materials |
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