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| | 3-Pyridinecarboxaldehyde Basic information |
| | 3-Pyridinecarboxaldehyde Chemical Properties |
| Melting point | 8°C | | Boiling point | 78-81 °C/10 mmHg (lit.) | | density | 1.141 g/mL at 20 °C (lit.) | | vapor pressure | 0.3 hPa (20 °C) | | refractive index | n20/D 1.549(lit.) | | Fp | 140 °F | | storage temp. | 2-8°C | | solubility | Chloroform (Sparingly), Methanol (Slightly) | | pka | 3.43±0.10(Predicted) | | form | liquid (clear) | | color | clear brown-yellow | | Specific Gravity | 1.145 (20/4℃) | | PH | 5.4 (111g/l, H2O, 20℃) | | Water Solubility | miscible | | Sensitive | Air Sensitive | | BRN | 105343 | | Cosmetics Ingredients Functions | ANTIMICROBIAL | | InChI | 1S/C6H5NO/c8-5-6-2-1-3-7-4-6/h1-5H | | InChIKey | QJZUKDFHGGYHMC-UHFFFAOYSA-N | | SMILES | [H]C(=O)c1cccnc1 | | LogP | 0.290 | | CAS DataBase Reference | 500-22-1(CAS DataBase Reference) | | NIST Chemistry Reference | 3-Pyridinecarboxaldehyde(500-22-1) | | EPA Substance Registry System | 3-Pyridinecarboxaldehyde (500-22-1) |
| Hazard Codes | Xi,C,Xn | | Risk Statements | 10-37/38-42/43-41-34-43-22-36/37/38 | | Safety Statements | 26-39-45-36/37/39-23 | | RIDADR | UN 1989 3/PG 3 | | WGK Germany | 3 | | RTECS | QS2980000 | | F | 8-10-23 | | Hazard Note | Irritant/Keep Cold/Air Sensitive | | TSCA | TSCA listed | | HazardClass | 3.2 | | PackingGroup | III | | HS Code | 29333999 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Chronic 3
Flam. Liq. 3
Skin Irrit. 2
Skin Sens. 1
STOT SE 3 | | Toxicity | LD50 orally in Rabbit: 2355 mg/kg |
| | 3-Pyridinecarboxaldehyde Usage And Synthesis |
| Description |
Pyridine-3-carbaldehyde, also known as nicotinaldehyde or 3-Pyridinecarboxaldehyde, belongs to the class of organic compounds known as pyridine carboxaldehydes. These are aromatic compounds containing a pyridine ring which bears a carboxaldehyde group. 3-pyridinecarboxaldehyde is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Pyridine-3-carbaldehyde, an aldehyde containing a nitrogen atom, reacts faster than benzaldehyde with diethylzinc to afford enantioenriched 3-pyridyl alkanol in a reaction in which the same chiral catalyst, i.e., (1S,2R)-N, N-dibutylnorephedrine, is used.
| | Chemical Properties | clear yellow to light brown liquid | | Uses | 3-Pyridinecarboxaldehyde is a substituted pyridine with niacin activity. 3-Pyridinecarboxaldehyde is a component of tobacco smoke. | | Definition | ChEBI: A pyridinecarbaldehyde that is pyridine substituted by a formyl group at position 3. | | Application | 3-Pyridinecarboxaldehyde is used as a pharmaceutical synthesis intermediate. It can be used in a coupling reaction to synthesise a novel dual inhibitor of thromboxane A2 synthase and 5-lipoxygenase, 5,7-dimethyl-6-hydroxy-2-methylamino-4-(3-pyridinylmethyl)benzothiazole (E3040). | | Synthesis Reference(s) | Synthetic Communications, 21, p. 1777, 1991 DOI: 10.1080/00397919108021576
Tetrahedron, 32, p. 2549, 1976 DOI: 10.1016/0040-4020(76)88025-8
Tetrahedron Letters, 35, p. 8019, 1994 DOI: 10.1016/0040-4039(94)80038-3 | | Purification Methods | Purified as for pyridine-2-aldehyde. [Beilstein 21 I 288, 21 III/IV 3517, 21/7 V 334.] |
| | 3-Pyridinecarboxaldehyde Preparation Products And Raw materials |
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