HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridinecarboxaldehyde
PICOLINALDEHYDE · PYRIDINE-2-ALDEHYDE · PYRIDINE-2-CARBOXALDEHYDE · 2-Pyridinecarboxyaldehyde · PYRIDINE-2-CARBALDEHYDE · 2-PA · 2-FORMYLPYRIDINE · Picolinal
Identifiers & Physical Properties
| CAS No. | 1121-60-4 |
|---|---|
| Molecular formula | C6H5NO |
| Average molar mass | 107.11 g/mol |
| Monoisotopic mass | 107.03711378 g/mol |
| SMILES | O=Cc1ccccn1 |
| InChIKey | CSDSSGBPEUDDEE-UHFFFAOYSA-N |
| PubChem CID | 14273 |
| ChEMBL | CHEMBL274794 |
| ChEBI | CHEBI:73012 |
| EC No. | 214-333-6 |
| DTXSID | DTXSID1061522 |
Chemical & Physical Properties
| XLogP | 0.4 |
|---|---|
| Topological polar surface area | 30 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 1 |
| Heavy atoms | 8 |
| Formal charge | 0 |
| Complexity | 82.6 |
| Chemical classes | Nitrogen Compounds -> Pyridines |
| SpringerMaterials Properties | Schoenflies notation |
| LogP (partition coefficient) | 0.44 |
| Vapor pressure | 0.56 [mmHg]73Pa at 20℃ |
| Physical Description | Yellow liquid[Alfa Aesar MSDS] |
| Melting point | -21--22°C |
| Boiling point | 181 °C(lit.) |
| Density | 1.126 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.536(lit.) |
| Flash point | 130 °F |
| Storage conditions | 2-8°C |
| Physical state | liquid (strong colored) |
| pKa (acidity coefficient) | 3.8(at 20℃) |
| Color | Clear yellow to yellow-brown |
| pH | 6.5 (111g/l, H2O, 20℃) |
| Solubility | miscible |
| Sensitivity | Air Sensitive |
| BRN | 105341 |
| InChI | 1S/C6H5NO/c8-5-6-3-1-2-4-7-6/h1-5H |
| InChIKey | CSDSSGBPEUDDEE-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1ccccn1 |
| LogP (partition coefficient) | 0.714 at 20.5℃ |
| CAS DataBase Reference | 1121-60-4(CAS DataBase Reference) |
| FDA UNII | KH86K8FHZ2 |
| NIST Chemistry Reference | 2-Pyridinecarboxaldehyde(1121-60-4) |
| EPA Substance Registry System | 2-Pyridinecarboxaldehyde (1121-60-4) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS05,GHS06 |
| Signal word | Danger |
| GHS hazard statements | H302-H315-H317-H318-H330-H335 |
| GHS precautionary statements | P260-P280-P301+P312-P302+P352-P304+P340+P310-P305+P351+P338 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xn,Xi,N,T,F |
| Risk statements (R) | 10-22-36/37/38-51/53-46-43-34-23-52 |
| Safety statements (S) | 7-26-36-61-53-45-36/37/39-29-16-36/37 |
| UN transport number | UN 1989 3/PG 3 |
| Water hazard class (WGK) | 3 |
| F | 8-10-23 |
| Hazard Note | Irritant/Keep Cold/Air Sensitive |
| TSCA inventory status | TSCA listed |
| Hazard class | 6.1Acute Tox. 2 InhalationAcute Tox. 4 OralEye Dam. 1Skin Corr. 1BSkin Sens. 1 |
| Packing group | III |
| Customs code | 29333999 |
| Storage class | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | DangerH226 (17.1%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P320, P321, P330, P332+P317, P333+P317, P362+P364, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 76 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: 2-PyridinecarboxaldehydeStatus: Cease Manufacture Update: 10-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/255712-Pyridinecarbaldehyde: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | An irritant that may cause serious eye injuryMay cause skin sensitizationHarmful by ingestionToxic by inhalation[Alfa Aesar MSDS] Search for (1121-60-4[EC/RN Number]) AND (sensitizer OR sensitization OR allergic) found no results[PubMed) See Pyridine. |
| Hazard Classes and Categories | Flam. Liq. 3 (17.1%) |
| Adverse effects | Skin Sensitizer - An agent that can induce an allergic reaction in the skin. |
| Toxicity Data | LC50 (rat) = 800 mg/m3/4hr |
| F | 8-10-23 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| UN transport number | UN 1989 3/PG 3 |
| Customs code | 29333999 |
| Risk statements (R) | 10-22-36/37/38-51/53-46-43-34-23-52 |
| Signal word | Danger |
| GHS pictogram | GHS05,GHS06 |
| Hazard symbols | Xn,Xi,N,T,F |
| hazard_note | Irritant/Keep Cold/Air Sensitive |
| Safety statements (S) | 7-26-36-61-53-45-36/37/39-29-16-36/37 |
| Hazard class | 6.1Acute Tox. 2 InhalationAcute Tox. 4 OralEye Dam. 1Skin Corr. 1BSkin Sens. 1 |
| Storage class | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| Packing group | III |
| GHS hazard statements | H302-H315-H317-H318-H330-H335 |
| REACH registrations | Active |
| GHS precautionary statements | P260-P280-P301+P312-P302+P352-P304+P340+P310-P305+P351+P338 |
Applications & Uses
Uses
2-Pyridinecarboxaldehyde has been used:To synthesize chitosan based bifunctionalized adsorbent.In the aldol addition reaction with pyruvate in the presence of 2-keto-3-deoxy-6-phosphogluconate aldolase (KDPG) catalyst to form (S)-4-hydroxy-2-keto-4-(2′-pyridyl)butyrate.In the condensation reaction with (S)-()-α-methylbenzylamine and (R)-(+)-α-methylbenzylamine to synthesize two chiral (S)-()- and (R)-(+)Schiff base compounds.It can also be combined with thiosemicarbazide to form 2-pyridinecarboxaldehyde thiosemicarbazone ligand (L) which can further complex with Ni(II) and Cu(II) salts (MX) to form [M(L)2X2] complexes.