3-Pyridinecarboxaldehyde
Basic information
- CAS
500-22-1- Standard SMILES
O=Cc1cccnc1- InChIKey
QJZUKDFHGGYHMC-UHFFFAOYSA-N- Molecular formula
- C6H5NO
- Average molar mass
- 107.11 g/mol
- Monoisotopic mass
- 107.03711378
Overview
Pyridine-3-carbaldehyde is a pyridinecarbaldehyde that is pyridine substituted by a formyl group at position 3.
Names & identifiers
- Preferred name
- 3-Pyridinecarboxaldehyde
- IUPAC
- pyridine-3-carbaldehyde
- English name
- 3-Pyridinecarboxaldehyde
- Molecular formula
- C6H5NO
- Molecular weight
- 107.11
Names & synonyms
3-PyridinecarboxaldehydeNicotinaldehyde500-22-1Pyridine-3-carbaldehyde3-PyridinaldehydeNicotinic aldehyde3-Pyridylcarboxaldehyde3-FORMYLPYRIDINE3-PyridylaldehydeRowalind840R4IDQ1TNSC-8952
Show more names
3-NicotinaldehydeNicotinaldehyde 98%3-PYRIDINECARBALDEHYDE3-PYRIDINECARBOXYALDEHYDE
DTXSID2022044CHEBI:28345RefChem:95393DTXCID002044207-900-4Pyridine-3-carboxaldehydeNicotinealdehydePyridine-3-aldehyde
Database identifiers
- CAS
500-22-1- PubChem CID
- 10371
- DTXSID
DTXSID2022044- ChEMBL
CHEMBL268493- ChEBI
CHEBI:28345- UNII
- 840R4IDQ1T
- EC Number
- 207-900-4
- Nikkaji
- J28.015A
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 30 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 82.6
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Pyridines
SpringerMaterials PropertiesCoriolis coupling
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
LogP0.29
Vapor Pressure0.56 [mmHg]
Physical DescriptionPale yellow liquid; mp = 8 deg C; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 8 °C · 8°C
- Boiling point
- 78 · 78-81 °C/10 mmHg (lit.)
- Density
- 1.141 g/mL · 1.141 g/mL at 20 °C (lit.)
- vapor pressure
- 0.3 hPa · 0.3 hPa (20 °C)
- refractive index
- 20 · n20/D 1.549(lit.)
- Flash point
- 140 °F · 140 °F
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H226 (61.3%): Flammable liquid and vapor [Warning Flammable liquids]
P203, P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P284, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P333+P317, P342+P316, P362+P364, P370+P378, P403, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 75 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 3-Pyridinecarboxaldehyde
3-Pyridinecarbaldehyde: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; May cause skin sensitization; [Alfa Aesar MSDS] Search for (500-22-1[EC/RN Number]) AND (allergic OR dermatitis OR sensitizer OR sensitization): no results; [PubMed]
Hazard Classes and CategoriesFlam. Liq. 3 (61.3%)
Toxicology
Adverse EffectsDermatotoxin - Skin burns.
Safety data
- F
- 8-10-23
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Chemistry & industry
Uses & manufacturing
Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing Information3-Pyridinecarboxaldehyde: ACTIVE
Applications
DescriptionPyridine-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.
Uses3-Pyridinecarboxaldehyde is a substituted pyridine with niacin activity. 3-Pyridinecarboxaldehyde is a component of tobacco smoke.
Upstream & downstream products
Upstream raw materials
Related reactions
736 records
Compound notes
Loading…