Pyridine-3-carbaldehyde

Pyridine-3-carbaldehyde
Names
	Preferred IUPAC name Pyridine-3-carbaldehyde
	Other names Nicotinaldehyde, 3-formylpyridine, 3-pyridinaldehyde
Identifiers
CAS Number	500-22-1;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28345;
ChEMBL	ChEMBL268493;
ChemSpider	9943;
ECHA InfoCard	100.007.183
EC Number	207-900-4;
KEGG	C07327;
PubChem CID	10371;
UNII	840R4IDQ1T;
CompTox Dashboard (EPA)	DTXSID2022044 ;
	InChI InChI=1S/C6H5NO/c8-5-6-2-1-3-7-4-6/h1-5H Key: QJZUKDFHGGYHMC-UHFFFAOYSA-N;
	SMILES C1=CC(=CN=C1)C=O;
Properties
Chemical formula	C6H5NO
Molar mass	107.112 g·mol−1
Appearance	colorless liquid
Density	1.14 g/cm3
Melting point	7 °C (45 °F; 280 K)
Boiling point	95–97 °C (203–207 °F; 368–370 K) 15 mm
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H302, H315, H317, H318, H334, H335, H341, H412
Precautionary statements	P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P272, P273, P280, P281, P285, P301+P312, P302+P352, P303+P361+P353, P304+P340, P304+P341, P305+P351+P338, P308+P313, P310, P312, P321, P330, P332+P313, P333+P313, P342+P311, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Pyridine-3-carbaldehyde, also known as nicotinaldehyde, is an organic compound with the formula C₅H₄NCHO. It is one of three isomeric pyridinaldehydes. The other isomers are pyridine-2-carboxaldehyde and pyridine-4-carboxaldehyde. It is a colorless liquid that is routinely available commercially. It can be produced from nicotinonitrile. Alternatively, it arises by the aerobic oxidation of the corresponding alcohol.[1]

Safety

3-Pyridinecarboxaldehyde is a severe skin irritant.[2]

References

Marko, I. E.; Giles, P. R.; Tsukazaki, M.; Brown, S. M.; Urch, C. J. (1996). "Copper-Catalyzed Oxidation of Alcohols to Aldehydes and Ketones: An Efficient, Aerobic Alternative". Science. 274 (5295): 2044–2046. Bibcode:1996Sci...274.2044M. doi:10.1126/science.274.5295.2044. PMID 8953027. S2CID 23952453.
H. Stetter1, H. Kuhlmann, and G. Lorenz (1979). "Cyanide-Catalyzed Conjugate Addition of Aryl Aldehydes: 4-Oxo-4-(3-Pyridyl)Butyronitrile". Organic Syntheses. 59: 53. doi:10.15227/orgsyn.059.0053.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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[1] Marko, I. E.; Giles, P. R.; Tsukazaki, M.; Brown, S. M.; Urch, C. J. (1996). "Copper-Catalyzed Oxidation of Alcohols to Aldehydes and Ketones: An Efficient, Aerobic Alternative". Science. 274 (5295): 2044–2046. Bibcode:1996Sci...274.2044M. doi:10.1126/science.274.5295.2044. PMID 8953027. S2CID 23952453.

[2] H. Stetter1, H. Kuhlmann, and G. Lorenz (1979). "Cyanide-Catalyzed Conjugate Addition of Aryl Aldehydes: 4-Oxo-4-(3-Pyridyl)Butyronitrile". Organic Syntheses. 59: 53. doi:10.15227/orgsyn.059.0053.{{cite journal}}: CS1 maint: multiple names: authors list (link)