3-Nitrobenzaldehyde

3-Nitrobenzaldehyde^[1]^[2]
Skeletal formula of 3-nitrobenzaldehyde	Ball-and-stick model of the 3-nitrobenzaldehyde molecule
Names
	Preferred IUPAC name 3-Nitrobenzaldehyde
	Other names m-Nitrobenzaldehyde, meta-nitrobenzaldehyde
Properties
Chemical formula	C7H5NO3
Molar mass	151.121 g·mol−1
Appearance	Yellowish to brownish crystalline powder or granulate
Melting point	58.5 °C (137.3 °F; 331.6 K)
Boiling point	164 °C (327 °F; 437 K) at 23 mmHg
Solubility in water	16.3 mg/mL
Magnetic susceptibility (χ)	−68.55·10−6 cm3/mol
Identifiers
CAS Number	99-61-6 check;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:231487;
ChEMBL	ChEMBL238132 check;
ChemSpider	7169 check;
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number	202-772-6;
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
PubChem CID	7449;
UNII	G4O92KO71Z check;
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).;
	InChI InChI=1S/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H check Key: ZETIVVHRRQLWFW-UHFFFAOYSA-N check; InChI=1/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H Key: ZETIVVHRRQLWFW-UHFFFAOYAC;
	SMILES O=[N+]([O-])c1cc(C=O)ccc1;
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Harmful, Potentially mutagenic
	GHS labelling:
Pictograms	GHS07: Exclamation markGHS09: Environmental hazard
Signal word	Warning
Hazard statements	H302, H315, H319, H335, H411
Precautionary statements	P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501
NFPA 704 (fire diamond)	Error: Image is invalid or non-existent. 2 1 0
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒ verify (what is check☒ ?) Infobox references

3-Nitrobenzaldehyde is an organic compound with the formula O₂NC₆H₄CHO. It is one of three isomers of nitrobenzaldehyde. It contains a nitro group meta-substituted to the aldehyde.

3-Nitrobenzaldehyde is the primary product obtained via the mono-nitration of benzaldehyde with nitric acid.^[3]

C₆H₅CHO + HNO₃ → O₂NC₆H₄CHO + H₂O

Product distribution is about 19% for the ortho-, 72% for the meta- and 9% for the para isomers.

Uses

3-Nitrobenzaldehyde is a precursor to the drug Tipranavir. It is a mainstay in the synthesis of Dihydropyridine calcium channel blockers. Via selective reduction of the nitro group, it is a precursor to the diazonium salt.^[4]

References

^ 3-Nitrobenzaldehyde
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[1] 3-Nitrobenzaldehyde

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[2]

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3-Nitrobenzaldehyde

Uses

References

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