1-Nitronaphthalene

1-Nitronaphthalene
Names
	Preferred IUPAC name 1-Nitronaphthalene
	Other names α-Nitronaphthalene
Identifiers
CAS Number	86-57-7;
3D model (JSmol)	Interactive image;
Beilstein Reference	1867714
ChEBI	CHEBI:34104;
ChEMBL	ChEMBL165373;
ChemSpider	6588;
ECHA InfoCard	100.001.531
EC Number	201-684-5;
KEGG	C14040;
PubChem CID	6849;
UNII	A51NP1DL2T;
UN number	2538
CompTox Dashboard (EPA)	DTXSID7020978;
	InChI InChI=1S/C10H7NO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H Key: RJKGJBPXVHTNJL-UHFFFAOYSA-N;
	SMILES C1=CC=C2C(=C1)C=CC=C2[N+](=O)[O-];
Properties
Chemical formula	C10H7NO2
Molar mass	173.171 g·mol−1
Appearance	pale yellow solid
Density	1.223 g/cm3
Melting point	53–57 °C (127–135 °F; 326–330 K)
Boiling point	304 °C (579 °F; 577 K)
Solubility in water	releases toxic and flammable gas
Vapor pressure	0.00064 hPa
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H228, H302, H411
Precautionary statements	P210, P240, P241, P264, P270, P273, P280, P301+P312+P330, P370+P378, P391, P501
NFPA 704 (fire diamond)	4 2 2 W
Flash point	164 °C (327 °F; 437 K) (closed cup)
Autoignition; temperature	450 °C (842 °F; 723 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	350 mg/kg (oral, rat)
LC50 (median concentration)	>0.04 mg/L (inhalation, rat); 2.0–4.0 mg/L (fathead minnow, 96h);
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1-Nitronaphthalene is an organic compound with the formula C₁₀H₇NO₂. It is one of two isomers of nitronaphthalene. A pale yellow, sublimable solid, 1-nitronaphthalene is the main product of the direct nitration of naphthalene. It is an intermediate in the production of naphthylamine, a precursor to dyes. The conversion to the amine is effected by hydrogenation.

References

1 2 3 4 5 Sigma-Aldrich Co., product no. 103594. Retrieved on 22 October 2025.
1 2 3 4 "Safety Data Sheet - 1-nitronapthalene". FisherSci.com. ThermoFisher Scientific. 24 December 2021. Retrieved 22 October 2025.
↑ Booth, Gerald (2005). "Nitro Compounds, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_411. ISBN 978-3-527-30673-2.
↑ Westerhaus, Felix A.; Jagadeesh, Rajenahally V.; Wienhöfer, Gerrit; Pohl, Marga-Martina; Radnik, Jörg; Surkus, Annette-Enrica; Rabeah, Jabor; Junge, Kathrin; Junge, Henrik; Nielsen, Martin; Brückner, Angelika; Beller, Matthias (2013). "Heterogenized Cobalt Oxide Catalysts for Nitroarene Reduction by Pyrolysis of Molecularly Defined Complexes". Nature Chemistry. 5 (6): 537–543. Bibcode:2013NatCh...5..537W. doi:10.1038/nchem.1645. PMID 23695637. S2CID 3273484.

[SigmaAldrich-1] 1 2 3 4 5 Sigma-Aldrich Co., product no. 103594. Retrieved on 22 October 2025.

[FisherSDS-2] 1 2 3 4 "Safety Data Sheet - 1-nitronapthalene". FisherSci.com. ThermoFisher Scientific. 24 December 2021. Retrieved 22 October 2025.

[3] Booth, Gerald (2005). "Nitro Compounds, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_411. ISBN 978-3-527-30673-2.

[4] Westerhaus, Felix A.; Jagadeesh, Rajenahally V.; Wienhöfer, Gerrit; Pohl, Marga-Martina; Radnik, Jörg; Surkus, Annette-Enrica; Rabeah, Jabor; Junge, Kathrin; Junge, Henrik; Nielsen, Martin; Brückner, Angelika; Beller, Matthias (2013). "Heterogenized Cobalt Oxide Catalysts for Nitroarene Reduction by Pyrolysis of Molecularly Defined Complexes". Nature Chemistry. 5 (6): 537–543. Bibcode:2013NatCh...5..537W. doi:10.1038/nchem.1645. PMID 23695637. S2CID 3273484.