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	1.332 g/cm3
Melting point	52–61 °C (126–142 °F; 325–334 K)
Boiling point	304 °C (579 °F; 577 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H228, H301, H315, H319, H335, H351, H411
Precautionary statements	P201, P202, P210, P240, P241, P261, P264, P270, P271, P273, P280, P281, P301+P310, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P330, P332+P313, P337+P313, P362, P370+P378, P391, P403+P233, P405, P501
	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.^[1] The conversion to the amine is effected by hydrogenation.^[2]

Safety

Its -logLC50 is 4.49 for fathead minnows.^[3]

References

^ Booth, Gerald (2005). "Nitro Compounds, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_411. ISBN 978-3527306732.
^ 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.
^ Martin, Todd M.; Young, Douglas M. (2001). "Prediction of the Acute Toxicity (96-h LC₅₀) of Organic Compounds to the Fathead Minnow ( Pimephales promelas ) Using a Group Contribution Method". Chemical Research in Toxicology. 14 (10): 1378–1385. doi:10.1021/tx0155045. PMID 11599929.

[1] Booth, Gerald (2005). "Nitro Compounds, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_411. ISBN 978-3527306732.

[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.

[3] Martin, Todd M.; Young, Douglas M. (2001). "Prediction of the Acute Toxicity (96-h LC₅₀) of Organic Compounds to the Fathead Minnow ( Pimephales promelas ) Using a Group Contribution Method". Chemical Research in Toxicology. 14 (10): 1378–1385. doi:10.1021/tx0155045. PMID 11599929.

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