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]

1-Nitronaphthalene
Names
Preferred IUPAC name
1-Nitronaphthalene
Other names
α-Nitronaphthalene
Identifiers
3D model (JSmol)
1867714
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.531 Edit this at Wikidata
EC Number
  • 201-684-5
KEGG
UNII
UN number 2538
  • InChI=1S/C10H7NO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H
    Key: RJKGJBPXVHTNJL-UHFFFAOYSA-N
  • C1=CC=C2C(=C1)C=CC=C2[N+](=O)[O-]
Properties
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:
GHS02: FlammableGHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H228, H301, H315, H319, H335, H351, H411
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).

Safety

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

References

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  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.