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1-naphthylamine
Sign in to saveAlso known as α-naphthylamine, 1-aminonaphthalene, alpha-naphthylamine
1-Naphthylamine is an aromatic amine derived from naphthalene. It can cause bladder cancer (transitional cell carcinoma). It crystallizes in colorless needles which melt at 50 °C. It possesses a disagreeable odor, sublimes readily, and turns brown on exposure to air. It is the precursor to a variety of dyes.
Chemical data
- Formula
- C10H9N
- Molecular weight
- 143.18 g/mol
- IUPAC name
- naphthalen-1-amine
- SMILES
- C1=CC=C2C(=C1)C=CC=C2N
- InChIKey
- RUFPHBVGCFYCNW-UHFFFAOYSA-N
- XLogP
- 2.2
- Polar surface area
- 26 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
4,636 papers- Comparative biotoxicity of N-Phenyl-1-naphthylamine and N-Phenyl-2-naphthylamine on cyanobacteria Microcystis aeruginosa.Chemosphere · 2017
- Guanyl O6-arylamination and O6-arylation of DNA by the carcinogen N-hydroxy-1-naphthylamine.Cancer research · 1978
- Discovery of the 1-naphthylamine biodegradation pathway reveals a broad-substrate-spectrum enzyme catalyzing 1-naphthylamine glutamylation.eLife · 2024
- N-phenyl-1-naphthylamine (PNA) Accumulates in Snapping Turtle (Chelydra serpentina) Liver Activating the Detoxification Pathway.Bulletin of environmental contamination and toxicology · 2020
- 1,5-Naphthalenediamine.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1982
via PubMed
~2 min read
Encyclopedic overview
5 sectionsContents
- Preparation and reactions
- Use in dyes
- Safety
- See also
- References
1-Naphthylamine is an aromatic amine derived from naphthalene. It can cause bladder cancer (transitional cell carcinoma). It crystallizes in colorless needles which melt at 50 °C. It possesses a disagreeable odor, sublimes readily, and turns brown on exposure to air. It is the precursor to a variety of dyes.
==Preparation and reactions== It can be prepared by reducing 1-nitronaphthalene with iron and hydrochloric acid followed by steam distillation.
Excerpted from Wikipedia’s “1-naphthylamine” article, available under the CC BY-SA 4.0 licence.