1-Naphthylamine

June 2026 changed changed 477208220 1-Naphthylamine correct ?? 1-Naphthylamine.png 150 Skeletal formula 1-Naphthylamine-3D-balls.png 180 Ball-and-stick model Naphthalen-1-amine (Naphthalen-1-yl)amine1-Naphthylamineα-Naphthylamine1-Aminonaphthalene correct chemspider correct EBI 50450 8319 correct kegg C14790 1/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2 RUFPHBVGCFYCNW-UHFFFAOYAD correct EBI 57394 correct chemspider 1S/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2 correct chemspider RUFPHBVGCFYCNW-UHFFFAOYSA-N correct CAS 134-32-7 correct FDA 9753I242R5 8640 Nc1c2ccccc2ccc1 C10H9N Colorless crystals (reddish-purple in air) ammonia-like 143.19 g/mol 1.114 g/cm3 47 to 50 301 1 mmHg (104°C) 0.002% (20°C) −98.8·10−6 cm3/mol −127.6·10−6 cm3/mol (HCl salt) 315 0441 2-Naphthylamine1-NaphtholNaphthaleneAniline1,8-Bis(dimethylamino)naphthalene 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.y Naphthylamines 19 169 It is the precursor to a variety of dyes.Gerald Booth Naphthalene Derivatives Ullmann's Encyclopedia of Industrial Chemistry 2005 Wiley-VCH Weinheim 10.1002/14356007.a17_009 9783527303854 . Preparation and reactions It can be prepared by reducing 1-nitronaphthalene with iron and hydrochloric acid followed by steam distillation. Oxidizing agents, such as ferric chloride, give a blue precipitate with solutions of its salts. Chromic acid converts it into 1,4-naphthoquinone. Sodium in boiling amyl alcohol reduces the unsubstituted ring, giving tetrahydro-1-naphthylamine. This tetrahydro compound yields adipic acid when oxidized by potassium permanganate. At 200 °C in sulfuric acid, it converts to 1-naphthol. Use in dyes The sulfonic acid derivatives of 1-naphthylamine are used for the preparation of azo dye. These compounds possess the important property of dyeing unmordanted cotton. An important derivative is naphthionic acid (1-aminonaphthalene-4-sulfonic acid), which is produced by heating 1-naphthylamine and sulfuric acid to 170–180 °C in the presence of crystallized oxalic acid. It forms small needles, very sparingly soluble in water. Upon treatment with the bis(diazonium) derivative of benzidine, 1-aminonaphthalene-4-sulfonic acid gives Congo red. Other Uses Used in preparation of the rodenticide Antu [86-88-4] and the herbicide Naptalam [132-66-1]. Also: naptalam, aptiganel. Safety It is listed as one of the 13 carcinogens covered by the OSHA General Industry Standards.OSHA Standard 1910.1003 References Category:Naphthylamines Category:IARC Group 3 carcinogens Category:1-Naphthyl compounds