N-(2-Naphthyl)aniline

Description

Phenyl-naphtylamine is an amine coumpound. Sensitization was reported in patients with hypersensitivity to rubber.

Chemical properties

light grey powder or crystals

Chemical properties

Phenyl-β-naphthylamine is a light gray powder. A combustible solid.

The Uses of N-(2-Naphthyl)aniline

N-Phenyl-2-naphthylamine is used as an antioxidant in rubber processing; provides oxidation and flex-cracking resistance in natural rubber, synthetic rubbers, and latexes; stabilizer in electrical-insulating silicone enamels; antioxidant in otiJer polymers, greases, lubricating oils, and transformer oils; heat and light stabilizer; vulcanization accelerator; catalyst; polymerization inhibitor; component of rocket fuels, surgical plasters, and tin-electroplating batiJs; chemical intermediate; an inhibitor for butadiene; in the production of seven dyes; in rubber products made of natural rubber, styrene-butadiene, nitrile, butadiene, and chloroprene.

The Uses of N-(2-Naphthyl)aniline

Formerly as an antioxidant in rubber processing to impart heat, oxidation, and flexcracking resistance in natural rubber, synthetic rubbers, and latexes; as a stabilizer in electricalinsulating silicone enamels

The Uses of N-(2-Naphthyl)aniline

Formerly as an antioxidant in rubber processing to impart heat, oxidation, and flexcracking resistance in natural rubber, synthetic rubbers, and latexes; as a stabilizer in electricalinsulating silicone enamels

Definition

ChEBI: N-Phenyl-2-naphthylamine is a member of naphthalenes.

General Description

Light gray to gray powder. Solutions show blue fluorescence.

Air & Water Reactions

Insoluble in water. Napthyl amines can be slowly hydrolyzed, releasing NH3 as a byproduct [N.L. Drake, Org. React. 1, (1942), 105].

Reactivity Profile

N-(2-Naphthyl)aniline may react with strong oxidizing agents . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

N-phenyl-b-naphthylamine (PBNA) is carcinogenic to experimental animals in some studies.

Fire Hazard

Literature sources indicate that N-(2-Naphthyl)aniline is combustible.

Contact allergens

Phenyl-beta-naphthylamine is an amine compound. Sensitization was reported in patients with hypersensitivity from rubber.

Safety Profile

Suspected carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Moderately toxic by ingestion. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Potential Exposure

Phenyl-β-naphthylamine is used as a rubber antioxidant; as an inhibitor for butadiene; a stabilizer in lubricants and an intermediate in chemical synthesis.

Carcinogenicity

The IARC has concluded that there is limited evidence for carcinogenicity to animals and inadequate evidence for humans.10 ACGIH considers PBNA to be a suspected human carcinogen because b-naphthylamine is both an impurity and a human metabolite of PBNA.

Purification Methods

Crystallise it from EtOH, MeOH, glacial acetic acid or *benzene/hexane. [Beilstein 12 H 1275, 12 I 535, 12 II 716, 12 III 2991.]

Incompatibilities

Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Medical observation is recommended for 24
48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.