N-Phenyl-2-naphthylamine

219.28

219.28

205-223-9

456KT854AJ

0542

37151

3259

DTXSID4021131

NEEDLES FROM METHANOL|WHITE TO YELLOWISH CRYSTALS|GRAY TO TAN FLAKES OR POWDER|White to yellow crystals or gray tan flakes or powder [Note: Commercial product may contain 20-30 ppm of beta naphthylamine].

29214500

12.03000

4.20

N-phenyl-2-naphthylamine is a light gray to gray powder. Solutions show blue fluorescence. (NTP, 1992)

1.24 g/cm³

108 °C

395.5 °C

209.2±14.7 °C

1.7020 (estimate)

H2O: Insoluble .apthyl amines can be slowly hydrolyzed, releasing NH3 as a byproduct [N.L. Drake, Org. React. 1, (1942), 105].

...MATERIALS WHICH ARE TOXIC AS STORED OR WHICH...DECOMP INTO TOXIC COMPONENTS DUE TO CONTACT WITH HEAT...SHOULD BE STORED IN COOL, WELL-VENTILATED PLACE, OUT OF DIRECT RAYS OF SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, &...PERIODICALLY INSPECTED & MONITORED.

0.005mmHg at 25°C

Combustible Solid

MAY BE OXIDIZED TO 7-PHENYL-7H-DIBENZO[C,G]CARBAZOLE

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

Amines, Phosphines, and Pyridines

N-PHENYL-2-NAPHTHYLAMINE may react with strong oxidizing agents (NTP, 1992). 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.

Combustible Solid

Dust explosion possible if in powder or granular form, mixed with air. If dry, it can be charged electrostatically by swirling, pneumatic transport, pouring, etc.

III

6.1(b)

3077

2

R36/38;R40;R43;R51/53

22-24/25-61-36/37-26

QM4550000

Xn,N

Separated from oxidants.

Stable. Incompatible with oxidizing agents.

P273-P280-P305 + P351 + P338

H315-H317-H319-H351-H411

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Oxidizers.

DHHS/NTP; Toxicology & Carcinogenesis Studies of N-Phenyl-2-naphthylamine in F344/N Rats and B6C3F1 Mice (Feed Studies) Technical Report Series No. 333 (1988) NIH Publication No. 88-2589|DISCUSSES CARCINOGENIC RISK OF PBNA TO HUMAN SUBJECTS.[BATTEN PL, HATHWAY DE; BR J CANCER 35 (3): 342-346 (1977)]|Scmidt E et al; Zeitschr Gesamte Hyg 29 (8): 452-6 (1983). Toxicological evaluation of vulcanization vapors with special reference to nitrogen containing aging preventative agents.

Literature sources indicate that this chemical is combustible. (NTP, 1992)|Combustible. Finely dispersed particles form explosive mixtures in air.

|Warning|H315: Causes skin irritation [Warning Skin corrosion/irritation]|P201, P202, P261, P264, P272, P273, P280, P281, P302+P352, P305+P351+P338, P308+P313, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P405, and P501|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|Aggregated GHS information provided by 541 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P302+P352, P321, P333+P313, P363, and P501|P261, P272, P273, P280, P302+P352, P321, P333+P313, P363, P391, and P501

Fires involving this compound can be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)|Use water spray, powder, foam, carbon dioxide.

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material under ambient temperatures and protect it from light. (NTP, 1992)

Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should immediately wash the skin when it becomes contaminated. The worker should wash daily at the end of each work shift. Remove: Work clothing that becomes wet or significantly contaminated should be removed and replaced. Change: Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premise. Provide: Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection. Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.] (NIOSH, 2016)|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection.|Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.]|For more Personal Protective Equipment (PPE) (Complete) data for 2-NAPHTHYLAMINE, N-PHENYL- (6 total), please visit the HSDB record page.|(See protection codes)

FIRE HAZARD: MODERATE, WHEN EXPOSED TO HEAT OR FLAME... CAN REACT WITH OXIDIZING MATERIALS.

The worker should immediately wash the skin when it becomes contaminated.|The worker should wash daily at the end of each work shift.|Work clothing that becomes wet or significantly contaminated should be removed and replaced.|Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.

NIOSH considers N-phenyl-beta-naphthylamine to be a potential occupational carcinogen. [Note: Since metabolized to beta-Naphthylamine].|NIOSH usually recommends that occupational exposures to carcinogens be limited to the lowest feasible concn.

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Separated from oxidants.

Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.

The substance is mildly irritating to the eyes.

Repeated or prolonged contact may cause skin sensitization.

NO open flames. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust. Prevent build-up of electrostatic charges (e.g., by grounding).

AVOID ALL CONTACT!

Use local exhaust or breathing protection.

Protective clothing. Protective gloves.

Wear safety goggles.

LD50 Rat oral 8730 mg/kg|LD50 Mouse oral 1450 mg/kg

Under the conditions of these 2 year studies, there was no evidence of carcinogenic activity for male or female F344/N rats fed diets containing 2,500 or 5,000 ppm N-phenyl-2-naphthylamine. Decreased incidence of several neoplasms were observed in dosed rats: thyroid gland C-cell neoplasms in males and females and mononuclear cell leukemia, pituitary gland adenomas, and mammary gland fibroadenomas in females. There was no evidence of carcinogenic activity for male B6C3Fl mice fed diets containing 2,500 or 5,000 ppm N-phenyl-2-naphthylamine. There was equivocal evidence of carcinogenic activity of N-phenyl-2-naphthylamine for male B6C3F1 mice as indicated by the occurrence of two rare kidney neoplasms.

N-Phenyl-2-naphthylamine is used as an antioxidant, lubricant, and inhibitor(1) and, therefore, it may be released to the environment during its production and use(SRC).

TERRESTRIAL FATE: One screening study observed that N-phenyl-2-naphthylamine is readily biodegradable to beta-naphthylamine at concns <5 ppm(2). Higher concns appear to be toxic to microorganisms(2,SRC). Because N-phenyl-2-naphthylamine absorbs UV light >290 nm(3), photolysis may be important if N-phenyl-2-naphthylamine is spilled on terrestrial surfaces(SRC). By analogy to other aromatic amines(1), when released to soil, N-phenyl-2-naphthylamine may undergo covalent chemical bonding with humic materials which can result in its chemical alteration to a latent form and result in tight adsorption. When covalently bound in this latent form, leaching in soil systems is not expected to occur. This covalent bonding proceeds in two steps: a rapid and reversible bonding followed by a slower and much less reversible reaction(1,SRC). In the absence of covalent bonding, leaching would not be possible based on an estimated Koc of 12,500(4-6).|AQUATIC FATE: Based on analogy to other aromatic amines(1), N-phenyl-2-naphthylamine may undergo covalent bonding with humic materials in the water column and in sediment; therefore, partitioning from the water column to sediment and suspended material may be important. N-Phenyl-2-naphthylamine may be susceptible to photooxidation via hydroxyl and peroxy radicals based on analogy to other aromatic amines(2,SRC). Because N-phenyl-2-naphthylamine abosorbs UV light >290 nm(4), photolysis may be important in near-surface water. A BCF value of 147(3,SRC) suggests that N-phenyl-2-naphthylamine will have low potential to bioconcentrate in aquatic organisms(SRC). Aquatic hydrolysis and volatilization do not appear to be environmentally important removal processes of N-phenyl-2-naphthylamine in water(SRC). It appears that N-phenyl-2-naphthylamine is readily biodegradable to beta-naphthylamine at concns <5 ppm(5).|ATMOSPHERIC FATE: Based on a modified regression-derived equation(1,SRC), the vapor pressure for N-phenyl-2-naphthylamine can be estimated to be 8.3X10-6 mm Hg at 25 °C(SRC). According to a suggested classification scheme(2), this vapor pressure value suggests that N-phenyl-2-naphthylamine will exist in both the vapor and particulate phases in the ambient atmosphere. Particulate-phase N-phenyl-2-naphthylamine will probably be removed from air via dry deposition. Vapor-phase N- phenyl-2-naphthylamine is degraded rapidly in an average ambient atmosphere by reaction with photochemically produced hydroxyl radicals at an estimated half-life of about 55 minutes(3,SRC).

The rate constant for the vapor-phase reaction of N-phenyl-2-naphthylamine with photochemically produced hydroxyl radicals has been estimated to be 4.18X10-10 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 55 min at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Aromatic amines are generally resistant to aqueous environmental hydrolysis(2); therefore, N-phenyl-2-naphthylamine is not expected to hydrolyze in water(SRC). As a class, aromatic amines react relatively rapidly in sunlit natural water via reaction with photochemically produced hydroxyl radicals and peroxy radicals(3); typical half-lives for hydroxyl radical and peroxy radical reaction are on the order of 19-30 sunlight hours(3); however, rate data specific to N-phenyl-2-naphthylamine were not located(SRC). Photolysis may be important(SRC), since N-phenyl-2-naphthylamine absorbs UV radiation > 290 nm(4).

234.42|The BCF value for N-phenyl-2-naphthylamine was determined to be 147 with the fathead minnow (Pimephales promelas) in a 32 day exposure flow-through test of Lake Superior water at 25 °C(1).

Aromatic amines have been observed to undergo rapid and reversible covalent bonding with humic materials in aqueous solution; the initial bonding reaction is followed by a slower and much less reversible reaction believed to represent the addition of the amine to quinoidal structures followed by oxidation of the product to give an amino-substituted quinone; these processes represent pathways by which aromatic amines may be converted to latent forms in the biosphere(4). In the absence of covalent bonding, one can estimate the adsorption potential based on the Koc value. Based on an experimental log octanol-water partition coefficient of 4.38(2) and a recommended regression-derived equation(1), the Koc value for N-phenyl-2-naphthylamine can be estimated to be 12,500(SRC). According to a suggested classification scheme(3), this Koc value indicates that N-phenyl-2-naphthylamine will be immobile in soil.

The Henry's Law constant for N-phenyl-2-naphthylamine can be estimated to be 1.03X10-7 from a chemical structure estimation method(1). According to a suggested classification scheme(2), this Henry's Law constant indicates that N-phenyl-2-naphthylamine is essentially nonvolatile from water.

Human exposure to 2-naphthylamines in the past was primarily via inhalation and dermal routes(1).|IT SHOULD BE POSSIBLE TO DESIGNATE A TLV FOR PBNA WHICH WOULD ENSURE SAFETY OF WORKERS IF ADHERED TO, PROVIDED ABSORPTION FROM OTHER SOURCES WAS ALSO PREVENTED. ...EXTREME PRECAUTIONS NEEDED IN HANDLING BNA, WHOSE MFR & USE HAVE BEEN PROHIBITED IN SEVERAL JURISDICTIONS, APPEAR UNNECESSARY FOR PBNA.|WHEN SAMPLES OF 1,3-BUTADIENE RUBBER WERE HEATED TO 220 °C, EVOLVED FUMES CONTAINED 0.012 MG/G (12 MG/KG) OF AIR N-PHENYL-2-NAPHTHYLAMINE... STUDIES CONDUCTED IN SEVERAL SYNTHETIC RUBBER PLANTS IN USSR DETECTED.../THIS COMPD/ IN AIR...|IN US...NIOSH...RECOMMENDED...EMERGENCY TEMPORARY STD TO REGULATE...EXPOSURE TO N-PHENYL-2-NAPHTHYLAMINE BE ISSUED, IN LIGHT OF...FINDINGS INDICATING...IT IS METABOLIZED IN HUMAN BODY TO FORM CARCINOGEN, 2-NAPHTHYLAMINE... NIOSH EST THAT 15,000 WORKERS IN US...POTENTIALLY EXPOSED...DURING ITS MFR & USE (NIOSH, 1976).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 368 workers are potentially exposed to N-phenyl-2-naphthylamine in the USA(1).

IN DOGS GIVEN SINGLE ORAL DOSES OF 5 MG/KG...(1,4,5 ,8-(14)C)-N-PHENYL-2-NAPHTHYLAMINE ALONE OR FOLLOWING REPEATED DOSES OF 400 MG/ANIMAL...N-PHENYL-2-NAPHTHYLAMINE ON 5 DAYS A WK FOR 4 WK, MORE THAN 90% OF RADIOACTIVITY...EXCRETED OVER 3 DAYS, MAINLY IN FECES. ONLY 2.8% OF RADIOACTIVITY WAS EXCRETED IN URINE.|NO INCR EXCRETION OF LABELED 2-NAPHTHYLAMINE...OBSERVED FOLLOWING 4 WK PRETREATMENT WITH 400 MG/ANIMAL UNLABELED N-PHENYL-2-NAPHTHYLAMINE...|2-NAPHTHYLAMINE WAS FOUND @ LEVEL OF 3-4 UG IN 24-HR SAMPLES OF URINE FROM 2 VOLUNTEERS WHO INGESTED 50 MG N-PHENYL-2-NAPHTHYLAMINE CONTAINING 0.7 UG 2-NAPHTHYLAMINE & FROM WORKERS (UNSPECIFIED NUMBER) EST TO HAVE INHALED 30 MG N-PHENYL-2-NAPHTHYLAMINE...|IN 4 WORKERS EXPOSED TO N-PHENYL-2-NAPHTHYLAMINE DUSTS (EST INTAKE, 40 MG)... EST TO CONTAIN 32 NG 2-NAPHTHYLAMINE, 3-8 UG 2-NAPHTHYLAMINE...FOUND IN 24-HR URINE SAMPLES...|IN 19 VOLUNTEERS GIVEN 10 MG N-PHENYL-2-NAPHTHYLAMINE CONTAINING 8 NG 2-NAPHTHYLAMINE (0.8 MG/KG), FROM 0.4-3 UG 2-NAPHTHYLAMINE WERE FOUND IN 24-HR URINE SAMPLES FROM 7 SUBJECTS, 6 OF WHICH WERE NON-SMOKERS.

AMT RANGING FROM 0-10 UG 2-NAPHTHYLAMINE WAS DETECTED IN URINE OF DOGS GIVEN SINGLE DOSE OF 5 MG/KG...N-PHENYL-2-NAPHTHYLAMINE...|Hepatic microsomal preparations from rat, hamster, dog, monkey, and humans catalyze PBNA biotransformation in vitro to 6-hydroxy-N-phenyl-2-naphthylamine and 4'-hydroxy-N-phenyl-2-naphthylamine.|A dose dependent relationship between the concn of parent compound and its BNA metabolite in rat urine was observed after oral doses of 50 or 100 mg PBNA/kg/day for 4 days. Some 34 ug BNA was recovered in rat urine after a total PBNA dose of 400 mg.|Experimental evidence from human volunteers ingesting PBNA at a single 10-50 mg dose and from workers inhaling PBNA dust show that BNA is eliminated in the urine as a metabolite of PBNA.|The carcinogenic antioxidants, N-phenyl-1-naphthylamine (P1NA) and phenyl-2-naphthylamine (P2NA) were examined in vitro for biotransformation by rat hepatic microsomes and in freshly isolated hepatocytes. HLPC analysis of hepatocyte incubations revealed that phenols were the major metabolites in both cases. P1NA formed one phenolic metabolite only, while incubation with P2NA yielded two phenols identified as 6-hydroxy-P2NA and 4'-hydroxy-P2NA by chromatography with authentic samples. beta-Naphthylamine, a metabolite indicating dephenylation of P2NA was not detectable. Metabolism studies with microsomes revealed that the phenols were formed by cytochrome p450 dependent monooxygenases. Pretreatment of animals with phenobarbital and 3-methylcholanthrene both incr the rate of microsomal metabolism of P1NA and P2NA, indicating that more than one p450 enzyme mediate the oxygenation reaction. Animal pretreatment with single and repeated doses of P1NA and P2NA did not markedly stimulate metabolism, but induced ethylmorphine demethylation in males and females and benzo(a)pyrene hydroxylation in females.

0.39 Days

Commercial product may contain 20-30 ppm beta-naphthylamine

Exposure Routes: inhalation, skin absorption, ingestion, skin and/or eye contact Symptoms: Irritation; leucoplakia; acne, hypersensitivity to sunlight; [potential occupational carcinogen] Target Organs: Eyes, skin, bladder (NIOSH, 2016)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)|(See procedures)

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

TREATMENT: SYMPTOMATIC & SUPPORTIVE.

LEUCOPLAKIA, ACNE & HYPERSENSITIVITY TO SUNLIGHT...OBSERVED IN 36 WORKERS EXPOSED FOR PROLONGED PERIODS TO N-PHENYL-2-NAPHTHYLAMINE...|OUT OF 57 CU-SMELTING WORKERS SUFFERING FROM INFLAMMATORY LESIONS OF MUCOUS MEMBRANE & SKIN OF LIPS, 22 HAD INCR SENSITIVITY TO RUBBER AS MAIN CAUSE OF CHEILITIS.|OCCUPATIONAL ALLERGIC DERMATOSIS WAS OBSERVED IN RUBBER WORKERS DUE TO ADDITIVES SUCH AS NEOZON D.|IT HAS BEEN REPORTED THAT COMMERCIAL N-PHENYL-2-NAPHTHYLAMINE IS CONTAMINATED WITH 20-30 MG/KG OF CARCINOGEN 2-NAPHTHYLAMINE...|For more Human Toxicity Excerpts (Complete) data for 2-NAPHTHYLAMINE, N-PHENYL- (6 total), please visit the HSDB record page.

2-anilinonaphthalene

The substance can be absorbed into the body by inhalation and by ingestion.|inhalation, skin absorption, ingestion, skin and/or eye contact

Irritation; leucoplakia; acne, hypersensitivity to sunlight; [potential occupational carcinogen]

Redness. Pain.

Eyes, skin, bladder

UNTIL RECENTLY...WAS AVAILABLE IN US AS COMMERCIAL GRADE...PURITY, 97.0% MIN; SET-POINT, 106.0 °C MIN; ASH CONTENT, 0.5% MAX; 2-NAPHTHOL CONTENT, 0.5% MAX.|/IT IS/...AVAILABLE IN US IN VARIETY OF FORMULATIONS, COMPOUNDED WITH OTHER ANTIOXIDANTS, EG, PARA-ISOPROPOXYDIPHENYLAMINE & DIPHENYL-PARA-PHENYLENEDIAMINE...

2-Naphthalenamine, N-phenyl-: ACTIVE|...DETECTED IN EXTRACTS FROM WIDE VARIETY OF ANIMAL, PLANT & MICROBIAL LIPIDS. IT HAS BEEN SHOWN, HOWEVER, THAT IT WAS CONTAMINANT OF SOLVENTS USED TO EXTRACT THEM, WHICH HAD COME INTO CONTACT WITH RUBBER CONTAINING THE ANTIOXIDANT...|IT IS BELIEVED THAT NO US COMPANIES ARE CURRENTLY PRODUCING THIS COMPD COMMERCIALLY|...IS USED PRIMARILY AS ANTIOXIDANT (GENERALLY @ LEVELS OF 1-2%) IN RUBBER PROCESSING...TO IMPART HEAT, OXIDN & FLEX-CRACKING RESISTANCE IN NATURAL RUBBER, SYNTHETIC RUBBERS & LATEXES...|.../IT/ HAS BEEN USED AS CHEM INTERMEDIATE IN PRODN OF RUBBER ANTIOXIDANT, N-PHENYL-2-NAPHTHYLAMINE-ACETONE CONDENSATE, & IN PRODN OF 7 DYES...OF WHICH...CI ACID BLUE 98.../IS/ OF COMMERCIAL WORLD SIGNIFICANCE...|N-Phenyl-2-naphthylamine, an antioxidant in rubber processing, is gradually being displaced by improved products.

GAS CHROMATOGRAPHY...USED TO DETERMINE...N-PHENYL-2-NAPHTHYLAMINE, IN VULCANIZED RUBBERS...COULSON CONDUCTIMETRIC DETECTOR...PREFERRED METHOD OF DETECTION...|TLC...USED FOR SEPARATION & IDENTIFICATION...IN VULCANIZED RUBBER FOLLOWING THERMAL EXTRACTION...IN PLASTICS USED AS FOOD WRAPS...IN LIQ WHICH HAD COME INTO CONTACT WITH STABILIZED RUBBERS, WITH SENSITIVITY OF 2-5 UG N-PHENYL-2-NAPHTHYLAMINE...IN RUBBER (LESS THAN 10% ERROR)...& IN TRANSFORMER OILS...|HIGH-PRESSURE LIQ CHROMATOGRAPHY...USED TO SEPARATE MIXT OF AROMATIC AMINE-TYPE ANTIOXIDANTS, INCL N-PHENYL-2-NAPHTHYLAMINE; AS LITTLE AS 5 UG... DETECTED... GEL PERMEATION CHROMATOGRAPHY IN COMBINATION WITH TLC...USED TO SEPARATE & IDENTIFY...IN EXTRACTS OF VULCANIZED RUBBER SAMPLES & IN MIXT OF VULCANIZATION INGREDIENTS...|...UV, FLUORESCENT & PHOSPHORESCENT SPECTRA HAVE BEEN STUDIED... SELISKAR, CJ & BRAND, L, "ELECTRONIC SPECTRA OF 2-AMINONAPHTHALENE-6-SULFONATE & RELATED MOLECULES. GENERAL PROPERTIES & EXCITED-STATE REACTIONS," J AMER CHEM SOC, 93, 5405-5414 (1971).|For more Analytic Laboratory Methods (Complete) data for 2-NAPHTHYLAMINE, N-PHENYL- (8 total), please visit the HSDB record page.