Diphenylamine
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Diphenylamine
structure -
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CAS No:
122-39-4
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Formula:
C12H11N
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Chemical Name:
Diphenylamine
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Synonyms:
Benzenamine,N-phenyl-;Diphenylamine;N-Phenylbenzenamine;Anilinobenzene;DFA;DPA;Benzene,(phenylamino)-;N,N-Diphenylamine;N-Phenylaniline;DBA;No-Scald;Naugalube 428L;NSC 215210;Antioxidant DPA;N-Phenyl-α-aniline;1135443-74-1
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CAS No:
Description
Diphenylamine is a light tan to brown solid with a pleasant odor. Sinks in water. (USCG, 1999)|DryPowder; DryPowder, Liquid; Liquid; PelletsLargeCrystals|Solid|COLOURLESS CRYSTALS WITH CHARACTERISTIC ODOUR.|Colorless, tan, amber, or brown crystalline solid with a pleasant, floral odor.|Colorless, tan, amber, or brown crystalline solid with a pleasant, floral odor. [fungicide]
Diphenylamine is a light tan to brown solid with a pleasant odor. Sinks in water. (USCG, 1999)|Diphenylamine is an aromatic amine containing two phenyl substituents. It has been used as a fungicide for the treatment of superficial scald in apples and pears, but is no longer approved for this purpose within the European Union. It has a role as a carotogenesis inhibitor, an antioxidant, an EC 1.3.99.29 [phytoene desaturase (zeta-carotene-forming)] inhibitor, an antifungal agrochemical, a ferroptosis inhibitor and a radical scavenger. It is an aromatic amine, a secondary amino compound and a bridged diphenyl fungicide.|In humans it may be irritating to mucous membranes. Methemoglobinemia has been produced experimentally. In veterinary use, it is one of active ingredients in topical agents for prevention and treatment of screwworm infestation. An indicator in tests for nitrate poisoning.
Diphenylamine Basic Attributes
169.22
169.22
508755
204-539-4
9N3CBB0BIQ
0466
215210
2811|3077
DTXSID4021975
Monoclinic leaflets from dilute alcohol|Crystals|Colorless, tan, amber, or brown crystalline solid.
2921440000
Characteristics
12.03000
2.97
tan crystalline
1.16 g/cm3
53-54 °C
302 °C
307 °F
1.634
H2O: Slightly soluble . 0.03 g/100 mL;alcohol: passes test
0-6°C
1 mm Hg ( 108 °C)
5.82 (vs air)
Oral-Rat LD50: 1120 mg/kg; Oral-Mouse LD50: 1230 mg/kg
Combustion produces toxic nitrogen oxide gas
Pleasant, floral odor.
1.94e-10 cm3/molecule*sec
Henry's Law constant: 2.69X10-006 atm-cu m/mole @ 25 °C /Estimated/
pKa = 0.78 @ 24 °C
Forms salts with strong acids|Hydroxyl radical reaction rate constant: 2.00X10-10 cu m/molecule-sec @ 25 °C
Dust may be explosive if mixed with air in critical proportions and in the presence of a source of ignition (USCG, 1999). Insoluble in water.
Amines, Aromatic
DIPHENYLAMINE discolors in light. This chemical can react violently with hexachloromelamine and trichloromelamine. It is incompatible with strong oxidizing agents and strong acids. It is also incompatible with iron and silver salts. It reacts with nitrogen oxides. (NTP, 1992)
1175 °F (USCG, 1999)|1173 °F (634 °C)|634 °C
-16.300 BTU/LB= -9.060 CAL/G= -379X10+5 J/KG
7.40 eV
Combustible Solid; explosive if a cloud of dust is exposed to a source of ignition.
Dust explosion possible if in powder or granular form, mixed with air.
Safety Information
III
6.1
UN 3077 9/PG 3
3
23/24/25-33-50/53-52/53-39/23/24/25-11-51/53
28-36/37-45-60-61-28A-16-7
JJ7800000
T,N,F
The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials
Stable; may discolour on exposure to light. Incompatible with strong acids, strong oxidizing agents.
P261-P273-P280-P301 + P310 + P330-P302 + P352 + P312-P403 + P233
H301 + H311 + H331-H373-H410
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.|Burn in admixture with flammable solvent in furnace equipped with afterburner and scrubber. Recommendable methods: Incineration ... .
Can react with oxidizing materials|Oxidizers, hexachloromelamine, trichloromelamine.
Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fire. Behavior in Fire: Dust may be explosive if mixed with air in critical proportions and in the presence of a source of ignition. (USCG, 1999)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.
|Danger|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501|H412 (12.08%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]|P273, and P501|Aggregated GHS information provided by 571 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H301 (99.95%): Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P314, P321, P322, P330, P337+P313, P361, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 1870 companies from 39 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H318: Causes serious eye damage [Danger Serious eye damage/eye irritation]|P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P304+P340, P305+P351+P338, P307+P311, P308+P313, P310, P312, P314, P321, P391, P403+P233, P405, and P501|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P272, P280, P281, P301+P312, P302+P352, P305+P351+P338, P307+P311, P308+P313, P310, P314, P321, P330, P333+P313, P363, P405, and P501
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: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol 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 protect this material from exposure to light, and store it in a refrigerator. (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 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. (NIOSH, 2016)|Use gloves and goggles to avoid contact with skin and eyes. Use effective fume removal device or other respiratory protection.|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|(See protection codes)
Combustible when exposed to heat or flame.
Dust may be explosive if mixed with air in critical proportions and in presence of a source of ignition.|...Diphenylamine /added to/...hexachloromelamine would explode if the amt were large and confined. Trichloromelamine behaves similarly...but with more flame and fume production.
Foam, dry chemical, carbon dioxide. ...Water or foam may cause frothing
Sweep spilled substance into containers; if appropriate, moisten first to prevent dusting, then remove to safe place
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|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.
Inhalation may irritate mucous membranes. ...Contact with dust irritates eyes.
Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 10 mg/cu m.
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. Then store and dispose of according to local regulations.
Provision to contain effluent from fire extinguishing. Separated from strong acids and oxidants. Store in an area without drain or sewer access.
Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.
The substance is irritating to the eyes and respiratory tract.
The substance may have effects on the kidneys. This may result in impaired functions. The substance may have effects on the blood. This may result in anaemia.
NO open flames. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust.
PREVENT DISPERSION OF DUST!
Use local exhaust or breathing protection.
Protective gloves.
Wear safety goggles.
This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Diphenylamine is produced, as an intermediate or a final product, by process units covered under this subpart.
| 3 - Materials that, under emergency conditions, can cause serious or permanent injury.| 1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.| 0 - Materials that in themselves are normally stable, even under fire conditions.| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.
N,N-Diphenylamine had been detected as a volatile organic compound released from textile floor coverings(1). N,N-Diphenylamine was detected in 3 samples of municipal landfill leachate from Gryta, Vasteras, Sweden at concns of 2.3, 3.5, and <2 ug/liter (quantification limit = 2 ug/liter)(2).
Toxicity
moderately toxic
Diphenylamine (5 mg) together with sodium nitrite (15 mg) fed to rats greatly decreased growth of animals. Kidney and liver toxicities and papillomatous hyperplasia of bladder observed in rats fed diphenylamine and sodium nitrite.|The toxicity of halogenated hydrocarbons such as carbon tetrachloride, hexachlorophene, and bithionol sulfoxide, used in veterinary medicine was diminished by the prior or simultaneous administration of diphenylamine (0.1-10% of the admin hydrocarbon).|...Dimethyl sulfoxide lessened the incidence of papillary lesions from diphenylamine.
LD50 Guinea pig oral 300 mg/kg|LD50 Mouse oral 1750 mg/kg|LD50 Rat oral 2 g/kg
N,N-Diphenylamine's production and use in the manufacture of dyes, stabilizing nitrocellulose explosives, and celluloid(1) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,900(SRC), determined from a log Kow of 3.50(2) and a regression-derived equation(3), indicates that N,N-diphenylamine is expected to have low mobility in soil(SRC). Volatilization of N,N-diphenylamine from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.7X10-6 atm-cu m/mole(SRC) derived from its vapor pressure, 6.7X10-4 mm Hg(4), and water solubility, 53 mg/liter(5). N,N-Diphenylamine is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). N,N-Diphenylamine is not expected to biodegrade in soil based on aqueous screening tests(6). N,N-Diphenylamine, present at 30 mg/l, reached 0% of its theoretical BOD in 2 weeks using an activated sludge innoculum at 100 mg/l and the Japanese MITI test(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,900(SRC), determined from a log Kow of 3.50(2) and a regression-derived equation(3), indicates that N,N-diphenylamine is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 2.7X10-6 atm-cu m/mole(SRC), derived from its vapor pressure, 6.70X10-4 mm Hg(4), and water solubility, 53 mg/l(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 9.4 and 107 days, respectively(SRC). According to a classification scheme(6), BCFs ranging from 51 to 253(7), suggests bioconcentration in aquatic organisms is moderate(SRC). N,N-Diphenylamine was found to be not readily biodegradable in aqueous screening tests(7). N,N-Diphenylamine, present at 30 mg/l, reached 0% of its theoretical BOD in 2 weeks using an activated sludge innoculum at 100 mg/l and the Japanese MITI test(7).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N,N-diphenylamine, which has a vapor pressure of 6.7X10-4 mm Hg at 25 °C(2) is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase N,N-diphenylamine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 1.9 hours(SRC), calculated from its rate constant of 2.0X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).
The rate constant for the vapor-phase reaction of N,N-diphenylamine with photochemically-produced hydroxyl radicals has been estimated as 2.0X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.9 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). N,N-Diphenylamine is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2) nor to directly photolyze due to the lack of absorption in the environmental UV spectrum (>290 nm)(SRC).
151.36|BCFs ranging from 101 to 242 and 51 to 253 (species unidentified) were measured using 0.1 and 0.01 mg/liter of N,N-diphenylamine, respectively, and a 8-week study period(1). According to a classification scheme(2), these BCFs suggest the potential for bioconcentration in aquatic organisms is moderate(SRC).
602.56 L/kg|The Koc of N,N-diphenylamine is estimated as 1,900(SRC), using a log Kow of 3.50(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that N,N-diphenylamine is expected to have low mobility in soil(SRC).
The Henry's Law constant for N,N-diphenylamine is estimated as 2.7X10-6 atm-cu m/mole(SRC) derived from its vapor pressure, 6.7X10-4 mm Hg(1), and water solubility, 53 mg/l(2). This Henry's Law constant indicates that diphenylamine is expected to volatilize from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 9.4 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 107 days(SRC). N,N-Diphenylamine is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).
GROUNDWATER: N,N-Diphenylamine was detected in 4 groundwater samples (1 up-flow and 3 down-flow) at an abandoned ammunition site in Germany(1).
N,N-Diphenylamine was found in domestic and imported apples at avg concns of 0.275 ppm (max, 8.1 ppm; detections, 223 out of 769) and 0.232 ppm (max, 5.9 ppm; detections, 402 out of 1,062), respectively(1). N,N-Diphenylamine was detected in fruits and vegetables (15 of 3,962 sample) at concns between <0.01 and <5 ug/g from samples collected in Ontario, Canada between the years 1991 to 1995(2). As part of the Danish Pesticide Monitoring Program conducted between the years 1995-96, N,N-diphenylamine was detected in 5 of 96 apples and 1 of 33 pear samples(3). In selected agricultural commodities available in Canada, the concn of N,N-diphenylamine ranged from <0.05 to 2.0 ppm in 16 of 676 samples analyzed(4).
Aqueous extracts of four brands of rubber nursing nipples purchased in the open market were analyzed for ... diphenylamine ... . ... Diphenylamine was continuously released into aqueous extracts from most brands.|Gas chromatography was used to detect amounts of chemicals leached from rubber stoppers into large volume parenteral solutions. ... Cmpd were found in both stoppers and solutions. Larger quantities of some components such as diphenylamine and tetrachloroethylene leached into 1 l bottles than into 250 ml bottles with the same type of solution. The smaller bottles contained higher relative concn of the substance.|NIOSH (NOES Survey 1981-1983) has statistically estimated that 155,673 workers (20,837 of these are female) are potentially exposed to N,N-diphenylamine in the US(1). The NOES Survey does not include farm workers. Occupational exposure to N,N-diphenylamine may occur through dermal contact with this compound at workplaces where N,N-diphenylamine is produced or used(SRC). Monitoring data indicate that the general population may be exposed to N,N-diphenylamine via ingestion of food, and dermal contact with consumer products containing N,N-diphenylamine (SRC).
Drug Information
...Stated to be less readily absorbed through the skin and respiratory tract /than aniline/.|After administration of diphenylamine (5 ppm) in feed to holstein cow for 4 days, 1.4% of dose detected in feces but none in urine or milk.|A Holstein cow was fed diphenylamine at 5 ppm in the diet for 4 days. Residues of diphenylamine were not detected in the milk or urine, and only in small amounts (1.4%) of the total dose were detected in the feces.|Diphenylamine is readily absorbed through inhalation and skin contact.
.../Diphenylamine/ has been converted to 4-hydroxydiphenylamine in rat and man. An antioxidant DPA actually promotes lipid hydroperoxide formation and oxygen consumption while markedly inhibiting generation of thiobarbituric acid reactive substances. /Diphenylamine/ abolishes formation of cyclooxygenase-dependent conversion products of arachidonate.|The urinary metabolites include 4-hydroxy-DPA, 4,4'-dihydroxy-DPA, and their conjugates. There is no evidence of N-hydroxylation.|...Fate of diphenylamine in dairy cow has been studied. None of the parent compound was detected in the milk or in urine, but small amount (1.4%) were identified in feces. The major metabolites were mono- and di-hydroxylated derivatives. Diphenylamine was rapidly metabolized by beef-liver microsomes.|Fifty percent of 5 ppm diphenylamine disappeared during a 30-minute incubation with liver extract. It was /suggested/ that microsomal hydroxylation of diphenylamine occurs, followed by conjugation and elimination.|Diphenylamine has known human metabolites that include Diphenylamine N-glucuronide.
2.24 Days
Six commercial brands of DPA were analyzed for these impurities: o-cyclohexylaniline was in all samples; p-biphenylamine in 4; o-biphenylamine in 3 and p-cyclohexylaniline in 1.|A number of primary and secondary amines have been reported as impurities in commercial DPA, including p-biphenylamine.|...The carcinogen 4-aminodiphenyl may be present as an impurity during manufacturing process. This may be concentrated to significant proportions in tars... At distillation stage... hazard of bladder cancer.
Inhalation may irritate mucous membranes. Overexposure, including ingestion of solid or skin contact, may cause fast pulse, hypertension, and bladder trouble. Contact with dust irritates eyes. (USCG, 1999)
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.
Rinse and then wash skin with water and soap.
Rinse with plenty of water for several minutes (remove contact lenses if easily possible).
/HUMAN EXPOSURE STUDIES/ May be irritating to mucous membranes. ...Symptoms similar to aniline, but diphenylamine is less toxic.|/HUMAN EXPOSURE STUDIES/ Incidents of occupational human poisoning have been reported with bladder symptoms, tachycardia, hypertension, and eczema. Sensitization is unlikely and has been observed only as a consequence of cross sensitization to p-phenylenediamine. Exposure has also reportedly caused anorexia in humans.|/HUMAN EXPOSURE STUDIES/ A study of dermatological effects of diphenylamine was conducted by use of routine patch tests of 1.0% diphenylamine on approximately 1000 eczema patients. Positive reactions were noted in only three patients which were attributed to cross sensitivities to paraphenylenediamine.|/SIGNS AND SYMPTOMS/ ...One report of poisoning of industrial workers by inhalation of diphenylamine fumes and dust and by skin penetration describes the clinical signs of poisoning as bladder disorders, tachycardia, hypertension and eczema.|/SIGNS AND SYMPTOMS/ Diphenylamine produces symptoms similar to aniline. It may irritate the skin, eyes, and mucous membranes and may produce methemoglobinemia or urinary symptoms in humans.
Diphenylamine
The substance can be absorbed into the body by inhalation, through the skin and by ingestion.|inhalation, skin absorption, ingestion, skin and/or eye contact
irritation eyes, skin, mucous membrane; eczema; tachycardia, hypertension; cough, sneezing; methemoglobinemia; increased blood pressure, heart rate; proteinuria, hematuria (blood in the urine), bladder injury; In Animals: teratogenic effects
Cough. Sore throat.
Redness.
Redness.
Eyes, skin, respiratory system, cardiovascular system, blood, bladder, reproductive system
Diphenylamine Use and Manufacturing
It can be obtained by the condensation of aniline and aniline hydrochloride at 210-240°C and 0.62MPa pressure. If a catalyst is used, aniline hydrochloride is not required, and aniline itself can be condensed to obtain dianiline.
Diphenylamine is an aromatic amine that was shown to exhibit antioxidant activities and is now used as an anti-scald agent.
Antioxidants / Stabilisers
Explosive materials
50,000,000 - 100,000,000 lb|(1984) LESS THAN 2.27X10+6 g
GRADES: TECHNICAL; REFINED, FLAKE & FUSED|NO SCALD|SCALDIP|BIG DIPPER|DECCOSCALD EC 282 (25% AI), NO SCALD DPA EC 283 (31% AI), NO SCALD DPA POWDER NO. 31 (83% AI)
Adhesive manufacturing|Benzenamine, N-phenyl-: ACTIVE|PRODUCT DISCONTINUED BY AMERICAN CYANAMID CO.|DIPHENYLAMINE INJECTED INTO CORE OF STORED APPLES INCR INCIDENCE OF LOW-TEMP BREAKDOWN ONLY WHEN APPLIED EARLY IN STORAGE. IT ACTS ON TERMINAL REACTIONS OF METAB PATHWAY WHICH PRODUCES BREAKDOWN.|USED FOR SCREWWORM CONTROL IN LIVESTOCK. SPECIALLY REFINED DIPHENYLAMINE, PURITY 99.9% IS USED TO CONTROL STORAGE SCALD OF APPLES. ... /IT/ MAY BE APPLIED AS TREE SPRAY BEFORE HARVEST (WITHIN 36 HR FOR MAX CONTROL), AS POST-HARVEST TREATMENT, USING DIP OR SPRAY ON FRUIT...OR BY USE OF IMPREGNATED WRAPS.|DFA...BELIEVED TO CONTAIN DIPHENYLAMINE.../IS/ A RUSSIAN PREPARATION USED AGAINST LICE.|For more General Manufacturing Information (Complete) data for N,N-DIPHENYLAMINE (7 total), please visit the HSDB record page.
Method: EPA-EAD, Semivolaatile Organic Compounds by Isotope Dilution GC/MS; Analyte: diphenylamine; Matrix: water; Detection Level: 20 ug/l.|Method: EPA-OSW, Semivolatile Organic Compounds by GC/MS; Analyte: diphenylamine; Matrix: solid waste matrices, soils, air sampling media and water samples; Detection Level: not provided.|Method: OSHA 22, Gas Chromatography with UV Detection; Analyte: diphenylamine; Matrix: air; Reliable Quantitation Limit: 1.0 ug/cu m.|Method: OSHA 78, HPLC using UV Detection; Analyte: diphenylamine; Matrix: air; Reliable Quantitation Limit: 10 ug/cu m.
Agrochemicals -> Plant Growth Regulators|Pharmaceuticals
Computed Properties
Molecular Weight:169.22
XLogP3:3.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:169.089149355
Monoisotopic Mass:169.089149355
Topological Polar Surface Area:12
Heavy Atom Count:13
Complexity:116
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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