diphenyl amine

benzenamine, N-phenyl-

CAS: 122-39-4 C12 H11 N MW: 169.22667000

Identification

Namediphenyl amine
IUPACN-phenylaniline
CAS Number122-39-4
EINECS204-539-4
FDA UNII9N3CBB0BIQ
Molecular FormulaC12 H11 N
Molecular Weight169.22667000
MDL NumberMFCD00003014
Nikkaji NumberJ2.493G
XlogP33.50 (est)

Regulatory

FDA Mainterm (IAUFC)122-39-4 ; DIPHENYLAMINE

Physical Properties

Appearance light tan to brown solid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 52.90 °C. @ 760.00 mm Hg
Boiling Point 302.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.001000 mmHg @ 25.00 °C. (est)
Vapor Density 5.82 ( Air = 1 )
Flash Point 307.00 °F. TCC ( 152.80 °C. ) (est)
logP (o/w) 3.500
Soluble in water, 53 mg/L @ 20 °C (exp)

Organoleptic Properties

Odor Description sweet floral faint

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-guinea pig LD50 300 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryherbicides / pesticides
IFRA Critical EffectToxicity and teratogenicity
Recommendation for diphenyl amine usage levels up toPROHIBITED: Should not be used as a fragrance ingredient.
Recommendation for diphenyl amine flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

celery plant coriander fruit coriander plant coriander seed lemon plant onion bulb onion plant tea leaf

Synonyms

aniline, N-phenyl- benzenamine, N-phenyl- benzene, (phenylamino)- deccoscald 282 diphenyl-amine diphenylamine naugalube 428L no-scald phenylamino)benzene N- phenylaniline N- phenylbenzenamine scaldip shield DPA PubMed: Cell wall, cell membrane, and volatile metabolism are altered by antioxidant treatment, temperature shifts, and peel necrosis during apple fruit storage. PubMed: A method to detect diphenylamine contamination of apple fruit and storages using headspace solid phase micro-extraction and gas chromatography/mass spectroscopy. PubMed: Effect of metabolic inhibitors on growth and carotenoid production in Dunaliella bardawil. PubMed: Design, synthesis, and structure-activity relationship of novel aniline derivatives of chlorothalonil. PubMed: Hollow fiber liquid-phase microextraction with in situ derivatization combined with gas chromatography-mass spectrometry for the determination of root exudate phenylamine compounds in hot pepper ( Capsicum annuum L.). PubMed: Effects of route of administration and feeding schedule on pharmacokinetics of robenacoxib in cats. PubMed: Redox spectrophotometric method involving electrolytically generated manganese(III) sulphate with diphenylamine for the determination of ascorbic acid present in the samples of various fruits, commercial juices and sprouted food grains. PubMed: Cell wall, cell membrane, and volatile metabolism are altered by antioxidant treatment, temperature shifts, and peel necrosis during apple fruit storage. PubMed: A novel dsDNA/polydiphenylamine-4-sulfonic acid electrochemical biosensor for selective detection of the toxic catechol and related DNA damage. PubMed: Determination of fungicide residues in baby food by liquid chromatography-ion trap tandem mass spectrometry. PubMed: Micronucleus frequency in human lymphocytes after exposure to diphenylamine in vitro. PubMed: Diphenylamine residues in apples caused by contamination in fruit storage facilities. PubMed: Antcin B and its ester derivative from Antrodia camphorata induce apoptosis in hepatocellular carcinoma cells involves enhancing oxidative stress coincident with activation of intrinsic and extrinsic apoptotic pathway. PubMed: Decreases in cocaine self-administration with dual inhibition of the dopamine transporter and σ receptors. PubMed: Ripening, storage temperature, ethylene action, and oxidative stress alter apple peel phytosterol metabolism. PubMed: Development of a quantitative high-performance thin-layer chromatographic method for sucralose in sewage effluent, surface water, and drinking water. PubMed: 'Diffuse skin browning' in 1-MCP-treated apples: etiology and systems of control. PubMed: Short anaerobiosis period prior to cold storage alleviates bitter pit and superficial scald in Granny Smith apples. PubMed: Screening of agrochemicals in foodstuffs using low-temperature plasma (LTP) ambient ionization mass spectrometry. PubMed: Profiling of compounds and degradation products from the postharvest treatment of pears and apples by ultra-high pressure liquid chromatography quadrupole-time-of-flight mass spectrometry. PubMed: Metabolomic change precedes apple superficial scald symptoms. PubMed: Trial offers early test case for personalized medicine. PubMed: Diphenylamine metabolism in 'braeburn' apples stored under conditions conducive to the development of internal browning. PubMed: Pesticide residues in Italian Ready-Meals and dietary intake estimation. PubMed: Analyses of pesticide residues in fruit-based baby food by liquid chromatography/electrospray ionization time-of-flight mass spectrometry. PubMed: Development of a high-throughput screening method using a cell-based, lawn format assay for the identification of novel plant defense activators from combinatorial peptide libraries. PubMed: The indirect detection of bleach (sodium hypochlorite) in beverages as evidence of product tampering. PubMed: Analysis of sucrose esters--insecticides from the surface of tobacco plant leaves. PubMed: Oxidative remediation of diphenylamine in wastewater. PubMed: Influence of ethylene action, storage atmosphere, and storage duration on diphenylamine and diphenylamine derivative content of Granny Smith apple peel. PubMed: Rapid determination of diphenylamine residues in apples and pears with a single multicommuted fluorometric optosensor. PubMed: Relationship of superficial scald development and alpha-farnesene oxidation to reactions of diphenylamine and diphenylamine derivatives in Cv. Granny Smith apple peel. PubMed: 1-Methylcyclopropene interactions with diphenylamine on diphenylamine degradation, alpha-farnesene and conjugated trienol concentrations, and polyphenol oxidase and peroxidase activities in apple fruit. PubMed: Production of volatile compounds by Fuji apples following exposure to high CO2 or low O2. PubMed: Carbendazim and metalaxyl residues in post-harvest treated apples. PubMed: Sphingoid bases and ceramide induce apoptosis in HT-29 and HCT-116 human colon cancer cells. PubMed: Conjugated triene oxidation products of alpha-farnesene induce symptoms of superficial scald on stored apples. PubMed: Fate of apple peel phenolics during cool storage. PubMed: Fate of PubMed: Multivariate analysis of superficial scald susceptibility on Granny Smith apples dipped with different postharvest treatments. PubMed: Effect of superficial scald suppression by diphenylamine application on volatile evolution by stored Cortland apple fruit. PubMed: UVA-induced oxidative damage to rat liver nuclei: reduction of iron ions and the relationship between lipid peroxidation and DNA damage. PubMed: Monitoring of domestic and imported apples and rice by the U.S. Food and Drug Administration pesticide program. PubMed: Ascorbic acid inhibits lipid peroxidation but enhances DNA damage in rat liver nuclei incubated with iron ions. PubMed: Determination of o-phenylphenol, diphenylamine, and propargite pesticide residues in selected fruits and vegetables by gas chromatography/mass spectrometry. PubMed: Oxidative liver DNA damage in rats treated with pesticide mixtures. PubMed: Effectiveness of intramuscularly administered cyanide antidotes on methemoglobin formation and survival. PubMed: Investigation of regional glutathione levels in a model of chemically-induced renal papillary necrosis. PubMed: Cytogenetic effects on human lymphocytes of a mixture of fifteen pesticides commonly used in Italy. PubMed: Effect of Vicia faba and bran feeding on nitrosamine carcinogenesis and formation. PubMed: Genetic toxicity of a mixture of fifteen pesticides commonly found in the Italian diet. PubMed: Decreased incidence of diphenylamine-induced renal papillary necrosis in Syrian hamsters given dimethylsulphoxide. PubMed: Reverse-phase liquid chromatographic determination of clioquinol in cream and ointment preparations: collaborative study. PubMed: Monitoring Ontario-grown apples for pest control chemicals used in their production, 1978-86. PubMed: Determination of diphenylamine residues in apples, and 4-aminobiphenyl residues in diphenylamine, by high-performance liquid chromatography and electrochemical detection. PubMed: Conformation and configuration at the central amine nitrogen of a nucleotide adduct of the carcinogen 2-(acetylamino)fluorene as studied by 13C and 15N NMR spectroscopy. PubMed: Effect of anti-oxidants on growth and lactic acid production by Streptococcus mutans. PubMed: Effect of micronutrients, antioxidants and related compounds on the mutagenicity of 3,2'-dimethyl-4-aminobiphenyl, a colon and breast carcinogen. PubMed: Methods for the determination of diphenylamine residues in apples. PubMed: [Thin-layer chromatography of sugars (author's transl)]. PubMed: An Action Spectrum for Light-induced Primordium Formation in a Basidiomycete, Favolus arcularius (Fr) Ames. PubMed: Superficial scald, a functional disorder of stored apples. IV. Effect of variety, maturity, oiled wraps and diphenylamine on the concentration of alpha-farnesene in the fruit. PubMed: Superficial scald, a functional disorder of stored apples. 3. Concentration of diphenylamine in the fruit after treatment. PubMed: Metabolism of diphenylamine in the rat, rabbit and man.