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122-39-4
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???(??):
?????;??????(?????);???????;??????;N,N-??????;N-??????;N-?????Phenylaniline;??????
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Diphenylamine
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DPA;DFA;N-PHENYLANILINE;Diphenylamin;Diphenylaniline;Diphenylamine, synthesis grade;Z-876;OA-505;CORAZA;ci10355
CBNumber:
CB7852949
???:
C12H11N
??? ??:
169.22
MOL ??:
122-39-4.mol
MSDS ??:
SDS

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52 °C
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302 °C(lit.)
??
1.16
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610kg/m3
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5.82 (vs air)
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1 mm Hg ( 108 °C)
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1.5785 (estimate)
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307 °F
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Store below +30°C.
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?? ?? (pKa)
0.79(at 25℃)
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?? ???. 0.03g/100mL
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Air & Light Sensitive
Merck
14,3317
BRN
508755
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TLV-TWA 10 mg/m3 (ACGIH and MSHA).
Dielectric constant
3.3（11℃）
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LogP
3.82 at 20.2℃
CAS ??????
122-39-4(CAS DataBase Reference)
NIST
Diphenylamine(122-39-4)
EPA
Diphenylamine (122-39-4)
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  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? T,N,F
?? ???? ?? 23/24/25-33-50/53-52/53-39/23/24/25-11-51/53
????? 28-36/37-45-60-61-28A-16-7
????(UN No.) UN 3077 9/PG 3
OEB B
OEL TWA: 10 mg/m3
WGK ?? 3
RTECS ?? JJ7800000
F ?????? 8-10-23
?? ?? ?? 630 °C DIN 51794
TSCA Yes
HS ?? 2921 44 00
?? ?? 6.1
???? III
?? ?? ??? 122-39-4(Hazardous Substances Data)
?? LD50 orally in Rabbit: 1120 mg/kg LD50 dermal Rabbit > 5000 mg/kg
???? ?? KE-28303
?????? ??? 2019-1-936
?? ? ???? ????: ????; ???(??)????: N-??????[N-Phenylbenzenamine; Diphenylamine; 122-39-4] ? ?? 25% ?? ??? ???
????(GHS): GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
?? ?: Danger
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?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H373 ??? ?? ?? ???? ??(??, ??? ?? ??? ?? ??? ??)? ??? ??? ? ?? ?? ???? ?? - ?? ?? ?? 2 ?? P260, P314, P501
H410 ??? ??? ?? ????? ?? ??? ?? ????? ?? - ?? ?? 1 ?? GHS hazard pictograms P273, P391, P501
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P273 ???? ???? ???.
P280 ????/???/???/?????? ?????.
P301+P310 ???? ?? ????(??)? ??? ????.
P314 ???? ??? ???? ??·??? ????.
NFPA 704
1
2 0

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(C6H5)2NH2???? ??. ??, ??? ?? ??? ??. ?? 55℃, ?? 302℃.

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Solutions of diphenylamine are used to treat apples a few days before harvest. Residue on apples’ surfaces of 10 ppm is permitted by regulation in Australia, Canada, and the United States.

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Diphenylamine is a colorless monoclinic leafl et substance. It is used in the manufacture of a variety of substances, i.e., dyestuffs and their intermediates, pesticides, antihelmintic drugs, and as reagents in analytical chemistry laboratories.

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Diphenylamine is an aromatic amine that was shown to exhibit antioxidant activities and is now used as an anti-scald agent. It is also used in the manufacture of a variety of substances, for instance, dye stuffs and their intermediates, pesticides, anthelmintic drugs, and as reagents in analytical chemistry laboratories.

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diphenylamine: A colourless crystallinearomatic compound,(C6H5)2NH; m.p. 54°C. It is made byheating phenylamine (aniline) withphenylamine hydrochloride. It is asecondary amine and is both slightlyacidic (forming an N-potassium salt)and slightly basic (forming salts withmineral acids). Its derivatives are employedas stabilizers for syntheticrubber and rocket fuels.

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Light tan to brown solid with a pleasant odor. Sinks in water.

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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.

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Diphenylamine discolors in light. Diphenylamine can react violently with hexachloromelamine and trichloromelamine. Diphenylamine is incompatible with strong oxidizing agents and strong acids. Diphenylamine is also incompatible with iron and silver salts. Diphenylamine reacts with nitrogen oxides.

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Diphenylamine is highly toxic and is rapidly absorbed by the skin and through inhalation. It has caused anorexia, hypertension, eczema, and bladder symptoms. Experimental animals exposed to diphenylamine demonstrated cystic lesions but failed to demonstrate cancerous growth. Inhalation of diphenylamine dust may cause systemic poisoning. The symptoms of toxicity include, but are not limited to, anoxia, headache, fatigue, anorexia, cyanosis, vomiting, diarrhea, emaciation, hypothermia, bladder irritation, kidney, heart, and liver damage.

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Noncombustible solid; autoignition temperature 634°C (1173°F); low reactivity.

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Insecticide, Fungicide, Herbicide, Plant growth regulator: Topically in anti-screwworm mixtures, foliar application in a modified growth chamber to decrease ozone injury to leaves of apple, bean, muskmelon, petunia, and tobacco plants. To control weather fleck in tobacco and inhibit algae formation. To prolong the fresh appearance of snapdragons. Protect rice from the toxic effects of thiolcarbamate herbicides [83] . Not currently approved for use in EU countries (resubmitted) . Registered for use in the U.S. and other countries.

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NOSCALD DPA 31; NOSCALD DPA 283; SCALDIP; Z-876

Safety Profile

Poison by ingestion. Experimental teratogenic effects. Action similar to anhne but less severe. Combustible when exposed to heat or flame. Can react violently with hexachloromelamine or trichloromelamine. Can react with oxilzing materials. To fight fire, use CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of NOx,. See also ANILINE, AMINES, and AROMATIC AMINES.

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Diphenylamine is present in waste water from industrial processes. Diphenylamine has been detected in milk of animals (cow, sheep, goat, water buffalo) raised in Italy and France.
Pseudokirchneriella subcapitata (Algae) growth was inhibited with a dose of 0.30 mg l-1. Aquatic invertebrates Daphnia magna showed an acute 48 h EC50 dose of 1.2 mg l-1.

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The major metabolite of diphenylamine (DPA) identified in stored apples is a glucose conjugate of 4-hydroxydiphenylamine, and additional metabolites, characterized as glycosyl conjugates of 2-hydroxy- DPA, 3-hydroxy-DPA, 4-hydroxy-DPA, or dihydroxy- DPA, are also detected along with their intact (i.e. non-conjugated) forms in apple pulp.

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Diphenylamine should be protected from physical damage. Storage of diphenylamine outside or a detached area is preferred. Inside storage should be in a standard flammable liquids storage room or cabinet. Diphenylamine should be kept separately from oxidizing materials and incompatible chemical substances. Storage and work areas should be no smoking areas. Diphenylamine should be kept protected from light.

Purification Methods

Crystallise diphenylamine from pet ether, MeOH, or EtOH/water. Dry it under vacuum. [Beilstein 12 H 174, 12 IV 271.]

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Students and occupational workers should be careful during use and handling of diphenylamine. Workers should wear impervious protective clothing, including boots, gloves, a laboratory coat, apron or coveralls, as appropriate, to prevent skin contact. Finely dispersed particles of diphenylamine form explosive mixtures in air. Diphenylamine is very harmful on exposures by swallowing, inhalation, and/or skin absorption. Diphenylamine causes irritation to the skin, eyes, and respiratory tract, and causes blood vascular changes leading to methemoglobinemia.

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BENZP-??????-??-?? ??? ?? ???? ??-??? Basic Blue 11 5-[[4-(aminosulphonyl)-2-nitrophenyl]amino]-2-[[4-[[4-(aminosulphonyl)-2-nitrophenyl]amino]phenyl]amino]benzenesulphonic acid ????????????DR N,N'-Bis- (1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine DIRECT BLACK 22 Direct Blend Blue ????????? ????? 9-METHYLACRIDINE Nordazepam 4,4'-??(??, ??-?????)????? N,N'-Diphenylbenzidine P-????????? 9,9-??????? ??-?????????? ????354 C.I. ? ?? 16 ????? 4-?????? 4-???????? ????? C.I. ??? ? 199, ??? ?? 168 ?? Sulphur Blue 7 lithium base grease 2-Amino-5-nitrobenzophenone N-????????? Sulphur Dark Blue 3R N,N'-??(3-????)-N,N'-????-(1,1'-????)-4,4'-???? 2,2-diphenyl-1-picrylhydrazyl Molybdenum disulfide lithium-based grease photosensitive polyimide photoresist (PSPI) N,N,N',N'-Tetraphenylbenzidine 4,4`-di(a-methylbenzyl)diphenylamine

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