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Diphenylamine

Product Name
Diphenylamine
CAS No.
122-39-4
Chemical Name
Diphenylamine
Synonyms
DFA;DPA;Z-876;OA-505;CORAZA;ci10355;Scaldip;NO SCALD;bigdipper;c.i.10355
CBNumber
CB7852949
Molecular Formula
C12H11N
Formula Weight
169.22
MOL File
122-39-4.mol
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Diphenylamine Property

Melting point:
52 °C
Boiling point:
302 °C(lit.)
Density 
1.16
vapor density 
5.82 (vs air)
vapor pressure 
1 mm Hg ( 108 °C)
refractive index 
1.5785 (estimate)
Flash point:
307 °F
storage temp. 
Store below +30°C.
solubility 
alcohol: passes test
pka
0.79(at 25℃)
form 
crystalline
color 
tan
Odor
Floral odor
Water Solubility 
Slightly soluble. 0.03 g/100 mL
Sensitive 
Air & Light Sensitive
Merck 
14,3317
BRN 
508755
Exposure limits
TLV-TWA 10 mg/m3 (ACGIH and MSHA).
Stability:
Stable; may discolour on exposure to light. Incompatible with strong acids, strong oxidizing agents.
CAS DataBase Reference
122-39-4(CAS DataBase Reference)
NIST Chemistry Reference
Diphenylamine(122-39-4)
EPA Substance Registry System
Diphenylamine (122-39-4)
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Safety

Hazard Codes 
T,N,F
Risk Statements 
23/24/25-33-50/53-52/53-39/23/24/25-11-51/53
Safety Statements 
28-36/37-45-60-61-28A-16-7
RIDADR 
UN 3077 9/PG 3
WGK Germany 
3
RTECS 
JJ7800000
8-10-23
Autoignition Temperature
630 °C DIN 51794
TSCA 
Yes
HS Code 
2921 44 00
HazardClass 
6.1
PackingGroup 
III
Hazardous Substances Data
122-39-4(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1120 mg/kg LD50 dermal Rabbit > 5000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H301Toxic if swalloed

H311Toxic in contact with skin

H331Toxic if inhaled

H370Causes damage to organs

H373May cause damage to organs through prolonged or repeated exposure

H400Very toxic to aquatic life

H410Very toxic to aquatic life with long lasting effects

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P309IF exposed or if you feel unwell:

P310Immediately call a POISON CENTER or doctor/physician.

P311Call a POISON CENTER or doctor/physician.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P405Store locked up.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
40263-U
Product name
Diphenylamine solution
Purity
certified reference material, 5000?μg/mL in methanol
Packaging
1 mL
Price
$48.7
Updated
2021/03/22
Sigma-Aldrich
Product number
8.20528
Product name
Diphenylamine
Purity
for synthesis
Packaging
100 g
Price
$54.85
Updated
2021/03/22
Sigma-Aldrich
Product number
8.20528
Product name
Diphenylamine
Purity
for synthesis
Packaging
1 kg
Price
$64.1
Updated
2021/03/22
Sigma-Aldrich
Product number
33149
Product name
Diphenylamine
Purity
puriss. p.a., redox indicator, ACS reagent, reag. Ph. Eur., ≥98% (GC)
Packaging
100 g
Price
$80
Updated
2021/03/22
Sigma-Aldrich
Product number
CRM69121
Product name
Diphenylamine
Purity
certified reference material, TraceCERT?
Packaging
CRM69174-100MG
Price
$120
Updated
2021/03/22
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Diphenylamine Chemical Properties,Usage,Production

Description

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.

Chemical Properties

white crystals or powder

Chemical Properties

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.

Uses

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.

Uses

Diphenylamine is used in the manufactureof dyes, as a stabilizer for nitrocelluloseexplosives, and as an analytical reagent forcolorimetric tests for nitrate and chlorate.
Other applications of this compoundinclude preventing postharvest deteriorationof apple and peer crops; as an antioxidant inrubber and elastomer industry and in the per fumery. As a stabilizer for propellants andexplosives, it binds their degradation prod ucts thus prolonging the storage time of suchpropellants.

Uses

Diphenylamine is used post-harvest to prevent superficial scald in apples in cold store.

Definition

ChEBI: 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.

Definition

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.

Synthesis Reference(s)

The Journal of Organic Chemistry, 58, p. 6900, 1993 DOI: 10.1021/jo00076a063

General Description

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

Air & Water Reactions

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.

Reactivity Profile

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.

Health Hazard

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.

Health Hazard

Diphenylamine is much less toxic than aniline. The acute oral toxicity is low. A doseof 3000 mg/kg was lethal to rats. At a concentration of >500 ppm, a diet fed to ratsfor over 7 months resulted in renal cysts inanimals. Its absorption through the skin andthe respiratory system is lower than that ofaniline. Exposure to its dusts caused changesin liver, spleen, and kidney in test animals.Industrial exposure to diphenylamine hascaused tachycardia, hypertension, eczema,and bladder symptoms in workers (Fairhall1957). Carcinogenicity of this compound isunknown. It showed an adverse reproduc tive effect in animals, causing developmentalabnormalities in urogenital system in pregnant rats.
LD50 value, oral guinea pig: 300 mg/kg.

Health Hazard

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.

Fire Hazard

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

Agricultural Uses

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.

Trade name

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.

Environmental Fate

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.

Metabolic pathway

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.

storage

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.]

Degradation

Diphenylamine is an anti-oxidant and therefore reacts with oxygen under conditions of use. It darkens on exposure to sunlight. Aqueous photolysis is pH and oxygen dependant (Lopez et al., 1980). It is converted into carbazole (2) and hydrogen peroxide in the presence of dissolved oxygen. In degassed solution it is converted into carbazole (2) and tetrahydrocarbazole (3) (see Scheme 1).

Precautions

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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Diphenylamine Suppliers

-JIANGSU FEIYA CHEMICAL GROUP
Tel
0513-88810409-
Fax
0513-88810409
Email
SALES@FEIYACHEM.COM
Country
China
ProdList
1
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58
Lianyungang Xuanyuan Chemical Co., Ltd
Tel
+86-0518-85415818 18000194506
Fax
+86-0518-85415818
Email
18000194506@qq.com
Country
China
ProdList
311
Advantage
55
Tianjin Zhongxin Chemtech Co., Ltd.
Tel
022-66880623;022-89880623
Fax
86(0)22-66880086
Email
sales@tjzxchem.com;sales@tjzxchem.com
Country
China
ProdList
617
Advantage
60
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Fax
86-21-61259102
Email
sh@meryer.com
Country
China
ProdList
40264
Advantage
62
Alfa Aesar
Tel
400-610-6006; 021-67582000
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30159
Advantage
84
TAIYUAN RHF CO.,LTD.
Tel
+86 351 7031519
Fax
+86 351 7031519
Email
sales@RHFChem.com
Country
China
ProdList
2346
Advantage
56
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386 / 800-988-0390
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24555
Advantage
81
Beijing dtftchem Technology Co., Ltd.
Tel
13651141086; 86(10)60275028、60275820
Fax
86 (10) 60270825
Email
dtftchem@sina.com
Country
China
ProdList
3392
Advantage
62
Energy Chemical
Tel
021-58432009-
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
43496
Advantage
61
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View Lastest Price from Diphenylamine manufacturers

Hebei Guanlang Biotechnology Co., Ltd.
Product
Diphenylamine 122-39-4
Price
US $10.00/KG
Min. Order
100KG
Purity
99%
Supply Ability
100 mt
Release date
2021-09-03
Wuhan Monad Medicine Tech Co.,LTD
Product
Diphenylamine 122-39-4
Price
US $10.00/KG
Min. Order
1KG
Purity
99.99%
Supply Ability
20 tons/month
Release date
2020-12-25
Zhuozhou Wenxi import and Export Co., Ltd
Product
Diphenylamine 122-39-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11

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