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Cas Database |
| Name |
N,N'-Diphenyl-1,4-phenylenediamine |
EINECS | 200-806-4 | |
| CAS No. | 74-31-7 | Density | 1.2 | |
| PSA | 24.06000 | LogP | 5.31980 | |
| Solubility | insoluble AUTOIGNITION | Melting Point |
145 - 152 C |
|
| Formula | C18H16 N2 | Boiling Point | 220 - 225 C | |
| Molecular Weight | 260.338 | Flash Point | 297 °C | |
| Transport Information | 25kgs | Appearance | light gray to brown powder | |
| Safety | 2215944 | Risk Codes | R43;R52/53 | |
| Molecular Structure |
|
Hazard Symbols |
|
|
| Synonyms |
1,4-Benzenediamine,N,N'-diphenyl- (9CI); p-Phenylenediamine, N,N'-diphenyl- (8CI);1,4-Bis(phenylamino)benzene; 1,4-Dianilinobenzene;4,4'-Diphenyl-p-phenylenediamine; 4-Phenylaminodiphenylamine; AgeRite DPPD;Altofane DIP; Antage DP; Antigen P; Antigene P; Antioxidant H; DFFD; DPPD;Diafen FF; Diafen FF-T; Diphenyl-p-phenylenediamine; Ekaland DPPD; Flexamine G;JZF; N,N'-Diphenyl-1,4-benzenediamine; N,N'-Diphenyl-1,4-phenylenediamine;N,N'-Diphenyl-p-phenylenediamine; NSC 5761; Naugard J; Nocrac DP; Nonflex H;Nonox DPPD; Permanax 18; Permanax DPPD; Stabilizer DPPD;p-Bis(phenylamino)benzene; p-Phenylaminodiphenylamine |
Article Data | 64 |
N,N'-Diphenyl-1,4-phenylenediamine Synthetic route
| Conditions | Yield |
|---|---|
| With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate In 1,4-dioxane at 80℃; for 2h; Inert atmosphere; chemoselective reaction; | 99% |
| With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; sodium t-butanolate In toluene at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Glovebox; chemoselective reaction; | 87% |
| Conditions | Yield |
|---|---|
| With potassium phosphate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine In 1,4-dioxane; tert-butyl alcohol at 110℃; Buchwald-Hartwig Coupling; Inert atmosphere; Glovebox; chemoselective reaction; | 98% |
- 66311-46-4
N4-(2-methylphenyl) benzene-1,4-diamine
- 101-54-2
N-phenylphenylene-1,4-diamine
- 108-95-2
phenol
A
- 74-31-7
N,N'-diphenyl-1,4-phenylenediamine
B
- 27173-16-6
N-phenyl-N'-tolyl-p-phenylenediamine
| Conditions | Yield |
|---|---|
| With 5%-palladium/activated carbon In cyclohexanone at 250℃; for 6h; Autoclave; Inert atmosphere; | A 94.4% B 88.8% |
| Conditions | Yield |
|---|---|
| With 5%-palladium/activated carbon In cyclohexanone at 220℃; for 6h; Concentration; Autoclave; Inert atmosphere; | 93.6% |
| Conditions | Yield |
|---|---|
| With sodium t-butanolate; Ni(0)*2IPr In 1,4-dioxane at 100℃; | 92% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide In N,N-dimethyl-formamide at 130℃; for 0.55h; Buchwald-Hartwig Coupling; | 91% |
| With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium (0) |
| Conditions | Yield |
|---|---|
| With dicyclohexyl(2-methoxy-6-methylbiphenyl-2,-yl)phosphine; potassium tert-butylate; palladium diacetate In 1,4-dioxane at 160℃; for 0.5h; Inert atmosphere; Microwave irradiation; | 86% |
- 109-77-3
malononitrile
A
- 1200190-23-3
2-(2,5-bis(phenylamino)phenyl)malononitrile
B
- 74-31-7
N,N'-diphenyl-1,4-phenylenediamine
| Conditions | Yield |
|---|---|
| Stage #1: malononitrile With tetrabutyl ammonium fluoride In water; acetonitrile at 20℃; Michael addition reaction; Inert atmosphere; Stage #2: N,N' diphenyl-1,4 benzoquinone diimine In water; acetonitrile at 20 - 70℃; Michael addition reaction; Inert atmosphere; | A 80% B n/a |
- 105-56-6
ethyl 2-cyanoacetate
A
- 1200190-29-9
ethyl 2-(2,5-bis(phenylamino)phenyl)-2-cyanoacetate
B
- 74-31-7
N,N'-diphenyl-1,4-phenylenediamine
| Conditions | Yield |
|---|---|
| Stage #1: ethyl 2-cyanoacetate With tetrabutyl ammonium fluoride In water; acetonitrile at 20℃; Michael addition reaction; Inert atmosphere; Stage #2: N,N' diphenyl-1,4 benzoquinone diimine In water; acetonitrile at 20 - 70℃; Michael addition reaction; Inert atmosphere; | A 77% B n/a |
- 105-34-0
methyl 2-cyanoacetate
A
- 1200190-26-6
methyl 2-(2,5-bis(phenylamino)phenyl)-2-cyanoacetate
B
- 74-31-7
N,N'-diphenyl-1,4-phenylenediamine
| Conditions | Yield |
|---|---|
| Stage #1: methyl 2-cyanoacetate With tetrabutyl ammonium fluoride In water; acetonitrile at 20℃; Michael addition reaction; Inert atmosphere; Stage #2: N,N' diphenyl-1,4 benzoquinone diimine In water; acetonitrile at 20 - 70℃; Michael addition reaction; Inert atmosphere; | A 76% B n/a |
N,N'-Diphenyl-1,4-phenylenediamine Chemical Properties
Chemical Name: N,N-Diphenyl-p-phenylenediamine
IUPAC NAME: 1-N,4-N-Diphenylbenzene-1,4-diamine
CAS No.: 74-31-7
EINECS: 200-806-4
RTECS: ST2275000
Molecular Formula: C18H16N2
Molecular Weight: 260.33 g/mol
Melting Point: 143-145 °C(lit.)
Density: 1.175 g/cm3
Flash Point: 297 °C
Boiling Point: 469.2 °C at 760 mmHg
Storage temp.: 2-8°C
Following is the structure of 1,4-bis(phenyl amino)Benzene (74-31-7):
Product Categories about 1,4-bis(phenyl amino)Benzene (74-31-7) are Organics ; Diphenylamines (for High-Performance Polymer Research) ; Functional Materials ; Reagent for High-Performance Polymer Research
The chemical synonymous of 1,4-bis(phenyl amino)Benzene (74-31-7) are 4,4'-Diphenyl-p-phenylenediamine ; 4-Phenylaminodiphenylamine ; Altofane Dip ; Altofanedip ; Antage Dp ; Antagedp ; Antigenep
N,N'-Diphenyl-1,4-phenylenediamine Uses
1,4-bis(phenyl amino)Benzene (74-31-7) is used as antioxidants in rubber industry.
N,N'-Diphenyl-1,4-phenylenediamine Toxicity Data With Reference
| 1. | eye-rbt 500 mg/24H SEV | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,73. | ||
| 2. | mma-sat 10 µg/plate | PCBRD2 Progress in Clinical and Biological Research. 141 (1984),407. | ||
| 3. | msc-ham:lng 30 mg/L | SWEHDO Scandinavian Journal of Work, Environment and Health. 9 (Suppl 2)(1983),27. | ||
| 4. | orl-rat LD50:2370 mg/kg | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,73. | ||
| 5. | orl-mus LD50:18 g/kg | GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 10 (3)(1966),49. | ||
| 6. | ipr-mus LD50:300 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 . |
N,N'-Diphenyl-1,4-phenylenediamine Consensus Reports
Reported in EPA TSCA Inventory.
N,N'-Diphenyl-1,4-phenylenediamine Safety Profile
Poison by intraperitoneal route. Moderately toxic by ingestion. A weak allergen. Experimental teratogenic and reproductive effects. An eye irritant. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:
Xi: Irritant .gif){kind=small}
Risk Statements about 1,4-bis(phenyl amino)Benzene (74-31-7):
R 43 May cause sensitization by skin contact.
R 52/53 Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements about 1,4-bis(phenyl amino)Benzene (74-31-7):
S 24 Avoid contact with skin.
S 37 Wear suitable gloves.
S 61 Avoid release to the environment. Refer to special instructions/safety data sheets.
Attentions:
1. Storage: Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
2. Handling: All chemicals should be considered hazardous. Avoid direct physical contact. Use appropriate, approved safety equipment. Untrained individuals should not handle this chemical or its container. Handling should occur in a chemical fume hood.
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