| Identification | More | [Name]
N,N,N',N'-Tetramethyl-1,4-phenylenediamine | [CAS]
100-22-1 | [Synonyms]
1,4-BIS(DIMETHYLAMINO)BENZENE
N,N,N',N'-TETRAMETHYL-1,4-PHENYLENEDIAMINE
N,N,N',N'-TETRAMETHYL-P-PHENYLENEDIAMINE
WURSTER'S REAGENT
1,4-bis(dimethylamino)-benzen
4-Benzenediamine,N,N,N’,N’-tetramethyl-1
Benzene, 1,4-bis(dimethylamino)-
N,N,N',N'-Tetramethyl-1,4-Benzenediamine
N,N,N',N'-Tetramethyl-p-fenylendiamin
n,n,n’,n’-tetramethyl-4-benzenediamine
N,N,N’,N’-Tetramethyl-benzene-1,4-diamine
n,n,n’,n’-tetramethyl-p-fenylendiamin
N,N,N’,N’-Tetramethyl-p-phenyl
n,n,n’,n’-tetramethyl-p-phenylenediamin
p-Bis(dimethylamino)benzene
p-Phenylenediamine, N,N,N',N'-tetramethyl-
Tetramethyl-p-phenyldiamine
Tetramethyl-p-phenylenediamine
TL 85
tl85 | [EINECS(EC#)]
202-831-6 | [Molecular Formula]
C10H16N2 | [MDL Number]
MFCD00008309 | [Molecular Weight]
164.25 | [MOL File]
100-22-1.mol |
| Chemical Properties | Back Directory | [Appearance]
purple to brown crystalline powder | [Melting point ]
49-51 °C(lit.) | [Boiling point ]
260 °C(lit.) | [density ]
0.9743 (rough estimate) | [refractive index ]
1.5700 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Refrigerator (+4°C) | [form ]
powder
| [pka]
5.92±0.12(Predicted) | [color ]
off-white to gray
| [Stability:]
Stable, but may be air or light sensitive. Combustible. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents. | [Water Solubility ]
slightly in cold, more in hot water | [Sensitive ]
Air & Light Sensitive | [Merck ]
14,9228 | [BRN ]
1564025 | [CAS DataBase Reference]
100-22-1(CAS DataBase Reference) | [NIST Chemistry Reference]
1,4-Benzenediamine, N,N,N',N'-tetramethyl-(100-22-1) | [EPA Substance Registry System]
|
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R40:Limited evidence of a carcinogenic effect.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
1
| [RTECS ]
ST4200000
| [F ]
10 | [TSCA ]
Yes | [HazardClass ]
6.1(a) | [PackingGroup ]
II | [HS Code ]
29215190 | [Toxicity]
LD50 oral in bird - wild: 23700ug/kg |
| Hazard Information | Back Directory | [General Description]
Leaflets or a drab green solid. | [Reactivity Profile]
N,N,N',N'-TETRAMETHYL-P-PHENYLENEDIAMINE(100-22-1) can burn in air to give toxic NOx gases . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. | [Air & Water Reactions]
This compound may be sensitive to air and heat. . Insoluble in water. | [Health Hazard]
ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. It is an irritant. | [Fire Hazard]
This chemical is probably combustible. | [Chemical Properties]
purple to brown crystalline powder | [Uses]
In the form of the hydrochloride as a reagent in analytical chemistry. | [Uses]
N,N,N',N'-Tetramethyl-p-phenylenediamine is a reducing co-substrate for heme peroxidases. It is used for detection of peroxidases on polyacrylamide gels. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 29, p. 488, 1964 DOI: 10.1021/jo01025a506 | [Safety Profile]
Poison by ingestion. Moderatelytoxic by inhalation. Mutation data reported. When heatedto decomposition it emits toxic fumes of NOx. | [Purification Methods]
Crystallise the amine from pet ether or water. It can be sublimed or dried carefully in a vacuum line, and stored in the dark under nitrogen. It has been recrystallised from its melt. [Beilstein 13 H 74, 13 I 22, 13 II 40, 13 III 111, IV 107.] |
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