N,N,N',N'-Tetramethyl-1,4-phenylenediamine
Synonym(s):TMPD;TMPDA;TMPPD;Wurster’s reagent;1,4-Bis(dimethylamino)benzene
- CAS NO.:100-22-1
- Empirical Formula: C10H16N2
- Molecular Weight: 164.25
- MDL number: MFCD00008309
- EINECS: 202-831-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is N,N,N',N'-Tetramethyl-1,4-phenylenediamine?
Chemical properties
purple to brown crystalline powder
The Uses of N,N,N',N'-Tetramethyl-1,4-phenylenediamine
In the form of the hydrochloride as a reagent in analytical chemistry.
The Uses of N,N,N',N'-Tetramethyl-1,4-phenylenediamine
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.
What are the applications of Application
N,N,N′,N′-Tetramethyl-p-phenylenediamine is a reducing co-substrate for heme peroxidases
Synthesis Reference(s)
The Journal of Organic Chemistry, 29, p. 488, 1964 DOI: 10.1021/jo01025a506
General Description
Leaflets or a drab green solid.
Air & Water Reactions
N,N,N',N'-Tetramethyl-1,4-phenylenediamine may be sensitive to air and heat. . Insoluble in water.
Reactivity Profile
N,N,N',N'-Tetramethyl-1,4-phenylenediamine 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.
Health Hazard
ACUTE/CHRONIC HAZARDS: When heated to decomposition N,N,N',N'-Tetramethyl-1,4-phenylenediamine emits toxic fumes. It is an irritant.
Fire Hazard
N,N,N',N'-Tetramethyl-1,4-phenylenediamine is probably combustible.
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.]
Properties of N,N,N',N'-Tetramethyl-1,4-phenylenediamine
Melting point: | 49-51 °C(lit.) |
Boiling point: | 260 °C(lit.) |
Density | 0.9743 (rough estimate) |
refractive index | 1.5700 (estimate) |
Flash point: | >230 °F |
storage temp. | Store below +30°C. |
form | powder |
pka | 5.92±0.12(Predicted) |
color | off-white to gray |
Water Solubility | slightly in cold, more in hot water |
Sensitive | Air & Light Sensitive |
Merck | 14,9228 |
BRN | 1564025 |
Stability: | Stable, but may be air or light sensitive. Combustible. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents. |
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 | N,N,N',N'-Tetramethyl-p-phenylenediamine (100-22-1) |
Safety information for N,N,N',N'-Tetramethyl-1,4-phenylenediamine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
Computed Descriptors for N,N,N',N'-Tetramethyl-1,4-phenylenediamine
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JSK Chemicals
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