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HomeProduct name listN,N,N',N'-Tetramethyl-1,4-phenylenediamine

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
N,N,N',N'-Tetramethyl-1,4-phenylenediamine Structural

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)
ghs
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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