N,N,N',N'-Tetramethyl-1,4-phenylenediamine Chemical Properties

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

Hazard Codes 

Xn

Risk Statements 

20/21/22-40-36/37/38

Safety Statements 

28-28A-36-26-22

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

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

N,N,N',N'-Tetramethyl-1,4-phenylenediamine Usage And Synthesis

Chemical Properties

purple to brown crystalline powder

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.

Uses

In the form of the hydrochloride as a reagent in analytical chemistry.

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.]

N,N,N',N'-Tetramethyl-1,4-phenylenediamine(100-22-1)Related Product Information

• o-Phenylenediamine
• 1,4-Diamino-2-nitrobenzene
• N-Methylolacrylamide
• N-Methyl-2-pyrrolidone
• N,N-Diethyl-1,4-phenylenediamine
• p-Phenylenediamine
• p-Phenylenediamine dihydrochloride
• N,N-Dimethyl-1,4-phenylenediamine
• N,N,N',N'-Tetramethylethylenediamine
• 4-Aminodiphenylamine
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• Tetramethyl-1,4-phenylenediamine,2,3,5,6-TETRAMETHYL-1,4-PHENYLENEDIAMINE,2,3,5,5-TETRAMETHYL-1,4-PHENYLENEDIAMINE,2,3,5,6-TETRAMETHYL-1,4-PHENYLENEDIAMINE 98+%
• (-)-2-[METHYLAMINO]-1-PHENYLPROPANE
• N,N,N',N'-1,4-PHENYLENEDIAMINETETRAACETIC ACID
• N,N,N',N'-TETRABENZYL-P-PHENYLENEDIAMINE
• BENZOYL LEUCO METHYLENE BLUE
• N-(4-DIMETHYLAMINO-3,5-DINITROPHENYL)MALEIMIDE
• N,N,N',N'-TETRAMETHYL-1,4-PHENYLENEDIAMINE DIHYDROCHLORIDE,N,N,N',N'-Tetramethyl-1,4-phenylenediamine·2hydrochloride