ChemicalBook Product Catalog Chemical Reagents Organic reagents Polyamines N,N,N',N'-Tetramethyl-1,4-phenylenediamine

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

Product NameN,N,N',N'-Tetramethyl-1,4-phenylenediamine
CAS100-22-1
MFC10H16N2
MW164.25
EINECS202-831-6
MOL File100-22-1.mol

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.
InChI	1S/C10H16N2/c1-11(2)9-5-7-10(8-6-9)12(3)4/h5-8H,1-4H3
InChIKey	CJAOGUFAAWZWNI-UHFFFAOYSA-N
SMILES	CN(C)c1ccc(cc1)N(C)C
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	TSCA listed
HazardClass	6.1(a)
PackingGroup	II
HS Code	29215190
Storage Class	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral
Toxicity	LD50 oral in bird - wild: 23700ug/kg

MSDS

Provider	Language
ACROS	English
SigmaAldrich	English
ALFA	English

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

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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