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193992

Sigma-Aldrich

N,N-Dimethyl-p-phenylenediamine

97%

Synonym(s):
4-(Dimethylamino)aniline, 4-Amino-N,N-dimethylaniline, DMPPDA, N,N-Dimethyl-1,4-phenylenediamine
Linear Formula:
(CH3)2NC6H4NH2
CAS Number:
Molecular Weight:
136.19
Beilstein:
508105
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

assay

97%

bp

262 °C (lit.)

mp

34-36 °C (lit.)

SMILES string

CN(C)c1ccc(N)cc1

InChI

1S/C8H12N2/c1-10(2)8-5-3-7(9)4-6-8/h3-6H,9H2,1-2H3

InChI key

BZORFPDSXLZWJF-UHFFFAOYSA-N

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General description

N,N-Dimethyl-p-phenylenediamine (DPD, DMPD) is an aromatic amine mainly used as an intermediate to produce dyes. Its oxidation reaction with H2O2 in the presence of iron(III) catalyst has been used for the spectrophotometric detection of trace quantities of iron (III). Cyclovoltammetric studies have been conducted to evaluate the electrochemical oxidation of DMPD at various pH. DMPD on oxidation under basic conditions has been reported to undergo hydrolytic decomposition.

Application

N,N-Dimethyl-p-phenylenediamine may be used for the preparation of molecular compounds with tetracyano-p-quinodimethane (TCNQ). Polarized absorption spectra of these molecular compounds were investigated.

Packaging

5, 100, 500 g in glass bottle

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Polarized Absorption Spectra of Single Crystals of Ion Radical Salts. I. Molecular Compounds of 7, 7, 8, 8-Tetracyano-p-quinodimethane with N, N, N', N'-Tetramethyl-p-phenylenediamine and N, N-Dimethyl-p-phenylenediamine.
Kuroda H, et al.
Bulletin of the Chemical Society of Japan, 41(12), 2855-2858 (1968)
Mechanism diversity in anodic oxidation of N, N-dimethyl-p-phenylenediamine by varying pH.
Maleki A and Nematollahi D.
Journal of Electroanalytical Chemistry, 704, 75-79 (2013)
An historical review of the use of dye precursors in the formulation of commercial oxidation hair dyes.
Corbett JF.
Dyes and Pigments, 41(1), 127-136 (1999)
Spectrophotometric catalytic determination of an ultratrace amount of iron (III) in water based on the oxidation of N, N-dimethyl-p-phenylenediamine by hydrogen peroxide.
Hirayama K and Unohara N.
Analytical Chemistry, 60(23), 2573-2577 (1988)
Veronica Verde et al.
Free radical research, 36(8), 869-873 (2002-11-08)
Oxidative stress has been clearly implicated in human disease by a growing body of scientific evidences. There is no ideal method for the measurement of this parameter. A possible strategy would be to measure simultaneously several biomarkers representing damage to...

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