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Merck
CN

T7394

Sigma-Aldrich

N,N,N′,N′-Tetramethyl-p-phenylenediamine

99%, powder

Synonym(s):

TMPD, TMPDA, TMPPD, Wurster’s reagent

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5 G
CN¥1,104.07
25 G
CN¥2,529.75

CN¥1,104.07


Available to ship onApril 27, 2025Details


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5 G
CN¥1,104.07
25 G
CN¥2,529.75

About This Item

Linear Formula:
C6H4[N(CH3)2]2
Molecular Weight:
164.25
Beilstein:
1564025
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

CN¥1,104.07


Available to ship onApril 27, 2025Details


Request a Bulk Order

Quality Level

Assay

99%

form

flakes
powder

color

off-white to brown

bp

260 °C (lit.)

mp

49-51 °C (lit.)

SMILES string

CN(C)c1ccc(cc1)N(C)C

InChI

1S/C10H16N2/c1-11(2)9-5-7-10(8-6-9)12(3)4/h5-8H,1-4H3

InChI key

CJAOGUFAAWZWNI-UHFFFAOYSA-N

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1 of 4

This Item
T313487890549983
assay

99%

assay

≥95%

assay

≥97.0% (AT)

assay

≥99%

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

mp

49-51 °C (lit.)

mp

222-224 °C (lit.)

mp

222-224 °C (lit.)

mp

-

bp

260 °C (lit.)

bp

-

bp

-

bp

145-146 °C (lit.)

form

flakes

form

powder

form

powder

form

-

color

off-white to brown

color

off-white to gray-brown

color

-

color

-

General description

N,N,N′,N′-Tetramethyl-p-phenylenediamine (TMPDA) is a redox reagent with low ionization potential widely used as an electron donor for photosystem I. It also acts as an electron acceptor in photosystem II.[1][2]

Application

N,N,N′,N′-Tetramethyl-p-phenylenediamine (TMPDA) can be used:
  • In the flow injection analysis of benzoyl peroxide.[3]
  • To study photoinduced electron transfer to halogenated solvents.[2]

Caution

May darken in storage.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup


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Flow injection analysis of benzoyl peroxide using N, N, N, N-tetramethyl-p-phenylenediamine (TMPDA) and surfactants
Pharr DY & Tomsyck JA
Analytical Letters, 42(5), 821-832 (2009)
Interaction of N, N, N′ ,N′ -tetramethyl-p-phenylenediamine with photosystem II as revealed by thermoluminescence: reduction of the higher oxidation states of the Mn cluster and displacement of plastoquinone from the QB niche
Gauthier A, et al.
Biochimica et Biophysica Acta, 1757(11), 1547-1556 (2006)
Ultrafast photoinduced electron transfer from N, N, N′ , N′ -tetramethyl-p-phenylenediamine and N, N, N′ , N′ -tetramethylbenzidine to dichloromethane
Boilet L, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 163(3), 529-536 (2004)
Toshiaki Miura
Chemico-biological interactions, 236, 67-73 (2015-04-30)
To investigate the mechanisms of cardiotoxicity induced by adriamycin (ADM), the enzymatic activities of ADM-Fe(3+), including the peroxidase and lipoxygenase (LOX) activity, and participation of active oxygen species in the damage to biological components were examined. ADM-Fe(3+), but not ADM
P P Bawol et al.
Physical chemistry chemical physics : PCCP, 20(33), 21447-21456 (2018-08-09)
The reversibility of current Li-O2 batteries suffers from high charging overpotentials. To address this problem, the use of redox mediators has been proposed, which are supposed to improve the sluggish reaction kinetics of the oxygen evolution reaction via a solution

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