Skip to Content
Merck
All Photos(2)

Documents

T7394

Sigma-Aldrich

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

99%, powder

Synonym(s):

TMPD, TMPDA, TMPPD, Wurster’s reagent

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
C6H4[N(CH3)2]2
Molecular Weight:
164.25
Beilstein:
1564025
EC Number:
202-831-6
MDL number:
MFCD00008309
UNSPSC Code:
12352100
PubChem Substance ID:
57654696
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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.

Application

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

Caution

May darken in storage.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
Youngno Kim et al.
Scientific reports, 10(1), 16488-16488 (2020-10-07)
Stretchable materials are essential for next generation wearable and stretchable electronic devices. Intrinsically stretchable and highly conductive polymers (termed ISHCP) are designed with semi interpenetrating polymer networks (semi-IPN) that enable polymers to be simultaneously applied to transparent electrodes and electrochromic
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service