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T7394

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

Name: N,N,N′,N′-Tetramethyl-p-phenylenediamine
Brand: ALDRICH

99%, powder

Synonym(s):

TMPD, TMPDA, TMPPD, Wurster’s reagent

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About This Item

Linear Formula:

C₆H₄[N(CH₃)₂]₂

CAS Number:

100-22-1

Molecular Weight:

164.25

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

57654696

EC Number:

202-831-6

Beilstein/REAXYS Number:

1564025

MDL number:

MFCD00008309

Assay:

99%

Form:

flakes, powder

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Properties

Quality Level

200

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

Description

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.

Disclaimer

May darken in storage.

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Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

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)

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)

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Global Trade Item Number

SKU	GTIN
T7394-25G	04061837372780
T7394-5G	04061837372797