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T7394

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

99%, powder

Synonym(s):

TMPD, TMPDA, TMPPD, Wurster’s reagent

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5 G

$123.00

25 G

$313.00

$123.00


Estimated to ship onJune 01, 2026Details


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About This Item

Linear Formula:
C6H4[N(CH3)2]2
CAS Number:
Molecular Weight:
164.25
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-831-6
Beilstein/REAXYS Number:
1564025
MDL number:
Assay:
99%
Form:
flakes, powder

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InChI key

CJAOGUFAAWZWNI-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

99%

form

flakes, powder

color

off-white to brown

bp

260 °C (lit.)

mp

49-51 °C (lit.)

Quality Level

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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

-

form

flakes, powder

form

powder

form

powder

form

-

bp

260 °C (lit.)

bp

-

bp

-

bp

145-146 °C (lit.)

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.

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.

pictograms

Exclamation mark

signalword

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)
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
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

Questions

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  1. Can you please tell me if this chemical has any human/animal or microbial constituents? Thank you

    1 answer
    1. Source information can vary from a lot-to-lot basis. This information is generally supplied on the Certificate of Origin or Animal Origin Statement. We kindly ask you to navigate to the link https://www.sigmaaldrich.com/techservice, click on "Product Documentation" under the Products Section with all the required information so that a member of our team can reach out to you to assist further. Thank you.

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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