T7394
N,N,N′,N′-Tetramethyl-p-phenylenediamine
99%, powder
Synonym(s):
TMPD, TMPDA, TMPPD, Wurster’s reagent
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About This Item
Linear Formula:
C6H4[N(CH3)2]2
Molecular Weight:
164.25
Beilstein/REAXYS Number:
1564025
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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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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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk_germany
WGK 1
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
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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)
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)
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