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523755

Sigma-Aldrich

2,3,5,6-Tetramethyl-p-phenylenediamine

electronic grade, 99% trace metals basis

Synonym(s):

3,6-Diaminodurene

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About This Item

Linear Formula:
(CH3)4C6(NH2)2
CAS Number:
3102-87-2
Molecular Weight:
164.25
Beilstein/REAXYS Number:
2208743
EC Number:
221-457-4
MDL number:
MFCD00007905
UNSPSC Code:
12162002
PubChem Substance ID:
24874367
NACRES:
NA.23

grade

electronic grade

assay

99% trace metals basis

mp

150-155 °C (lit.)

SMILES string

Cc1c(C)c(N)c(C)c(C)c1N

InChI

1S/C10H16N2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h11-12H2,1-4H3

InChI key

WCZNKVPCIFMXEQ-UHFFFAOYSA-N

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Related Categories

Application

Monomer used in the preparation of polyimide coatings for electronic applications-IC passivation, dielectric for multichip modules, and as a stress relief layer in sensor applications.

Other Notes

Contains low metals

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Matthew P Johnson et al.
The Journal of biological chemistry, 286(22), 19973-19981 (2011-04-09)
Variations in the light environment require higher plants to regulate the light harvesting process. Under high light a mechanism known as non-photochemical quenching (NPQ) is triggered to dissipate excess absorbed light energy within the photosystem II (PSII) antenna as heat
B K Kolli et al.
Indian journal of biochemistry & biophysics, 33(6), 465-470 (1996-12-01)
The kinetic parameters of different sites of electron donation to photosystem I (PS I) were evaluated in Spirulina platensis thylakoids. Reduced 2,6-dichlorophenolindophenol (DCIPH2) exhibited two sites of electron donation, with apparent K(m) values of 8 and 40 microM each. The
C Schwarze et al.
European journal of biochemistry, 267(2), 422-433 (2000-01-13)
Flash-induced redox changes of b-type and c-type cytochromes have been studied in chromatophores from the aerobic photosynthetic bacterium Roseobacter denitrificans under redox-controlled conditions. The flash-oxidized primary donor P+ of the reaction center (RC) is rapidly re-reduced by heme H1 (Em,7
K Sonoike et al.
FEBS letters, 362(2), 235-238 (1995-04-03)
The activity of photosystem (PS) I in cucumber leaves was selectively inhibited by weak illumination at chilling temperatures with almost no loss of P-700 content and PSII activity. The sites of inactivation in the reducing side of PSI were determined
B C Hill et al.
The Biochemical journal, 187(3), 809-818 (1980-06-01)
Uncharged reductants, such as NNN'N'-tetramethyl-p-phenylenediamine and diaminodurene, reduce cytochrome c at both high and low ionic strength, unlike ascorbate, which is effective only at low ionic strength. The 'tightly bound' cytochrome c-cytochrome c oxidase complex, with 1 equiv. of cytochrome
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