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Sigma-Aldrich

Benzyl viologen dichloride

97%

Synonym(s):

1,1′-Dibenzyl-4,4′-bipyridinium dichloride

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About This Item

Empirical Formula (Hill Notation):
C24H22Cl2N2
CAS Number:
1102-19-8
Molecular Weight:
409.35
Beilstein/REAXYS Number:
3811585
EC Number:
214-158-5
MDL number:
MFCD00011991
UNSPSC Code:
12352103
PubChem Substance ID:
57648222
NACRES:
NA.23

assay

97%

mp

260 °C (dec.) (lit.)

SMILES string

[Cl-].[Cl-].C(c1ccccc1)[n+]2ccc(cc2)-c3cc[n+](Cc4ccccc4)cc3

InChI

1S/C24H22N2.2ClH/c1-3-7-21(8-4-1)19-25-15-11-23(12-16-25)24-13-17-26(18-14-24)20-22-9-5-2-6-10-22;;/h1-18H,19-20H2;2*1H/q+2;;/p-2

InChI key

NLOIIDFMYPFJKP-UHFFFAOYSA-L

General description

Benzyl viologen dichloride (BVD) is an electrochromic indicator, which contains two chlorine atoms and an organic constituent attached with two nitrogen cations. In a redox reaction, BVD can be reduced in three states with different colors.

Application

BVD can be reduced to its neutral state by using sodium borohydride, which forms an n-type dopant for organic semiconductor based applications. It may be introduced to form a path for the transport of electrons from the thylakoid membranes to the mediator, which can be used in the fabrication of photo-driven bioanode. It also acts as a dopant with 2D layered materials to form an n-type chemical dopant that can be used to enhance the electrical properties of the triboelectric devices.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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Construction of photo-driven bioanodes using thylakoid membranes and multi-walled carbon nanotubes.
Takeuchi R, et al.
Bioelectrochemistry, 122(19), 158-163 (2018)
Interactions of benzyl viologen with surface-bound single-and double-stranded DNA.
Pang D and Abruna H
Analytical Chemistry, 72(19), 4700-4706 (2000)
Benzyl viologen as an n-type dopant for organic semiconductors.
Huseynova G, et al.
Organic Electronics (2018)
Triboelectric Series of 2D Layered Materials.
Seol M, et al.
Advanced Materials, 30(39), 1801210-1801210 (2018)
Vayu Maini Rekdal et al.
Science (New York, N.Y.), 364(6445) (2019-06-15)
The human gut microbiota metabolizes the Parkinson's disease medication Levodopa (l-dopa), potentially reducing drug availability and causing side effects. However, the organisms, genes, and enzymes responsible for this activity in patients and their susceptibility to inhibition by host-targeted drugs are
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