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141135

Sigma-Aldrich

2,3-Dicyanohydroquinone

98%

Synonym(s):

2,3-Dicyano-1,4-hydroquinone, 3,6-Dihydroxyphthalonitrile, DCH

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5 G
PLN 203.00
25 G
PLN 650.00

PLN 203.00

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5 G
PLN 203.00
25 G
PLN 650.00

About This Item

Linear Formula:
(NC)2C6H2-1,4-(OH)2
CAS Number:
4733-50-0
Molecular Weight:
160.13
Beilstein:
2101249
EC Number:
225-241-0
MDL number:
MFCD00001790
UNSPSC Code:
12352100
PubChem Substance ID:
24848491
NACRES:
NA.22

PLN 203.00

Please contact Customer Service for Availability
Request a Bulk Order

Quality Level

200

Assay

98%

form

powder

mp

>230 °C (dec.) (lit.)

functional group

nitrile

SMILES string

Oc1ccc(O)c(C#N)c1C#N

InChI

1S/C8H4N2O2/c9-3-5-6(4-10)8(12)2-1-7(5)11/h1-2,11-12H

InChI key

MPAIWVOBMLSHQA-UHFFFAOYSA-N

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Application

2,3-Dicyanohydroquinone was used in the synthesis of phthalonitrile-3,6-ditriflate[1]. It is a fluorescent dye and was used in determination of intracellular pH and calcium in avian neural crest cells[2].

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK6547
STBK1576
S83761
13911EH
09226BH

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C J Dickens et al.
The Journal of physiology, 428, 531-544 (1990-09-01)
1. Intracellular pH (pHi) and calcium (Cai2+) were studied in freely migrating neural crest cells and in closely packed non-migrating cells derived from avian neural tubes in vitro, using the fluorescent dyes 2,3-dicyanohydroquinone (DCH) and Indo-1 to measure pHi and
Near-infrared absorbing unsymmetrical Zn (II) phthalocyanine for dye-sensitized solar cells.
Singh VK, et al.
Inorgorganica Chimica Acta, 407, 289-296 (2013)
I Kurtz et al.
Biophysical journal, 48(3), 499-508 (1985-09-01)
We have developed new methodology for measuring intracellular pH (pHi) in cultured cell monolayers and epithelia by analyzing the emission spectra of the trapped fluorescent pH probe, 1,4-dihydroxyphthalonitrile (1,4-DHPN). This compound is unique since both its acid and base forms
R A Star et al.
The American journal of physiology, 253(6 Pt 2), F1232-F1242 (1987-12-01)
The present study was carried out to test directly whether isolated perfused rabbit cortical collecting ducts (CCDs) spontaneously generate a luminal disequilibrium pH. We determined disequilibrium pH as the difference between 1) the actual luminal pH measured by perfusing the
Measurement of intracellular pH.
E A Musgrove et al.
Methods in cell biology, 33, 59-69 (1990-01-01)
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