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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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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

Quality Level

200

Assay

98%

form

powder

mp

>230 °C (dec.) (lit.)

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

Related Categories

Application

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

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

Certificates of Analysis (COA)

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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)
D J Maas et al.
The Review of scientific instruments, 86(10), 103702-103702 (2015-11-02)
With lithographic patterning dimensions decreasing well below 50 nm, it is of high importance to understand metrology at such small scales. This paper presents results obtained from dense arrays of contact holes (CHs) with various Critical Dimension (CD) between 15
E Musgrove et al.
Cytometry, 7(4), 347-355 (1986-07-01)
Three pH-sensitive fluorochromes-4-methyl-umbelliferone(4MU),2, 3-dicyano-hydroquinone (DCH), and 2',7'-bis(carboxyethyl)-5,6-carboxy fluorescein (BCECF)--were evaluated for their resolution, range, and stability of cellular fluorescence. Flow cytometric techniques for determining cytoplasmic pH (pHi) have been fully described for 4MU and DCH; BCECF has previously been used
J I Gillespie et al.
The Journal of physiology, 405, 385-395 (1988-11-01)
1. Measurements of intracellular pH (pHi) have been made using the fluorescent dye dicyano-hydroquinone (DCH) in somites isolated from 2-day-old chick embryos. Measurements of pHi, from freshly dissected somites, gave values of 7.18 +/- 0.02 (mean +/- S.D., n =
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