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Merck
CN

141135

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:
Molecular Weight:
160.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
225-241-0
Beilstein/REAXYS Number:
2101249
MDL number:
Assay:
98%
Form:
powder
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Product Name

2,3-Dicyanohydroquinone, 98%

InChI key

MPAIWVOBMLSHQA-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

98%

form

powder

mp

>230 °C (dec.) (lit.)

functional group

nitrile

Quality Level

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.

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Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
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Near-infrared absorbing unsymmetrical Zn (II) phthalocyanine for dye-sensitized solar cells.
Singh VK, et al.
Inorgorganica Chimica Acta, 407, 289-296 (2013)
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
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
E D Wieder et al.
Cytometry, 14(8), 916-921 (1993-11-01)
The new intracellular pH (pH(i)) dye carboxy-seminaphthorhodafluor (SNARF-1) was compared to the established dye 2,3-dicyanohydroquinone (DCH) using flow cytometry. Both dyes give high-resolution pH(i) measurements. SNARF-1 remains trapped within cells much longer than DCH, so that pH(i) can be monitored
P E van Erp et al.
Cytometry, 12(2), 127-132 (1991-01-01)
In this study we describe a method to measure intracellular pH in cultured human keratinocytes using flow cytometry. Keratinocytes pose a technical problem because the population is heterogeneous with respect to size and metabolic activity (nonspecific esterase activity), resulting in

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