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
Beilstein:
2101249
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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)
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
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
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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