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/REAXYS Number:
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.)
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
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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 =
Fast intracellular pH determination in single cells by flow-cytometry.
G Valet et al.
Die Naturwissenschaften, 68(5), 265-266 (1981-05-01)
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
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