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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/REAXYS Number:
2101249
EC Number:
225-241-0
MDL number:
MFCD00001790
UNSPSC Code:
12352100
PubChem Substance ID:
24848491
NACRES:
NA.22

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

signalword

Warning

hcodes

H315,H319

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Mohsen Ghafari et al.
Journal of hazardous materials, 351, 117-123 (2018-03-12)
A novel one-step hyper-cross-linking method, using 1,2-dichloroethane (DCE) and 1,6-dichlorohexane (DCH) cross-linkers, expands the micropore volume of commercial styrenic polymers. Performance of virgin and modified polymers was evaluated by measuring hexane, toluene, and methyl-ethyl-ketone (MEK) adsorption capacity, adsorption/desorption kinetics, and
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)
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