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T6601

Sigma-Aldrich

3,4,5,6-Tetrachloro-1,2-benzoquinone

97%

Synonym(s):

o-Chloranil

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About This Item

Linear Formula:
C6Cl4(=O)2
CAS Number:
2435-53-2
Molecular Weight:
245.88
Beilstein:
1309782
EC Number:
219-424-4
MDL number:
MFCD00001646
UNSPSC Code:
12352100
PubChem Substance ID:
24900391
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

126-129 °C (lit.)

storage temp.

2-8°C

SMILES string

ClC1=C(Cl)C(=O)C(=O)C(Cl)=C1Cl

InChI

1S/C6Cl4O2/c7-1-2(8)4(10)6(12)5(11)3(1)9

InChI key

VRGCYEIGVVTZCC-UHFFFAOYSA-N

Gene Information

human ... ACHE(43) , BCHE(590) , CES1(1066)

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Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315,H319,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - 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)

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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2,5-Dichloro-1,4-benzoquinone 98%

Sigma-Aldrich

431974

2,5-Dichloro-1,4-benzoquinone

F Kader et al.
Journal of agricultural and food chemistry, 47(11), 4625-4630 (1999-12-20)
Caffeic acid o-quinone (CQ) was prepared by oxidation of caffeic acid with o-chloranil in organic media. The reaction between the purified CQ and cyanidin 3-glucoside (Cy 3-glc, o-diphenolic anthocyanin) was monitored by HPLC, and quantitative analyses were performed to establish
S Bhattacharya et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 57(12), 2409-2416 (2002-01-05)
Electron donor-acceptor (EDA) complex formation between o-chloranil and a series of anilines has been studied in CCl4 medium. In all the cases, EDA complexes are formed instantaneously on mixing the donor and acceptor solutions. N,N-dimethylaniline and N,N-dimethyl-p-toluidine form stable EDA
K V P Pavan Kumar et al.
Carbohydrate research, 342(9), 1182-1188 (2007-03-24)
Treatment of the phosphoramidite [myo-C(6)H(6)-2-[OC(O)Ph]-1,3,5-(O(3)CH)-4,6-(O(2)P-NH-i-Pr)] with o-chloranil affords the first example of inositol-based pentacoordinate phosphorane [myo-C(6)H(6)-2-[OC(O)Ph]-1,3,5-(O(3)CH)-4,6-(O(2)P-NH-i-Pr)(1,2-O(2)C(6)Cl(4))] (9) (X-ray structure) with a trigonal bipyramidal geometry at phosphorus. The six-membered 1,3,2-dioxaphosphorinane ring with the inositol residue has an unusual boat conformation in
Tandrima Chaudhuri et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 204, 403-408 (2018-07-04)
This is the first report of UV-Vis spectral investigations of electron donor-acceptor complexes of bio active 3-Nitroso-2-phenylbenzo[d]imidazo[2,1-b]thiazole (BIT1) with chloranils, nitrobenzenes and fullerenes in DMSO medium. Well defined charge transfer (CT) absorption bands in the visible region have been sited.
Yoshihiko Yamamoto et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(34), 10705-10715 (2008-10-29)
A variety of molybdenum complexes catalyze Friedel-Crafts-type alkylation reactions of benzene derivatives with alkenes and alcohols in the presence of an organic oxidant, o-chloranil. The utilization of [Mo(CO)(6)] and two equivalents of o-chloranil catalytically furnished the hydroarylation product of norbornene
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