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39579

Sigma-Aldrich

2,5-Dimethyl-1,4-benzoquinone

≥98.0%

Synonyme(s) :

2,5-Dimethyl-2,5-cyclohexadiene-1,4-dione, 2,5-Dimethyl-p-benzoquinone, 2,5-Dimethyl-p-quinone, 2,5-Dimethylbenzoquinone, 2,5-Xyloquinone, 3,6-Dimethyl-p-benzoquinone

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About This Item

Formule empirique (notation de Hill):
C8H8O2
Numéro CAS:
137-18-8
Poids moléculaire :
136.15
Numéro Beilstein :
2041348
Numéro CE :
205-283-6
Numéro MDL:
MFCD00041737
Code UNSPSC :
12352100
ID de substance PubChem :
57649863
Nomenclature NACRES :
NA.22

Pureté

≥98.0%

Pf

123-125 °C

Solubilité

toluene: soluble 0.5 g/10 mL, clear to faintly turbid, yellow to brown

Groupe fonctionnel

ketone

Chaîne SMILES 

CC1=CC(=O)C(C)=CC1=O

InChI

1S/C8H8O2/c1-5-3-8(10)6(2)4-7(5)9/h3-4H,1-2H3

Clé InChI

MYKLQMNSFPAPLZ-UHFFFAOYSA-N

Description générale

2,5-Dimethyl-1,4-benzoquinone is a quinone derivative. Its reaction with jack bean urease in phosphate buffer, pH 7.8 has been studied. It is present as one of the component of defensive secretion of opilionid Acanthopachylus aculeatus. It has been investigated as inhibitor of jack bean urease in 50mM phosphate buffer, pH 7.0.

Application

2,5-Dimethyl-1,4-benzoquinone may be used in a key step involved in the total synthesis of (−)-cyathin A3.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301,H315,H319,H335

Classification des risques

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
WXBF4224V
WXBF3165V
WXBD7955V
WXBD9645V
WXBD7135V

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

S Kumazawa et al.
Journal of bacteriology, 154(1), 185-191 (1983-04-01)
Whole cells of photoanaerobically grown Chromatium sp. strain Miami PBS1071, a marine sulfur purple bacterium, oxidized H2 in the dark through the oxyhydrogen reaction at rates of up to 59 nmol of H2 per mg (dry weight) per min. H2
J Cao et al.
Biochimica et biophysica acta, 1015(2), 180-188 (1990-02-02)
Upon illumination, a dark-adapted photosynthetic sample shows time-dependent changes in chlorophyll (Chl) a fluorescence yield, known as the Kautsky phenomenon or the OIDPS transient. Based on the differential effects of electron acceptors such as 2,5-dimethyl-p-benzoquinone (DMQ) and 2,6-dichloro-p-benzoquinone (DCBQ) on
Oana Cramariuc et al.
Journal of molecular modeling, 19(2), 697-704 (2012-09-27)
The effect of a strong electric field generated by molecular dipoles on the ground state electronic structure and the Q and B states as well as the lowest charge transfer (CT) excited state of porphine-2,5-dimethyl-1,4-benzoquinone (PQ) complex has been investigated
Wiesława Zaborska et al.
Journal of enzyme inhibition and medicinal chemistry, 17(4), 247-253 (2003-01-18)
1,4-benzoquinone (BQ) and 2,5-dimethyl-1,4-benzoquinone (DMBQ) were studied as inhibitors of jack bean urease in 50 mM phosphate buffer, pH 7.0. The mechanisms of inhibition were evaluated by progress curves studies and steady-state approach to data achieved by preincubation of the
M Floreani et al.
The Journal of pharmacology and experimental therapeutics, 260(2), 468-473 (1992-02-01)
In guinea pig and rat cardiac tissue, redox cycling benzoquinones (2,5-dimethyl-p-benzoquinone and duroquinone) and naphthoquinones (menadione and 2,3-dimethoxy-1,4-naphthoquinone) generated superoxide anion (O2-.) both through one- and two-electron reductions, the generation being significantly greater in guinea pig than in rat tissue.
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