Saltar al contenido
Merck
Todas las fotos(1)

Documentos clave

Ver Toda la documentación

39579

Sigma-Aldrich

2,5-Dimethyl-1,4-benzoquinone

≥98.0%

Sinónimos:

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

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula empírica (notación de Hill):
C8H8O2
Número de CAS:
137-18-8
Peso molecular:
136.15
Beilstein/REAXYS Number:
2041348
EC Number:
205-283-6
MDL number:
MFCD00041737
UNSPSC Code:
12352100
PubChem Substance ID:
57649863
NACRES:
NA.22

assay

≥98.0%

mp

123-125 °C

solubility

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

functional group

ketone

SMILES string

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

InChI key

MYKLQMNSFPAPLZ-UHFFFAOYSA-N

General description

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
WXBF4224V
WXBF3165V
WXBD7955V
WXBD9645V
WXBD7135V

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

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.
T Yagi et al.
Journal of bioenergetics and biomembranes, 8(5), 247-255 (1976-10-01)
The regulation by adenylates of activities of various partial electron transport systems in spinach chloroplasts was studied using systems from H2O to 2,5-dimethyl-p-benzoquinone, H2O to 2,6-dichlorophenolindophenol, reduced 2,6-dichlorophenolindophenol to methyl viologen, and H2O to methyl viologen or ferricyanide. Adenylates regulated
Dale E Ward et al.
Organic letters, 9(15), 2843-2846 (2007-06-22)
The total synthesis of (-)-cyathin A3 is described. The key step involves an unusual enantioselective Diels-Alder reaction of 2,5-dimethyl-1,4-benzoquinone with 2,4-bis(trimethylsilyloxy)-1,3-pentadiene, using Mikami's catalyst [(R)-BINOL + Cl2Ti(OiPr)2 + 4 A mol sieves] modified by addition of Mg and SiO2. Because
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
Thomas Eisner et al.
The Journal of experimental biology, 207(Pt 8), 1313-1321 (2004-03-11)
The opilionid Acanthopachylus aculeatus was shown to produce a defensive secretion containing quinones (2,3-dimethyl-1,4-benzoquinone, 2,5-dimethyl-1,4-benzoquinone and 2,3,5-trimethyl-1,4-benzoquinone), confirming the findings reported nearly a half century ago in a classic study. The mechanism by which the opilionid puts the secretion to
Ver todos los artículos relacionados

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico