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Merck

B10358

Sigma-Aldrich

p-Benzochinon

greener alternative

reagent grade, ≥98%

Synonym(e):

Chinon

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About This Item

Lineare Formel:
C6H4(=O)2
CAS-Nummer:
Molekulargewicht:
108.09
Beilstein:
773967
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352005
PubChem Substanz-ID:
NACRES:
NA.21

Biologische Quelle

synthetic

Qualitätsniveau

Qualität

reagent grade

Dampfdichte

3.73 (vs air)

Dampfdruck

0.1 mmHg ( 25 °C)

Assay

≥98%

Form

powder or crystals

Selbstzündungstemp.

815 °F

Grünere Alternativprodukt-Eigenschaften

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp (Schmelzpunkt)

113-115 °C (lit.)

Löslichkeit

water: soluble 14.7 g/L at 20 °C

Grünere Alternativprodukt-Kategorie

Lagertemp.

room temp

SMILES String

O=C1C=CC(=O)C=C1

InChI

1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H

InChIKey

AZQWKYJCGOJGHM-UHFFFAOYSA-N

Angaben zum Gen

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Allgemeine Beschreibung

Free radical inhibitor
p-Benzoquinone (PBQ) is a cyclic conjugated diketone. Its high-resolution photoelectron spectrum has been reported. The visible and near ultraviolet spectra of PBQ have been recorded and analyzed. Its addition as coagent has been reported to enhance the crosslinking rate of polypropylene initiated by the pyrolysis of peroxides. Its impact on hemoglobin (Hb) has been investigated based on immunoblots and mass spectral analysis of a smoker′s blood.
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Anwendung

Dienophile employed in Diels-Alder cycloadditions to form naphthoquinones, and 1,4-phenanthrenediones.
p-Benzoquinone may be used to form benzofuranone derivatives on reacting with anilides of β-aminocrotonic acids via Nenitzescu reaction.
Oxidant used in first step of greener amine synthesis from terminal olefins by Wacker oxidation followed by transfer hydrogenation of the resultant imine.

Formal anti-Markovnikov hydroamination of terminal olefins

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Sol. 1 - Muta. 2 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flammpunkt (°F)

170.6 °F - closed cup

Flammpunkt (°C)

77 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Electronic States and Spectra of p-Benzoquinone.
Trommsdorff HP.
J. Chem. Phys. , 56(11), 5358-5372 (1972)
Interaction of p-benzoquinone with hemoglobin in smoker's blood causes alteration of structure and loss of oxygen binding capacity.
Ghosh A, et al.
Toxicology Reports, 3, 295-305 (2016)
Indian J. Chem. B, 32, 1113-1113 (1993)
The Journal of Organic Chemistry, 59, 1889-1889 (1994)
Peroxide-initiated crosslinking of polypropylene in the presence of p-benzoquinone.
Chodak I and Lazar M.
Journal of Applied Polymer Science, 32(6), 5431-5437 (1986)

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