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Merck

B10358

Sigma-Aldrich

p-Benzoquinona

greener alternative

reagent grade, ≥98%

Sinónimos:

Quinona

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About This Item

Fórmula lineal:
C6H4(=O)2
Número de CAS:
Peso molecular:
108.09
Beilstein/REAXYS Number:
773967
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.21
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biological source

synthetic

Quality Level

grade

reagent grade

vapor density

3.73 (vs air)

vapor pressure

0.1 mmHg ( 25 °C)

assay

≥98%

form

powder or crystals

autoignition temp.

815 °F

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

113-115 °C (lit.)

solubility

water: soluble 14.7 g/L at 20 °C

functional group

ketone

greener alternative category

storage temp.

room temp

SMILES string

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

InChI

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

InChI key

AZQWKYJCGOJGHM-UHFFFAOYSA-N

Gene Information

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General description

p-Benzoquinone (PBQ) is a cyclic conjugated diketone. Its high-resolution photoelectron spectrum has been reported.[1] The visible and near ultraviolet spectra of PBQ have been recorded and analyzed.[2] Its addition as coagent has been reported to enhance the crosslinking rate of polypropylene initiated by the pyrolysis of peroxides.[3] Its impact on hemoglobin (Hb) has been investigated based on immunoblots and mass spectral analysis of a smoker′s blood.[4]
Free radical inhibitor
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Application

p-Benzoquinone may be used to form benzofuranone derivatives on reacting with anilides of β-aminocrotonic acids via Nenitzescu reaction.[5]
Dienophile employed in Diels-Alder cycloadditions to form naphthoquinones,[6] and 1,4-phenanthrenediones.[7]
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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup

ppe

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


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Certificados de análisis (COA)

Lot/Batch Number

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Visite la Librería de documentos

Indian J. Chem. B, 32, 1113-1113 (1993)
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)
On the photoelectron spectrum of p-benzoquinone.
Stanton JF, et al.
J. Chem. Phys. , 115(1), 1-4 (2001)
Condensation of p-Benzoquinone with Anilides of β-Aminocrotonic Acid.
Panisheva EK, et al.
Chemistry of Heterocyclic Compounds, 39(8), 1013-1017 (2003)
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)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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