Thermo Scientific Chemicals

p-Benzoquinone, 98+%, Thermo Scientific Chemicals

Catalog number: A13162.30
250 g, Each
Thermo Scientific Chemicals

p-Benzoquinone, 98+%, Thermo Scientific Chemicals

Catalog number: A13162.30
250 g, Each
Quantity
Catalog number: A13162.30
also known as A13162-30
Price (USD)
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Chemical Identifiers

CAS
106-51-4
IUPAC Name
cyclohexa-2,5-diene-1,4-dione
Molecular Formula
C6H4O2
InChI Key
AZQWKYJCGOJGHM-UHFFFAOYSA-N
SMILES
O=C1C=CC(=O)C=C1
Identification (FTIR)
Conforms
Melting Point
110.0-116.0°C
Form
Powder
Appearance (Color)
Yellow to green-brown
Assay (Iodometric Titration)
≥98.0 to ≤102.0%

Description

p-Benzoquinone is used as a dienophile in Diels-Alder cycloadditions to prepare naphthoquinones and 1,4-phenanthrenediones. It acts as a dehydrogenation reagent and an oxidizer in synthetic organic chemistry. In the Thiele-Winter reaction, it is involved in the preparation of triacetate of hydroxyquinol by reacting with acetic anhydride and sulfuric acid. It is also used in the synthesis of bromadol and to suppress double- bond migration during olefin metathesis reactions. It is used as a precursor to hydroquinone which finds application in photography and as a reducing agent and an antioxidant in rubber production.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
p-Benzoquinone is used as a dienophile in Diels-Alder cycloadditions to prepare naphthoquinones and 1,4-phenanthrenediones. It acts as a dehydrogenation reagent and an oxidizer in synthetic organic chemistry. In the Thiele-Winter reaction, it is involved in the preparation of triacetate of hydroxyquinol by reacting with acetic anhydride and sulfuric acid. It is also used in the synthesis of bromadol and to suppress double- bond migration during olefin metathesis reactions. It is used as a precursor to hydroquinone which finds application in photography and as a reducing agent and an antioxidant in rubber production.

Solubility
Soluble in water, ethanol, ether, methanol, benzene, acetone and ethyl acetate.

Notes
Light sensitive. Store in cool place. Incompatible and reacts violently with strong oxidizing agents.
RUO – Research Use Only

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