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  6. p-Benzoquinone, 98+%, Thermo Scientific Chemicals

p-Benzoquinone, 98+%, Thermo Scientific Chemicals

Product Code. 11468690
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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.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 106-51-4
Molecular Formula C6H4O2
Molecular Weight (g/mol) 108.096
MDL Number MFCD00001591
InChI Key AZQWKYJCGOJGHM-UHFFFAOYSA-N
Synonym p-benzoquinone, benzoquinone, quinone, 1,4-benzoquinone, p-quinone, chinone, 2,5-cyclohexadiene-1,4-dione, cyclohexadienedione, para-quinone, 1,4-benzoquine
PubChem CID 4650
ChEBI CHEBI:16509
IUPAC Name cyclohexa-2,5-diene-1,4-dione
SMILES C1=CC(=O)C=CC1=O

Specifications

Melting Point 112°C to 115°C
Density 1.318
Boiling Point ∼180°C (sublimation)
Flash Point 77°C (171°F)
Assay Percent Range ≥98%
Odor Pungent
Quantity 100 g
UN Number UN2587
Beilstein 773967
Sensitivity Light sensitive
Merck Index 14,8074
Solubility Information Soluble in water,ethanol,ether,methanol,benzene,acetone and ethyl acetate.
Formula Weight 108.1
Percent Purity ≥98%
Chemical Name or Material p-Benzoquinone
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Safety and Handling

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Product Identifier
  • p-Benzoquinone
 Signal Word
  • Danger
 Hazard Category
  • Acute toxicity Category 3
  • ACUTE AQUATIC Acute 1
  • Serious eye damage/eye irritation Category 2
  • Skin corrosion/irritation Category 2
  • Specific target organ toxicity Category 3
 Hazard Statement
  • H301-Toxic if swallowed.
  • H315-Causes skin irritation.
  • H319-Causes serious eye irritation.
  • H331-Toxic if inhaled.
  • H335-May cause respiratory irritation.
  • H400-Very toxic to aquatic life.
 Precautionary Statement
  • P261-Avoid breathing dust/fume/gas/mist/vapours/spray.
  • P273-Avoid release to the environment.
  • P280-Wear protective gloves/protective clothing/eye protection/face protection.
  • P302+P352-IF ON SKIN: Wash with plenty of water/soap.
  • P304+P340-IF INHALED: Remove person to fresh air and keep comfortable for breathing.
  • P305+P351+P338-IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
 Supplemental information
  • MIXTURE LIST-Contains : Quinone

RUO – Research Use Only

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