428566

2,6-Dimethoxy-1,4-benzoquinone

97%

• Synonyme(s) : DMBQ
• Formule empirique (notation de Hill) : C₈H₈O₄
• CAS Number: 530-55-2
• Poids moléculaire : 168.15
• Numéro CE : 208-484-7
• Numéro MDL: MFCD00016368
• Code UNSPSC : 12352100
• ID de substance PubChem : 24866499
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Essai: 97%
• Pf: 253-257 °C (dec.) (lit.)
• Solubilité: DMSO: soluble(lit.)
• Groupe fonctionnel: ether; ketone
• Chaîne SMILES: COC1=CC(=O)C=C(OC)C1=O
• InChI: 1S/C8H8O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4H,1-2H3
• Clé InChI: OLBNOBQOQZRLMP-UHFFFAOYSA-N

Description

Description générale

2,6-Dimethoxy-1,4-benzoquinone (DBQ, 2,6-DMBQ, DMOBQ) is a 1,4-benzoquinone derivative. It is a wood allergen, has been reported to cause various skin and mucosal symptoms on exposure to wood dusts. It is formed as a product due to the activity of bacterial Azospirillum lipoferum laccase on phenolic compounds of the syringic type. DBQ is one of the components isolated from the rhizome of Gynura japonica with a potential to show anti-platelet aggregation activity in vitro. It is an anticancer agent, whose kinetics of cyclic redox transformation induced by ascorbate (AscH-) has been studied using the Clark electrode and ESR techniques. Its electrochemical reduction in acetonitrile has been studied.

Application

2,6-Dimethoxy-1,4-benzoquinone may be used in the synthesis of 2-aryl-3,5-dimethoxy-1,4-benzoquinone derivatives.

Known haustorial inducing factor.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves