54490-80-1

Basic information

• Product Name: 2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-methoxy-
• Synonyms: 2-chloro-6-methoxybenzoquinone;2-chloro-6-methoxy-p-benzoquinone;2-chloro-6-methoxy-[1,4]benzoquinone;2-Chlor-6-methoxy-[1,4]benzochinon;6-Chloro-2-methoxybenzoquinone;2,5-Cyclohexadiene-1,4-dione,2-chloro-6-methoxy
• CAS NO: 54490-80-1
• Molecular Formula: C7H5ClO3
• Molecular Weight: 172.568
• Mol File: 54490-80-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 155-157 °C
• Boiling Point: 276.9±40.0 °C(Predicted)
• Density: 1.38±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-methoxy-(54490-80-1)
• EPA Substance Registry System: 2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-methoxy-(54490-80-1)

Safety Data

• Hazardous Substances Data: 54490-80-1(Hazardous Substances Data)

Upstream product

• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 7051-16-3 1-chloro-3,5-dimethoxybenzene 
• 121-33-5 vanillin 
• 179795-11-0 2-chloro-6-methoxy-hydroquinone 
• 854724-36-0 optically inactive 5,6-dichloro-2-methoxy-cyclohex-2-ene-1,4-dione 
• 19463-48-0 5-chlorovanillin 

Downstream Products

• 20848-59-3 1-hydrxy-3,4,7-trimethoxyxanthone 
• 15254-76-9 8-hydroxy-2-methoxynaphthalene-1,4-dione 
• 153779-49-8 N-mesyl-1,4,6-trimethoxy-2-(4,5,6-trimethoxy-2-methoxycarbonylanilino)benzene 
• 153779-50-1 2-[Methanesulfonyl-(2,3,5-trimethoxy-phenyl)-amino]-3,4,5-trimethoxy-benzoic acid 
• 153779-43-2 N-mesyl-1,4,6-trimethoxy-2-(6-methoxy-2-methoxycarbonylanilino)benzene 
• 153779-37-4 N-mesyl-1,4,6-trimethoxy-2-(2-methoxycarbonylanilino)benzene 
• 153779-38-5 2-[Methanesulfonyl-(2,3,5-trimethoxy-phenyl)-amino]-benzoic acid 
• 67380-50-1 7-methoxy-5,8-dihydroquinoline-5,8-dione 
• 153779-33-0 N-mesyl-6-methoxy-2-(4,5,6-trimethoxy-2-methoxycarbonylanilino)-p-benzoquinone 
• 153779-30-7 N-mesyl-6-methoxy-2-(6-methoxy-2-methoxycarbonylanilino)-p-benzoquinone 
• 152342-44-4 2-(N-Mesyl-2-methoxycarbonylanilino)-5-methoxy-1,4-naphthoquinone 
• 94033-96-2 2-methoxy-6-<2-methoxycarbonyl-4-(p-tolylsulphonyloxy)phenoxy>benzoquinone 
• 94033-97-3 2-methoxy-6-(4-methoxy-2-methoxycarbonylphenoxy)benzoquinone 
• 152342-37-5 2-(N-Mesyl-2-methoxycarbonylanilino)-6-methoxy-1,4-benzoquinone 

Relevant articles and documents

DIELS-ALDER REACTIONS OF VINYLBICYCLOHEPTENES

Efficient syntheses of 1,3-dimethyl-2-vinylbicyclohept-2-ene (1) and 2,2-ethylenedioxy-4,6-dimethyl-5-vinylbicyclohept-4-ene (2) are described.These dienes, which undergo Diels-Alder reactions with p-benzoquinones readily, may serve as versatile intermediates for terpenoid synthesis.

Oxidation of Some 2-Methoxyphenols with Chlorous Acid

Oxidation of 3-ethoxy-4-hydroxy-, 4-hydroxy-3-methoxy-5-methyl-, 3-chloro-4-hydroxy-5-methoxy-, and 2-hydroxy-3-methoxybenzaldehyde with chlorous acid gives, by oxidative aromatic ring cleavage between the oxygen-bearing carbon atoms, derivatives of (2Z, 4Z)-2,4-hexadienedioic acid in low yields.Chlorous acid oxidation of 2-methoxyphenol and 3-hydroxy-4-methoxybenzaldehyde yields methoxy-1,4-benzoquinone and 5,5-dichloro-6,6-dihydroxy-2-methoxy-2-cyclohexene-1,4-dione, respectively.The hydrate as well as the corresponding methyl hemiacetal undergoes base-catalyzed ring contraction to a derivative of 1-hydroxy-4-oxo-2-cyclopentenecarboxylic acid.The kinetics of the ring contraction of the hydrate was investigated in aqueous solutions in the pH range 1.15-3.65, where the rearrangement appears to be subject to specific base catalysis.