72312-08-4

Basic information

• Product Name: 2-methyl-4,4,5-trimethoxycyclohexa-2,5-dienone
• Synonyms: 2-methyl-4,4,5-trimethoxycyclohexa-2,5-dienone
• CAS NO: 72312-08-4
• Molecular Weight: 198.219
• Mol File: 72312-08-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-methyl-4,4,5-trimethoxycyclohexa-2,5-dienone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-4,4,5-trimethoxycyclohexa-2,5-dienone(72312-08-4)
• EPA Substance Registry System: 2-methyl-4,4,5-trimethoxycyclohexa-2,5-dienone(72312-08-4)

Safety Data

• Hazardous Substances Data: 72312-08-4(Hazardous Substances Data)

Upstream product

• 7721-62-2 4,5-dimethoxy-2-methylbenzaldehyde 
• 67-56-1 methanol 
• 72312-07-3 2-hydroxy-4,5-dimethoxytoluene 

Downstream Products

• 7417-68-7 2,5-dihydroxy-4-methoxytoluene 
• 72312-09-5 (3aR,4R,8S,8aR,9S)-9-Hydroxy-6-methoxy-3a,8,8a-trimethyl-2,3,3a,4,8,8a-hexahydro-1H-4,8-methano-azulen-5-one 
• 72312-09-5 (3aα,4α,8α,8aα,9R^*)-2,3,3a,4,8,8a-hexahydro-9-hydroxy-6-methoxy-3a,8,8a-trimethyl-4,8-methanoazulen-5(1H)-one 
• 72312-07-3 2-hydroxy-4,5-dimethoxytoluene 
• 82022-31-9 (3aR,4R,8S,8aR)-6-Methoxy-3a,8,8a-trimethyl-2,3,3a,4,8,8a-hexahydro-1H-4,8-methano-azulene-5,9-dione 
• 82022-31-9 (3aR,4S,8R,8aR)-6-Methoxy-3a,8,8a-trimethyl-2,3,3a,4,8,8a-hexahydro-1H-4,8-methano-azulene-5,9-dione 
• 614-13-1 2-methoxy-5-methyl-1,4-benzoquinone 
• 82022-30-8 cis-1,2,3,3a,9,9a-hexahydro-6,7-dimethoxy-3a,9a-dimethylcyclopenta<1>benzopyran 
• 41410-53-1 (+/-)-gymnomitrol 

Relevant articles and documents

Hypervalent Iodine Oxidation of p-Alkoxyphenols and Related Compounds: A General Route to p-Benzoquinone Monoacetals and Spiro Lactones

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A synthesis of gymnomitrol

Condensation of 1,2 - dimethylcyclopentene 10 with 2 - methyl - 4,4, 5 - trimethoxycyclohexa - 2,5 -dienone 7 in methylene chloride - nitromethane with added stannic chloride gave a mixture of the two diastereomeric bicycle[3.2.1]octanes 13 and 14 by ionic [4+2]cycloaddition. After selective reduction of the saturated carbonyl group with sodium borohydride, and hydrogenation of the double bond the two epimers 18 and 20 (ratio 3.3:1) were separable by chromatography. Protection of the hydroxy group in 18 with dihydropyran and, reduction of the α-methoxyketone 19 with calcium in liquid ammonia gave ketone 21. Gymnomitrol 1 was then prepared by Wittig olefination followed by deprotection of the hydroxy group.