71155-61-8

Basic information

• Product Name: (1RS,10SR,11SR,14RS)-15-oxapentacyclo[8.4.1.1^11,14.0^1,10.0^3,8]hexadeca-3⁽⁸⁾,4,6,12-tetraene-2,9-dione
• CAS NO: 71155-61-8
• Molecular Weight: 238.243
• Mol File: 71155-61-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1RS,10SR,11SR,14RS)-15-oxapentacyclo[8.4.1.1^11,14.0^1,10.0^3,8]hexadeca-3⁽⁸⁾,4,6,12-tetraene-2,9-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (1RS,10SR,11SR,14RS)-15-oxapentacyclo[8.4.1.1^11,14.0^1,10.0^3,8]hexadeca-3⁽⁸⁾,4,6,12-tetraene-2,9-dione(71155-61-8)
• EPA Substance Registry System: (1RS,10SR,11SR,14RS)-15-oxapentacyclo[8.4.1.1^11,14.0^1,10.0^3,8]hexadeca-3⁽⁸⁾,4,6,12-tetraene-2,9-dione(71155-61-8)

Safety Data

• Hazardous Substances Data: 71155-61-8(Hazardous Substances Data)

Upstream product

• 33741-23-0 endo-1,4,4a,9a-tetrahydro-1,4-methano-9,10-anthraquinone 

Downstream Products

• 75171-66-3 C₁₅H₁₂O₃ 

Relevant articles and documents

Synthesis and acid- and base-promoted ring opening of polycarbocyclic oxiranes

Acid promoted ring opening of 1α,4α,4aα,9aα-tetrahydro-2β-3β- epoxy-l,4-methanoanthracene-9,10-dione and the corresponding 2-methyl derivative (i.e., 3a and 3b, respectively) afforded 4a and 4b in 26% and 49% yield, respectively. Similar results were obtained when a solution of either 3a or 3b in aqueous acetone was reacted with Na2CO3 at ambient temperature for 2 days. However, reaction of 3b with aqueous methanolic NaOH (ambient temperature, 7 days) produced a small quantity of 4b along with a novel pentacyclic diketone, 6b (44% yield). Finally, acid promoted ring opening of 1α,4α-dihydro-4aα,9aα-epoxy- 1,4-methanoanthracene-9,10-dione (12) resulted in extensive skeltal rearrangement of the substrate, thereby affording 14 in low yield.