892-17-1

Usage

Safety Profile

Suspected carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C18H14O/c1-11-10-16-14(8-9-17(16)19)15-7-6-12-4-2-3-5-13(12)18(11)15/h2-7,10H,8-9H2,1H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 27343-52-8 2-(4-Methyl-3,4-dihydro-phenanthren-1-yl)-succinic acid 1-ethyl ester 
• 115338-38-0 11-methyl-6,7,16,17-tetrahydro-15H-cyclopenta-phenanthrene 
• 701210-10-8 11-cyano-12-(methylthio)-16,17-dihydro-15H-cyclopenta[a]phenanthrene 
• 24684-41-1 11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthrene 
• 27343-48-2 11-Methyl-11,12,15,16-tetrahydro-cyclopenta[a]phenanthren-17-one 
• 115338-39-1 11-methyl-6,7,16,17-tetrahydro-15H-cyclopenta-phenanthren-17-one 

Downstream Products

• 5831-10-7 11,17-Dimethyl-15H-cyclopentaphenanthren 
• 5831-16-3 11,17-Dimethyl-16,17-dihydro-15H-cyclopentaphenanthren 
• 42123-09-1 (16R,17S)-11-Methyl-16,17-dihydro-15H-cyclopenta[a]phenanthrene-16,17-diol 
• 24684-45-5 6-Hydroxy-15,16-dihydrocyclopentaphenanthren-17-one 
• 40951-13-1 11-Methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-17-ol 

Relevant academic research and scientific papers

α-Oxoketene dithioacetal mediated aromatic annulation: Highly efficient and concise synthetic routes to potentially carcinogenic polycyclic aromatic hydrocarbons

Highly efficient regiospecific routes to potentially carcinogenic polycyclic aromatic hydrocarbons such as substituted benzo[c]phenanthrenes, benzo[c]fluorenes, 16,17-dihydro-11-methyl-15[H]cyclopenta[a]phenanthrene, 5-methyl-7,8,9,10-tetrahydrochrysene and 1,4-dimethylphenanthrene have been developed. The overall strategy involves our aromatic annulation protocol through base induced conjugate addition-elimination on the cyclic and acyclic α-oxoketene dithioacetals with the appropriate arylacetonitriles followed by acid induced cyclodehydration of the resulting conjugate adducts. Subsequent reductive dethiomethylation (Raney Ni) and dehydrogenation (DDQ) of the cyclized products affords the methyl substituted PAHs in high yields.

New Synthetic Approaches to Cyclopentaphenanthrenes and Their Carcinogenic Derivatives

A new general synthetic approach to cyclopentaphenanthrenes including their carcinogenic 11-methyl (1b) and 17-keto (2d and 2b) derivatives is reported.The simplest example entails alkylation of the bromomagnesium salt of an enamine derivative of cyclo

A NEW SYNTHESIS OF CYCLOPENTA PHENANTHRENE AND ITS CARCINOGENIC DERIVATIVES

A novel synthesis of ciclopenta phenanthrene and its carcinogenic 11-methyl and 17-keto derivatives is described.

A Kinetic Investigation of the Hydroxide-catalysed Detritiation of Various -15,16-Dihydrocyclopentaphenanthren-17-ones and Related Compounds

The hydroxide-catalysed detritiation rate constants from the C-16 position of a series of substituted -15,16-dihydrocyclopentaphenanthren-17-ones have been measured in a 90:10 (v/v) water-dioxane mixture at 25 deg C.The results show that methyl group substitution brings with it, in addition to the costumary deactivating effect, a marked acceleration in rate, which probably has its origin in steric strain considerations.Similar studies involving the analogous position in a number of related ketones (benzindanone, indanone, and cyclopentanone) show that the rates are not simply a function of the number of additional benzene rings but depend on their position relative to the cyclopentanone system.