117749-44-7

Basic information

• Product Name: 3-cyclohexyl-2-(pyridine-2-thiyl)-1,4-benzoquinone
• Synonyms: 3-cyclohexyl-2-(pyridine-2-thiyl)-1,4-benzoquinone
• CAS NO: 117749-44-7
• Molecular Weight: 299.393
• Mol File: 117749-44-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-cyclohexyl-2-(pyridine-2-thiyl)-1,4-benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-cyclohexyl-2-(pyridine-2-thiyl)-1,4-benzoquinone(117749-44-7)
• EPA Substance Registry System: 3-cyclohexyl-2-(pyridine-2-thiyl)-1,4-benzoquinone(117749-44-7)

Safety Data

• Hazardous Substances Data: 117749-44-7(Hazardous Substances Data)

Upstream product

• 1121-31-9 2-mercaptopyridine N-oxide 
• 105398-69-4 Cyclohexanecarboxylic acid 2-thioxo-2H-pyridin-1-yl ester 
• 106-51-4 p-benzoquinone 

Downstream Products

• 409345-78-4 3,6-dimethoxy-bicyclohexyl-3,6-diene-2,5-dione 
• 409345-54-6 3-methoxy-6-(pyridin-2-ylsulfanyl)-bicyclohexyl-3,6-diene-2,5-dione 

Relevant articles and documents

Unified synthesis of quinone sesquiterpenes based on a radical decarboxylation and quinone addition reaction

A unified synthesis of several quinone sesquiterpenes is described herein. Essential to this strategy is a novel radical addition reaction that permits the attachment of a fully substituted bicyclic core 16 to a variably substituted quinone 10. The addition product 15 can be further functionalized, giving access to natural products with a high degree of oxygenation at the quinone unit. The quinone addition reaction is characterized by excellent chemoselectivity, taking place only at conjugated and unsubstituted double bonds, and regioselectivity, being strongly influenced by the resonance effect of heteroatoms located on the quinone ring. These features were successfully applied to the synthesis of avarol (1), avarone (2), methoxyavarones (4, 5), ilimaquinone (6), and smenospongidine (7), thereby demonstating the synthetic value of this new method.

THE INVENTION OF RADICAL CHAIN REACTIONS. PART XIV. A DECARBOXILATIVE RADICAL ADDITION TO QUINONES

Irradiation of esters 3 derived from aliphatic or alicyclic carboxylic acids and N-hydroxy-2-thiopyridone in the presence of various quinones gives high yields of the corresponding adducts (e.g. 9) with net loss of carbon dioxide.