1309458-32-9

Basic information

• Product Name: [1,1'-bi(cyclohexan)]-3-en-2-one
• Synonyms: [1,1'-bi(cyclohexan)]-3-en-2-one
• CAS NO: 1309458-32-9
• Molecular Weight: 178.274
• Mol File: 1309458-32-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [1,1'-bi(cyclohexan)]-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-bi(cyclohexan)]-3-en-2-one(1309458-32-9)
• EPA Substance Registry System: [1,1'-bi(cyclohexan)]-3-en-2-one(1309458-32-9)

Safety Data

• Hazardous Substances Data: 1309458-32-9(Hazardous Substances Data)

Upstream product

• 6531-86-8 2-cyclohexylcyclohexanol 
• 90-42-6 d,l-2-cyclohexylcyclohexanone 
• 1309458-30-7 (6-cyclohexylcyclohex-1-enyloxy)trimethylsilane 
• 930-68-7 cyclohexenone 
• 108-85-0 1-bromocyclohexane 

Downstream Products

• 1309458-34-1 1,1'-bi(cyclohexan)-3-en-2-ol 
• 1309458-23-8 5-cyclohexylcyclohexa-1,3-diene 

Relevant articles and documents

Platinum-Catalyzed α,β-Desaturation of Cyclic Ketones through Direct Metal–Enolate Formation

The development of a platinum-catalyzed desaturation of cyclic ketones to their conjugated α,β-unsaturated counterparts is reported in this full article. A unique diene-platinum complex was identified to be an efficient catalyst, which enables direct metal-enolate formation. The reaction operates under mild conditions without using strong bases or acids. Good to excellent yields can be achieved for diverse and complex scaffolds. A wide range of functional groups, including those sensitive to acids, bases/nucleophiles, or palladium species, are tolerated, which represents a distinct feature from other known desaturation methods. Mechanistically, this platinum catalysis exhibits a fast and reversible α-deprotonation followed by a rate-determining β-hydrogen elimination process, which is different from the prior Pd-catalyzed desaturation method. Promising preliminary enantioselective desaturation using a chiral-diene-platinum complex has also been obtained.