16118-23-3

Basic information

• Product Name: tricyclo<3.2.2.0^2,4>non-6-ene-8,8,9,9-tetracarbonitrile
• CAS NO: 16118-23-3
• Molecular Weight: 220.233
• Mol File: 16118-23-3.mol

Chemical Properties

• CAS DataBase Reference: tricyclo<3.2.2.0^2,4>non-6-ene-8,8,9,9-tetracarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: tricyclo<3.2.2.0^2,4>non-6-ene-8,8,9,9-tetracarbonitrile(16118-23-3)
• EPA Substance Registry System: tricyclo<3.2.2.0^2,4>non-6-ene-8,8,9,9-tetracarbonitrile(16118-23-3)

Safety Data

• Hazardous Substances Data: 16118-23-3(Hazardous Substances Data)

Upstream product

• 35618-58-7 Homobenzvalene 
• 670-54-2 ethenetetracarbonitrile 
• 50861-26-2 Tetracyclo<4.1.0.0^2,4.0^3,5>heptane 
• 101458-30-4 bicyclo<4.2.1>nona-2,4-diene-7,7,8,8-tetracarbonitrile 
• 35618-58-7 Homobenzvalen 
• 126156-03-4 Tetracyanoethylene*Homobenzvalene 

Relevant articles and documents

PHOTOCHEMISTRY OF BRIDGED CYCLOHEPTADIENES. MULTIPLICITY DEPENDENT PERICYCLIC REARRENGEMENTS OF EXCITED BICYCLONONA-2,4-DIENE-7,7,8,8-TETRACARBONITRILE

Bicyclonona-2,4-diene-7,7,8,8-tetracarbonitrile rearranges selectively under direct irradiation in acetonitrile to tricyclo2,4>non-6-ene-8,8,9,9-tetracarbonitrile, and upon acetone sensitization to bicyclonona-2,6-diene-8,8,9,9-tetracarbonitrile.Both products are derived from sigma bond cleavage, in contrast to the parent unsubstituted diene where only the ?-bonds react.

Charge-Transfer Cycloaddition of Homobenzvalene with Tetracyanoethylene

The transient yellow colour observed in the cycloaddition of homobenzvalene (HB) with tetracyanoethylene (TCNE) is associated with the charge-transfer complex .The deliberate photoexcitation of affords a mixture of charge-transfer cycloadducts (1, 2, and 3) that differs from that obtained in thermal cycloaddition.The relationship of radical ion-pair (as the critical reactive intermediate in charge-transfer cycloaddition) to the activation process for thermal cycloaddition is discussed.

Reactions of Homobenzvalenes with 4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione, Tetracyanoethylene, Chlorosulfonyl isocyanate, and Sulfur Dioxide. Several Concerted 1,4-Additions to a Vinylcyclopropane Subunit

Homobenzvalene (1e) and its derivatives 1f, g with an annelated four-membered ring reacted with 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione (PTAD) to give the pentacyclic urazole 2e and its hexacyclic derivatives 2f, g, respectively.Tetracyanoethylene (TCNE)