89877-12-3

Basic information

• Product Name: Propanedioic acid, bicyclo[2.2.1]hept-5-en-2-ylidene-, dimethyl ester
• CAS NO: 89877-12-3
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Mol File: 89877-12-3.mol

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, bicyclo[2.2.1]hept-5-en-2-ylidene-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, bicyclo[2.2.1]hept-5-en-2-ylidene-, dimethyl ester(89877-12-3)
• EPA Substance Registry System: Propanedioic acid, bicyclo[2.2.1]hept-5-en-2-ylidene-, dimethyl ester(89877-12-3)

Safety Data

• Hazardous Substances Data: 89877-12-3(Hazardous Substances Data)

Upstream product

• 694-98-4 norborn-5-en-2-one 
• 108-59-8 malonic acid dimethyl ester 

Relevant articles and documents

REACTION OF DICARBOMETHOXYCARBENE WITH QUADRICYCLANE

Dicarbomethoxycarbene reacts with quadricyclane to give mainly 3,3-dicarbomethoxy-exo-tricyclo2,4>oct-6-ene.Although this is the same major product as formed by reaction of the carbene with norbornadiene, it is shown that reaction with quadricyclane is direct and does not involve prior isomerization to the diene.

REACTIONS OF CARBENES WITH BICYCLOBUTANES AND QUADRICYCLANE CYCLOADDITIONS WITH TWO ? BONDS

Dicarcomethoxycarbene and dichlorocarbene add to 1,2,2-trimethylbicyclobutane in such a fashion as to suggest a concerted addition in which the central and side bonds are cleaved simultaneously.MNDO calculations support such a pathway and suggest that endo attack on the bicyclobutane is preferred to exo.Reaction of the same two carbenes with quadricyclane gives substituted derivatives of the exo-tricyclo2,4>oct-6-ene system.Although these products rearrange further under the conditions of reaction and/or analysis, they can be shown to be primary products.It is suggested that quadricyclane reacts with carbenes in a concerted fashion.