An unequivocal and general synthesis of bis(2‐cyanoacrylate) monomers from Diels‐Alder adducts of the alkyl 2‐cyanoacrylates has been developed. Saponification of the anthracene adduct of either isobutyl or ethyl 2‐cyanoacrylate to the anthracene/2‐cyanoacrylic acid adduct, conversion of the latter to the alkali salt or acid chloride derivatives, followed by respective esterification reactions with an organic dihalide or glycol gave the bis‐anthracene adduct precursors to the bis(2‐cyanoacrylate) monomers. Heating the bis‐adducts with excess maleic anhydride in refluxing xylene effected retrograde diene scission to the bis(2‐cyanoacrylate) monomers in up to 80% overall yields. Comonomer blends of the difunctional bis(2‐cyanoacrylates) with the alkyl 2‐cyanoacrylates gave crosslinked polymeric adhesive compositions exhibiting higher bond strengths under both dry and wet conditions than the noncrosslinked cyanoacrylate adhesives. Potential applications of interest are as pit and fissure sealants in dentistry and for the direct bonding of orthodontic attachments.

Anorexigenic 1-Phenyl-2-propylamines 519 residue was dissolved in about 10 ml. of dioxane. A hot, freshly filtered solution of 4 g. (0.02 mole) of cupric acetate in 37 ml. of water wras added. The resulting mixture was heated several min. and shaken intermittently while cooling to room temperature. The precipitated copper salt was collected and air dried, weight 7 g. (83%). The copper chelate was not decomposed by shaking with 10% sulfuric acid and only very slightly with 25% sulfuric acid. Shaking with 50% ice cold sulfuric acid and ethyl acetate decomposed most of the copper compound. The organic layer was separated, washed with water and dilute sodium bicarbonate, dried over magnesium sulfate, and filtered. After removing the solvent, the residue was distilled. The distillate collected 163-172°( 0.2 mm.) was cloudy and redistillation at 165-170°(0.2 mm.) did not improve the quality of the product.

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