Sun, Bing-Bing et al. published their research in Organic Chemistry Frontiers in 2019 | CAS: 55490-87-4

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.SDS of cas: 55490-87-4

Stereoselective synthesis of spirocyclohexadiene-pyrazolones via organic base and/or hydrogen bonding assisted [3+3] annulation reactions was written by Sun, Bing-Bing;Zhang, Jun-Qi;Chen, Jun-Bo;Fan, Wei-Tai;Yu, Jie-Qiang;Hu, Jia-Ming;Wang, Xing-Wang. And the article was included in Organic Chemistry Frontiers in 2019.SDS of cas: 55490-87-4 This article mentions the following:

The 1,4-diazabicyclo[2.2.2]octane (DABCO)-catalyzed [3+3] cycloaddition reaction of α-arylidene pyrazolinones I (R1 = Ph, 3-fluorophenyl, 2-naphthyl, 2-thienyl, etc.; R2 = Ph, 4-methylphenyl, 4-methoxyphenyl, 4-fluorophenyl; R3 = Ph, 3-chlorophenyl, 4-cyanophenyl, 4-methylphenyl, 4-methoxyphenyl) and 2-benzylidenemalononitriles R4CH=C(CN)2 (R2 = Ph, 2-chlorophenyl, 9-anthracenyl, etc.) under mild reaction conditions has been reported, which afforded the spirocyclohexadiene-pyrazolones II in good yields with moderate to good diastereoselectivities. By the use of a cinchona alkaloid derived bifunctional squaramide-tertiary amine catalyst, an asym. variant of this [3 + 3] cycloaddition reaction has also been developed to provide optically active spirocyclohexadiene-pyrazolones bearing an all-carbon quaternary chiral center III in good yields with excellent enantioselectivities and moderate diastereoselectivities. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4SDS of cas: 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.SDS of cas: 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts