123621-31-8

Basic information

• Product Name: 9,10-Anthracenedicarbonitrile, 9,10-dihydro-9-(phenylmethyl)-, cis-
• CAS NO: 123621-31-8
• Molecular Formula: C23H16N2
• Molecular Weight: 320.393
• Mol File: 123621-31-8.mol

Chemical Properties

• CAS DataBase Reference: 9,10-Anthracenedicarbonitrile, 9,10-dihydro-9-(phenylmethyl)-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-Anthracenedicarbonitrile, 9,10-dihydro-9-(phenylmethyl)-, cis-(123621-31-8)
• EPA Substance Registry System: 9,10-Anthracenedicarbonitrile, 9,10-dihydro-9-(phenylmethyl)-, cis-(123621-31-8)

Safety Data

• Hazardous Substances Data: 123621-31-8(Hazardous Substances Data)

Upstream product

• 1217-45-4 9,10-Dicyanoanthracene 
• 770-09-2 benzyltrimethylsilane 
• 712-74-3 1,2,4,5-tetracyanobenzene 

Downstream Products

• 112441-78-8 10-benzyl-10-cyano-(9,10H)anthracenone 

Relevant articles and documents

Photoinduced electron-transfer reactions of arylmethyl-substituted 14 group compounds: Photoarylmethylation and photooxygenation

Photoreactions of arylmethylsilanes, -germane, and -stannane with 1,4- dicyanonaphthalene (DCN) and 9, 10-dicyanoanthracene (DCA) were studied under various conditions. The arylmethylation of DCN and DCA occurred in the photoreaction under nitrogen atmosphere, whereas the oxygenation of the arylmethyl organometallic compounds occurred in the photoreaction under oxygen atmosphere. Key intermediates in these reactions in acetonitrile were radical ions which were generated via photoinduced electron transfer from the arylmethyl organometallic compounds to the excited singlet of DCN or DCA. The cleavage of the carbon-metal bond of the radical cations of the arylmethyl compounds resulted in the formation of arylmethyl radicals. The radicals reacted then with the radical anions of DCN and DCA to produce the arylmethylated compounds or reacted with oxygen to produce the oxygenated compounds. The efficiency of the photoreactions was affected by solvents and added materials to the reaction systems. In the photoreactions in benzene, the exciplexes of the type 1[A-ArCH2MR3]* or the triplexes of the type [A-C6H6-ArCH2MR3]* (A=DCN, DCA) were involved as intermediates. The reactivity features of the photoreactions are discussed.

Photooxygenation of Arylmethylsilanes via Photoinduced Electron-Transfer

The 9,10-dicyanoanthracene (DCA)-sensitized photooxygenation of arylmethylsilanes in acetonitrile and benzene gave aromatic aldehydes and aromatic carboxylic acids in a site-selective manner.This photoreaction involves exciplex and radical ions as reactive intermediates, depending on the solvents.