1528-88-7

Basic information

• Product Name: 1-methyl-2-(methylselanyl)benzene
• Synonyms: 2-Methyl methylselenobenzene
• CAS NO: 1528-88-7
• Molecular Formula: C₈H₁₀Se
• Molecular Weight: 185.125
• Mol File: 1528-88-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 217.6°C at 760 mmHg
• Flash Point: 85.4°C
• Vapor Pressure: 0.194mmHg at 25°C
• CAS DataBase Reference: 1-methyl-2-(methylselanyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-2-(methylselanyl)benzene(1528-88-7)
• EPA Substance Registry System: 1-methyl-2-(methylselanyl)benzene(1528-88-7)

Safety Data

• Hazardous Substances Data: 1528-88-7(Hazardous Substances Data)

Upstream product

• 69447-36-5 bis(2-methylphenyl) diselenide 
• 74-88-4 methyl iodide 
• 615-37-2 ortho-methylphenyl iodide 
• 51694-20-3 1-methyl-2-selenocyanatobenzene 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 108457-04-1 1-methyl-2-(methylseleninyl)benzene 
• 1657-99-4 (2,4-dinitro-phenyl)-o-tolyl selenide 

Relevant articles and documents

Radical cations of aromatic selenium compounds: Role of Se···X nonbonding interactions

Selenium centered radical cations in aliphatic selenium compounds are stabilized by formation of two-center-three electron (2c-3e) hemi bonds either with nearby heteroatoms forming monomer radicals or with selenium atoms of the parent molecules forming dimer radicals. Such radicals in aromatic selenium compounds would generally be stabilized as monomers by the delocalization of the spin density along the aromatic ring. To test the assumption if aromatic selenides having Se···X nonbonding interactions can show different types of radical cations, we have performed pulse radiolysis studies of three structurally related aromatic selenium compounds and the results have been substantiated with cyclic voltammetry and quantum chemical calculations. The three aromatic selenium compounds have functional groups like -CH 2N(CH3)2 (1), -CH2OH (2), and -CH3 (3) at ortho position to the -SeCH3 moiety. The energy of Se···X nonbonding interactions (Enb) for these compounds is in the order 1 (Se···N) > 2 (Se···O) > 3 (Se···H). Radical cations, 1?+, 2?+ and 3?+ were produced by the one-electron oxidation of 1, 2 and 3 by radiolytically generated ?OH and Br2?- radicals. Results on transient spectra, lifetime, and secondary reactions of 1?+, 2?+, and 3?+ indicated that 1?+ shows a significantly different absorption spectrum, longer lifetime, and less oxidizing power compared to those of 2?+ or 3?+. Quantum chemical calculations suggested that 1?+ is stabilized by the formation of a 2c-3e bond between Se and N atoms, whereas 2 ?+ and 3?+ acquire stability through the delocalization of the spin density on the aromatic ring. These results provide evidence for the first time that stronger nonbonding interactions between Se···N in the ground state, facilitate the formation of stabilized radical cations, which can significantly influence the redox chemistry and the biological activity of aromatic selenium compounds.

Synthesis of arylselenide ethers by photoinduced reactions of selenobenzamide, selenourea and selenocyanate anions with aryl halides

Selenobenzamide (-SeCNH(Ph), 1), selenourea ( -SeCNH(NH2), 2) and selenocyanate (-SeCN, 3) anions afford areneselenolate ions (ArSe-) under photostimulation in the presence of tert-butoxide or 2-naphthoxide ions as electron donors (entrainment conditions) in DMSO. In a 'one-pot' procedure, ArSe- anions can be trapped by a subsequent aliphatic nucleophilic substitution giving aryl methyl selenides in good to excellent yields (67-100%). This simple approach is compatible with electron-donating and electron-withdrawing substituents, such as nitro and carbonyl groups.

Direct (One Pot) Synthesis of Organoselenium and Organotellurium Compounds from the Metals

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