4346-64-9

Basic information

• Product Name: METHYLPHENYLSELENIDE
• Synonyms: METHYLPHENYLSELENIDE;PHENYLMETHYLSELENIDE
• CAS NO: 4346-64-9
• Molecular Formula: C₇H₈Se
• Molecular Weight: 171.1
• Mol File: 4346-64-9.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 193.69°C (estimate)
• Flash Point: 70.3°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.675mmHg at 25°C
• CAS DataBase Reference: METHYLPHENYLSELENIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYLPHENYLSELENIDE(4346-64-9)
• EPA Substance Registry System: METHYLPHENYLSELENIDE(4346-64-9)

Safety Data

• Hazardous Substances Data: 4346-64-9(Hazardous Substances Data)

Usage

General Description

Methylphenylselenide is a chemical compound with the formula C7H7Se. It is commonly used as a reagent in organic synthesis and is known for its diverse range of applications. Methylphenylselenide is often used in the preparation of selenides, selenoesters, and selenidesulfides through various chemical reactions. It is also known for its antioxidant properties and has been studied for its potential in medical and pharmacological applications. Additionally, this compound has been investigated for its potential role in the treatment of various diseases and conditions. Overall, methylphenylselenide is a versatile compound with a wide range of uses in organic synthesis and potential medical applications.

InChI:InChI=1/C7H8Se/c1-8-7-5-3-2-4-6-7/h2-6H,1H3

Upstream product

• 1666-13-3 diphenyl diselenide 
• 645-96-5 Benzeneselenol 
• 77-78-1 dimethyl sulfate 
• 37773-10-7 sodium methylselenide 
• 26788-89-6 phenylazo 4-methylphenyl sulfone 
• 917-64-6 methyl magnesium iodide 
• 88841-83-2 3-(Phenylseleno)-2-cyclohexen-1-one 
• 7101-31-7 dimethyl diselenide 
• 100-52-7 benzaldehyde 
• 140870-80-0 1,1,1,2,2-Pentafluoro-3-(phenylseleno)propane 
• 4848-71-9 trimethylstannyl phenyl selenide 
• 536-74-3 phenylacetylene 
• 74-88-4 methyl iodide 
• 2179-79-5 phenyl selenocyanate 

Downstream Products

• 856073-86-4 methylphenylselentine bromide 
• 1744-88-3 1-(4-(methylselanyl)phenyl)ethanone 
• 51364-94-4 ethyl 2-(phenylselanyl)acetate 
• 134480-05-0 1,1-dichloro-1-phenylseleno methane 
• 65-85-0 benzoic acid 
• 51944-44-6 phenyl methyl selenide dibromide 
• 37817-90-6 methyl(phenyl)selenium dichloride 

Relevant articles and documents

Synthesis and Reactivity Studies of a Series of Nickel(II) Arylchalcogenolates

Two series of high-spin nickel complexes, [TpPh,Me]Ni(EAr) (E = O, Se, Te; Ar = C6H5) and [TpPh,Me]Ni(SeC6H4-4-X) (X = H, Cl, Me, OMe), were prepared by metathetical reaction of the nickel(II) halide precursor with sodium salts of the corresponding chalcogen, NaEAr. X-ray crystallographic characterization and spectroscopic studies have established the geometric and electronic structures of these complexes. The observed spectroscopic and structural characteristics reveal distinct trends in accordance with the variation of the identity of the arylchalcogenolate and para substituent. Reaction of the [TpPh,Me]Ni(EAr) complexes with methyl iodide proceeded readily, producing the corresponding methylarylchalcogen and [TpPh,Me]NiI. A kinetic and computational analysis of the reaction of [TpPh,Me]Ni(SeC6H5) with MeI supports that the electrophilic alkylation reactions occur via an associative mechanism via a classical SN2 transition state.

Corey-Chaykovsky Cyclopropanation of Nitronaphthalenes: Access to Benzonorcaradienes and Related Systems

Nitronaphthalene derivatives react as Michael acceptors in the Corey-Chaykovsky reaction with alkyl phenyl selenones and alkyl diphenyl sulfonium salts. Mechanistic studies reveal that sterically demanding substituents at the carbanionic center favor formation of cyclopropanes and suppress competitive β-elimination to the alkylated products. The transformation, demonstrated also on heterocyclic nitroquinoline and nitroindazolines, is an example of transition metal-free dearomatization method.

Transition-metal-free one-pot synthesis of alkynyl selenides from terminal alkynes under aerobic and sustainable conditions

Alkynyl selenides were synthesized by a straightforward one-pot and three-step methodology, without the need of diselenides as starting reagents, under an oxygen atmosphere and using PEG 200 as the solvent. This procedure involves the in situ generation of dialkyl diselenides through a K3PO4-assisted reaction of an alkyl selenocyanate obtained by a nucleophilic substitution reaction between KSeCN and alkyl halides. Successive reaction with terminal alkynes in the presence of t-BuOK affords the corresponding alkyl alkynyl selenide in moderate to good yields. Finally, this methodology allowed the synthesis of 2-alkylselanyl-substituted benzofuran and indole derivatives starting from convenient 2-substituted acetylenes.