52287-50-0

Usage

Molecular structure

A benzene ring with a trimethylsilyl group (Si(CH3)3) attached to the 1-position and a methylenedioxy group (OCH2O) attached to the 3 and 4-positions.

Derivative

It is a derivative of benzene.

Organic synthesis

As a building block for the preparation of complex molecules.

Pharmaceutical development

Used in the development of pharmaceuticals.

Agrochemical development

Used in the development of agrochemicals.

Hazardous nature

It may be hazardous if not used properly, so it is important to handle 1-(TRIMETHYLSILYL)-3,4-(METHYLENEDIOXY)BENZENE with caution.

Upstream product

• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 75-77-4 chloro-trimethyl-silane 
• 7228-38-8 5-chloro-1,3-benzodioxole 

Downstream Products

• 146853-20-5 5-Nitrosobenzo[d][1,3]dioxole 

Relevant academic research and scientific papers

Protodesilylation of Arylsilanes by Visible-Light Photocatalysis

The first visible-light-mediated photocatalytic, metal- and base-free protodesilylation of arylsilanes is presented. The C(sp2)-Si bond cleavage process is catalyzed by a 5 mol % loading of a commercially available acridinium salt upon blue-light irradiation. Two simple approaches have been identified employing either aerobic or hydrogen atom transfer cocatalytic conditions, which enable the efficient and selective desilylation of a broad variety of simple and complex arylsilanes under mild conditions.

Sodium silylsilanolate enables nickel-catalysed silylation of aryl chlorides

Structurally diverse aryl chlorides were silylated with sodium silylsilanolate reagents in the presence of a Ni(cod)2catalyst complexed with a phosphine ligand; PMe2Ph for electron-rich substrates, and PCy2Ph for electron-deficient ones. The mild reaction conditions allowed the silylation of various aryl chlorides including functionalised drug molecules.

Transition metal catalyzed preparation of Grignard compounds

The "inorganic Grignard reagents", in particular those of 1, have surprisingly been shown to be efficient homogeneous catalysts for the conversion of inactive chloroarenes and heteroarenes (via the aryl-iron intermediate 2) into the corresponding Grignard

AN UMPOLUNG OF ARYL AND VINYL HALIDES USING TRIS-(TRIMETHYLSILYL)ALUMINUM AND APROACH TO META- AND PARA-BRIDGED AROMATICS

Nickel and palladium catalysts effect the chemoselective and stereocontrolled umpolung of aryl and vinyl halides to trimethylsilyl derivatives; this reaction permits a regioselective approach to cyclophanes.