89774-18-5

Usage

Molar mass

277.98 g/mol

Physical state

Yellow liquid

Odor

Strong, pungent

Flammability

Highly flammable

Uses

Organic synthesis, production of pharmaceuticals and agrochemicals

Health hazards

Harmful if ingested or inhaled, can cause skin and eye irritation upon contact

Handling and storage

Handle with care in a well-ventilated area and with appropriate personal protective equipment.

InChI:InChI=1/C7H12Br2O/c8-5-1-3-7(10)4-2-6-9/h1-6H2

Upstream product

• 76041-89-9 1,6-dioxa[4,4]spirononane 
• 96-48-0 4-butanolide 
• 107825-25-2 (E)-4,4’,5,5’-tetrahydro-2’H,3H-[2,3’-bifuranylidene]-2’-one 

Downstream Products

• 10035-10-6 hydrogen bromide 
• 93582-92-4 6-(4-Bromophenyl)-4,5,8,9-tetrahydrothiocino<4,5-d>isoxazole 
• 93582-91-3 6-(2,4,6-Trimethylphenyl)-4,5,8,9-tetrahydrothiocino<4,5-d>isoxazole 
• 93582-94-6 6-(2,6-Dichlorophenyl)-4,5,8,9-tetrahydrothiocino<4,5-d>isoxazole 
• 94832-93-6 6-(4-Nitrophenyl)-4,5,8,9-tetrahydrothiocino<4,5-d>isoxazole 
• 93582-93-5 1-(4-Nitrophenyl)-1,4,5,7,8,9-hexahydrothiocino<4,5-d>-1,2,3-triazole 
• 93582-89-9 3-(4-Bromophenyl)-9a-morpholino-3a,4,5,8,9,9a-hexahydrothiocino<4,5-d>isozazole 
• 93582-83-3 1-(4-Chlorophenyl)-9a-morpholino-1,3a,4,5,7,8,9,9a-octahydrothiocino<4,5-d>-1,2,3-triazole 
• 93582-86-6 1-(4-Nitrophenyl)-9a-dimethylamino-1,3a,4,5,7,8,9,9a-octahydrothiocino<4,5-d>-1,2,3-triazole 
• 93582-88-8 3-(2,4,6-Trimethylphenyl)-9a-morpholino-3a,4,5,8,9,9a-hexahydrothiocino<4,5-d>isozazole 
• 93612-33-0 3-(2,6-Dichlorophenyl)-9a-morpholino-3a,4,5,8,9,9a-hexahydrothiocino<4,5-d>isozazole 
• 93582-85-5 1-(4-Nitrophenyl)-9a-morpholino-1,3a,4,5,7,8,9,9a-octahydrothiocino<4,5-d>-1,2,3-triazole 
• 93582-90-2 3-(4-Nitrophenyl)-9a-morpholino-3a,4,5,8,9,9a-hexahydrothiocino<4,5-d>isozazole 
• 93582-84-4 1-(3-Trifluoromethylphenyl)-9a-morpholino-1,3a,4,5,7,8,9,9a-octahydrothiocino<4,5-d>-1,2,3-triazole 

Relevant academic research and scientific papers

Convenient synthesis of ε-halo-β-ketoesters and γ,γ′-dibromoalkanones by regio- and chemoselective reaction of 2-alkylidenetetrahydrofurans with boron trihalides: A "ring-closure/ring- cleavage" strategy

The reaction of boron tribromide and boron trichloride with 2-alkylidenetetrahydrofurans, readily available on the basis of cyclizations of free and masked dianions with 1,2-dielectrophiles, allowed an efficient synthesis of a variety of carbonyl compounds with remote halide functionality. This includes the chemo- and regioselective synthesis of 6-bromo- and 6-chloro-3-oxoalkanoates and 1,7-dibromoheptan-4-ones. The approach outlined herein can be regarded as a "ring-closure/ring-cleavage" strategy.

Reaction of 2-alkylidenetetrahydrofurans with boron tribromide: Chemo- and regioselective synthesis of 6-bromo-3-oxoalkanoates by application of a 'cyclization-ring-opening' strategy

6-Bromo-3-oxoalkanoates, benzofurans and 1,7-dibromoheptan-4-ones were chemo- and regioselectively prepared by reaction of 2-alkylidenetetrahydrofurans with boron tribromide.