1-Bromo-2-fluorobenceno, 99 %, Thermo Scientific Chemicals
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1-Bromo-2-fluorobenceno, 99 %, Thermo Scientific Chemicals
Thermo Scientific Chemicals

1-Bromo-2-fluorobenceno, 99 %, Thermo Scientific Chemicals

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Cantidad:
500 g
100 g
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Número de catálogo A10635.36
también denominado A10635-36
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Cantidad:
500 g
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Identificadores químicos
CAS1072-85-1
IUPAC Name1-bromo-2-fluorobenzene
Molecular FormulaC6H4BrF
InChI KeyIPWBFGUBXWMIPR-UHFFFAOYSA-N
SMILESFC1=CC=CC=C1Br
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EspecificacionesSpecification SheetHoja de especificaciones
Assay (GC)≥98.5%
FormLiquid
Refractive Index1.5325-1.5355 @ 20?C
Appearance (Color)Clear colorless to pale yellow
Identification (FTIR)Conforms
1-Bromo-2-fluorobenzene is used as a reactant with cyclopenta-1,3-diene to produce 1,4-dihydro-1,4-methano-naphthalene. This reaction will need reagent Mg, and solvent diethyl ether. The reaction time is 3 hours with the temperature of 20°C,

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Aplicaciones
El 1-bromo-2-fluorobenceno se usa como reactivo con ciclopenta-1,3-dieno para producir 1,4-dihidro-1,4-metano-naftaleno. Esta reacción necesitará un reactivo de Mg y un disolvente de éter dietílico. El tiempo de reacción es 3 de horas a una temperatura 20 °C,

Solubilidad
Insoluble en agua.

Notas
Almacenar en un lugar fresco. Mantener el recipiente bien cerrado en un lugar seco y bien ventilado. Estable en las condiciones de almacenamiento recomendadas. Mantener alejado de agentes oxidantes fuertes.
RUO – Research Use Only

General References:

  1. KG Rutherford.; W Redmond. 1-Bromo-2-Fluorobenzene. Organic Syntheses. 1963, 100, (1), 54-62.
  2. M Feuerstein.; H Doucet.; M Santelli. Tetraphosphine/palladium-catalysed Suzuki cross-coupling with sterically hindered aryl bromides and arylboronic acids. Tetrahedron Letters. 2001, 42, (38), 6667-6670.
  3. On treatment with Mg: J. Org. Chem., 49, 4518 (1984), or n-BuLi: Tetrahedron, 48, 4379 (1992), benzyne is generated, which undergoes [4+2] cycloadditions with furans or pyrroles.
  4. Whereas n-BuLi effects bromine-metal exchange, lithiation with LDA at -75° results in deprotonation ortho to F; subsequent reaction with electrophiles provides access to mixed dihalo derivatives such as 3-bromo-2-fluorobenzoic acid: Tetrahedron Lett., 36, 881 (1995). Improved yields are obtained by the use of lithium 2,2,6,6-tetramethylpiperidide (LTMP) as base: Tetrahedron Lett., 37, 6551 (1996).