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1-Bromo-3-metil-2-buteno, +90 %, estabilizado con plata, Thermo Scientific Chemicals

Thermo Scientific™

1-Bromo-3-metil-2-buteno, +90 %, estabilizado con plata, Thermo Scientific Chemicals

Name: 1-Bromo-3-metil-2-buteno, +90 %, estabilizado con plata, Thermo Scientific Chemicals
SKU: A13388.18
Price: 217.00 EUR

CAS: 870-63-3 | C5H9Br | 149.031 g/mol

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10 g

50 g

250 g

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Número de catálogo A13388.18

también denominado A13388-18

Precio (EUR)

217,00

Each

Cantidad:

50 g

Pedido a granel o personalizado

Precio (EUR)

217,00

Each

Identificadores químicos

CAS870-63-3

IUPAC Name1-bromo-3-methylbut-2-ene

Molecular FormulaC5H9Br

InChI KeyLOYZVRIHVZEDMW-UHFFFAOYSA-N

SMILESCC(C)=CCBr

Especificaciones Specification Sheet

Hoja de especificaciones

Assay (GC)> 90.0%

Appearance (Color)Colourless to yellow

Refractive Index1.4855-1.4935

Formliquid

1-Bromo-3-methyl-2-butene is considered as a source of 3,3-dimethylallyl group and used in the preparation of natural products. It is also employed in the synthesis of base-modified pyrimidine nucleosides. Further, it is used in the preparation of (±)-eldanolide, 1-(3,3-dimethylallyl)-L-tryptophan and (±)-fumagillin, an antibiotic isolated from Aspergillus fumigattus.

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-3-metil-2-buteno se considera una fuente del grupo 3,3-dimetilalilo y se utiliza en la preparación de productos naturales. También se emplea en la síntesis de nucleósidos de pirimidina modificados con base. Además, se utiliza en la preparación de (±)-eldanolida, 1-(3,3-dimetilalil)-L-triptófano y (±)-fumagilina, un antibiótico aislado de Aspergillus fumigatus.

Solubilidad
No miscible con agua.

Notas
Almacenar en un lugar fresco. Incompatible con agentes oxidantes fuertes y bases fuertes.

RUO – Research Use Only

General References:

3,3-Dimethylallyl (prenyl) building block group, useful in terpene synthesis. For use as an alkylating agent, see, e.g.: Org. Synth. Coll., 8, 381 (1993).
In the presence of the hindered base lithium 2,2,6,6-tetramethylpiperidide (LTMP) forms a carbenoid species which reacts with alkenes to provide vinylcyclopropenes: Synlett, 647 (1991):
Fujii, S.; Shimizu, A.; Takeda, N.; Oguchi, K.; Katsurai, T.; Shirakawa, H.; Komai, M.; Kagechika, H. Systematic synthesis and anti-inflammatory activity of μ-carboxylated menaquinone derivatives-Investigations on identified and putative vitamin K₂ metabolites. Bioorg. Med. Chem. 2015, 23 (10), 2344-2352.
Inagaki, R.; Ninomiya, M.; Tanaka, K.; Koketsu, M. Synthesis, Characterization, and Antileukemic Properties of Naphthoquinone Derivatives of Lawsone. ChemMedChem 2015, 10 (8), 1413-1423.