3-Bromotiofeno, 97 %, Thermo Scientific Chemicals

Name: 3-Bromotiofeno, 97 %, Thermo Scientific Chemicals
SKU: A14022.18

CAS: 872-31-1 | C4H3BrS | 163.03 g/mol

Cambiar vista

Cantidad:

10 g

50 g

250 g

Número de catálogo A14022.18

también denominado A14022-18

Precio (USD)

Cantidad:

50 g

Pedido a granel o personalizado

Identificadores químicos

CAS872-31-1

IUPAC Name3-bromothiophene

Molecular FormulaC4H3BrS

InChI KeyXCMISAPCWHTVNG-UHFFFAOYSA-N

SMILESBrC1=CSC=C1

Especificaciones Specification Sheet

Hoja de especificaciones

Refractive Index1.5895-1.5945 @ 20?C

Assay (GC)≥96.0%

FormLiquid

Appearance (Color)Clear colorless to pale yellow

Identification (FTIR)Conforms

3-Bromothiophene is used in the preparation of derivatives such as thienylenic alpha, μ-diformyl-alpha-oligothiophenes and 3-lithiothiophene. It is also used in the synthesis of 3-lithiothiophene by reacting with n-butyllithium.

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 3-bromotiofeno se utiliza en la preparación de derivados como alfa tienilénico, µ-diformil-alfa-oligotiofeno y 3-litiotiofeno. También se utiliza en la síntesis de 3-litiotiofeno al reaccionar con n-butillitio.

Solubilidad
No miscible con agua.

Notas
Sensible a la luz. Incompatible con agentes oxidantes fuertes, agentes reductores fuertes y bases fuertes.

RUO – Research Use Only

General References:

Intermediate for preparation of 3-substituted thiophenes by the Grignard route: Arkiv. Kemi., 13, 295 (1959). Similarly, used in the synthesis of poly(3-alkylthiophenes) as conducting polymers: J. Org. Chem., 58, 904 (1993). Conditions have been described for the formation of 3-lithiothiophene, previously considered to be stable only under cryogenic conditions. It has been found to be stable in hexane solution at ambient temperature: Tetrahedron Lett., 35, 3673 (1994). Subsequent reaction with electrophiles leads to a variety of 3-substituted thiophenes.
Tang, T.; Lin, T.; Wang, F.; He, C. Origin of Near-Infrared Absorption for Azulene-Containing Conjugated Polymers upon Protonation or Oxidation. J. Phys. Chem. B 2014, 119 (25), 8176-8183.
Skhiri, A.; Beladhria, A.; Yuan, K.; Soule, J.; Salem, R. B.; Doucet, H. Pd-Catalysed Direct Arylation of Heteroaromatics Using (Poly)halobenzenesulfonyl Chlorides as Coupling Partners: One Step Access to (Poly)halo-Substituted Bi(hetero)aryls. Eur. J. Org. Chem. 2015, 2015 (20), 4428-4436.