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494976

Sigma-Aldrich

3-Bromothianaphthene

95%

Synonym(s):

3-Bromobenzo[b]thiophene

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About This Item

Empirical Formula (Hill Notation):
C8H5BrS
CAS Number:
Molecular Weight:
213.09
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

refractive index

n20/D 1.668 (lit.)

bp

269 °C/752.5 mmHg (lit.)

density

1.629 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

Brc1csc2ccccc12

InChI

1S/C8H5BrS/c9-7-5-10-8-4-2-1-3-6(7)8/h1-5H

InChI key

SRWDQSRTOOMPMO-UHFFFAOYSA-N

General description

3-Bromothianaphthene is a heteroaryl halide. It undergoes Suzuki-Miyaura reaction with phenylboronic acid (PBA) or 3-thienylboronic acid in the presence of a novel heterogeneous Pd catalyst [Pd@PDEB, PDEB=poly(1,3-diethynylbenzene)]. The substitution reaction of 3-bromothianaphthene with piperidine to form 3-piperidinothianaphthene as the major product has been reported.

Application

3-Bromothianaphthene may be used in the synthesis of (benzo[b]thiophen-3-yl)trimethylstannane.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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