494976
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
95%
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Reactions of bromothianaphthenes with piperidine. Reinvestigation.
Reinecke MG, et al.
The Journal of Organic Chemistry, 38(7), 1365-1367 (1973)
Reusable, Highly Active Heterogeneous Palladium Catalyst by Convenient Self-Encapsulation Cross-Linking Polymerization for Multiple Carbon-Carbon Cross-Coupling Reactions at ppm to ppb Palladium Loadings.
Dong Z and Ye Z.
Advanced Synthesis & Catalysis, 356(16), 3401-3414 (2014)
Electronic influence of the thienyl sulfur atom on the oligomerization of ethylene by cobalt (II) 6-(thienyl)-2-(imino) pyridine catalysis.
Bianchini C, et al.
Organometallics, 26(3), 726-739 (2007)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 494976-5ML | 04061837604591 |
| 494976-25ML | 04061837604584 |