494976

3-Bromothianaphthene

95%

• Synonym(s): 3-Bromobenzo[b]thiophene
• Empirical Formula (Hill Notation): C₈H₅BrS
• CAS Number: 7342-82-7
• Molecular Weight: 213.09
• MDL number: MFCD00023009
• UNSPSC Code: 12352100
• PubChem Substance ID: 24872939
• NACRES: NA.22

Properties

• 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.)
• 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

Description

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.

Safety Information

• 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