| Identification | More | [Name]
3-Bromo-1-benzothiophene | [CAS]
7342-82-7 | [Synonyms]
3-BROMO-1-BENZOTHIOPHENE
3-BROMOBENZO[B]THIOPHENE
3-BROMOBENZOTHIOPHENE
3-BROMOTHIANAPHTHENE
BUTTPARK 147\16-62
TIMTEC-BB SBB003415
3-Bromo-1-benzothiophene ,97% | [Molecular Formula]
C8H5BrS | [MDL Number]
MFCD00023009 | [Molecular Weight]
213.09 | [MOL File]
7342-82-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
146-156 °C | [Boiling point ]
269 °C/752.5 mmHg (lit.) | [density ]
1.629 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.668(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Sparingly Soluble (0.14 g/L) (25°C). | [form ]
clear liquid | [color ]
Light yellow to Brown | [Detection Methods]
GC,NMR | [InChI]
InChI=1S/C8H5BrS/c9-7-5-10-8-4-2-1-3-6(7)8/h1-5H | [InChIKey]
SRWDQSRTOOMPMO-UHFFFAOYSA-N | [SMILES]
C12=CC=CC=C1C(Br)=CS2 | [CAS DataBase Reference]
7342-82-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzo[b]thiophene, 3-bromo-,(7342-82-7) | [Storage Precautions]
Moisture sensitive |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319 | [Precautionary statements ]
P264-P280a-P305+P351+P338-P321-P332+P313-P337+P313 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to yellow to red liquid | [Uses]
Antifungal activity of synthetic di (hetero) arylamines based on the benzo [b] thiophene moiety. | [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. | [Synthesis]
The general procedure for the synthesis of 3-bromobenzothiophene from 2,3-dibromothiophene was as follows: first, the halogenated heterocycle (0.66 mmol) was dissolved in anhydrous THF (13.2 mL) and degassed by drumming in argon for a few minutes. Subsequently, PdCl2 (dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were added sequentially. The reaction mixture was stirred at room temperature for appropriate time under argon protection and finally post-treated according to standard methods. | [References]
[1] Journal of Organic Chemistry, 2012, vol. 77, # 21, p. 9921 - 9925,5
[2] Journal of Molecular Catalysis A: Chemical, 2014, vol. 393, p. 191 - 209
[3] Patent: WO2015/188790, 2015, A1. Location in patent: Page/Page column 22 |
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Alfa Aesar
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Energy Chemical
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