Atomfair 2-Bromo-5-(trimethylsilyl)thiophene C7H11BrSSi CAS 18246-28-1

Description

2-Bromo-5-(trimethylsilyl)thiophene (CAS No. 18246-28-1) is a high-purity organosilicon compound with the molecular formula C₇H₁₁BrSSi. This specialized reagent features a brominated thiophene core functionalized with a trimethylsilyl group, making it a versatile building block for organic synthesis and materials science applications. The compound is characterized by its exceptional stability and reactivity, particularly in cross-coupling reactions and heterocyclic chemistry. Supplied as a clear to pale yellow liquid with >95% purity (GC), it is packaged under inert gas to ensure maximum shelf life. Ideal for pharmaceutical intermediates, conjugated polymer research, and advanced material development. Store at 2-8°C in a tightly sealed container to prevent moisture absorption.

Properties

• CAS Number: 18246-28-1
• Complexity: 121
• IUPAC Name: (5-bromo-2-thienyl)-trimethyl-silane
• InChI: InChI=1S/C7H11BrSSi/c1-10(2,3)7-5-4-6(8)9-7/h4-5H,1-3H3
• InChI Key: IXLYRDOGOXBECE-UHFFFAOYSA-N
• Exact Mass: 233.95341
• Molecular Formula: C7H11BrSSi
• Molecular Weight: 235.22
• SMILES: C[Si](C)(C)C1=CC=C(S1)Br
• Topological: 28.2
• Monoisotopic Mass: 233.95341
• Synonyms: 2-Bromo-5-(trimethylsilyl)thiophene, 810-954-7, 18246-28-1, (5-bromothiophen-2-yl)trimethylsilane, Thiophene, 2-bromo-5-(trimethylsilyl)-, (5-bromothiophen-2-yl)-trimethylsilane, (5-Bromo-2-thienyl)trimethylsilane, 2-Bromo-5-trimethylsilylthiophene, MFCD28682125, (5-Bromo-thiophen-2-yl)trimethylsilane, SCHEMBL2338888, DTXSID60527001, 2-Bromo-5-(trimethylsilyl)-thiophene, AKOS037645796, Thiophene,2-bromo-5-(trimethylsilyl)-, (5-Bromothiophen-2-yl)(trimethyl)silane, AS-63609, B4855, CS-0168068, T70463

Application

2-Bromo-5-(trimethylsilyl)thiophene serves as a key precursor in Suzuki and Stille coupling reactions for synthesizing thiophene-based π-conjugated systems. Researchers utilize this compound to create organic semiconductors for OLEDs and photovoltaic devices. The trimethylsilyl group acts as both a protecting group and a directing moiety in regioselective functionalization of thiophene derivatives.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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