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Atomfair 2-Bromo-5-(trimethylsilyl)thiophene C7H11BrSSi CAS 18246-28-1
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…
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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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.
Disclaimer
Intended Use & Restrictions
This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.
- Strictly prohibited: Resale, repackaging, or formulation into commercial products.
- Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).
Patent & Regulatory Compliance
Certain molecules may be protected by active patents or regulatory restrictions.
- Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
- Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.
Liability Release
By purchasing, the buyer agrees to:
- Use this product only as permitted by law.
- Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.
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