Cas no 222609-65-6 ((1S)-1-(5-bromothiophen-2-yl)ethan-1-ol)

(1S)-1-(5-Bromothiophen-2-yl)ethan-1-ol is a chiral brominated thiophene derivative, serving as a valuable intermediate in organic synthesis and pharmaceutical research. Its stereospecific (S)-configuration makes it particularly useful for asymmetric synthesis and the preparation of enantiomerically pure compounds. The presence of both a hydroxyl group and a bromine atom on the thiophene ring allows for versatile functionalization, enabling applications in cross-coupling reactions, nucleophilic substitutions, and the synthesis of complex heterocycles. This compound is characterized by high purity and stability, ensuring reliable performance in demanding synthetic workflows. Its structural features make it a preferred choice for developing bioactive molecules and advanced materials.
(1S)-1-(5-bromothiophen-2-yl)ethan-1-ol structure
222609-65-6 structure
Product Name:(1S)-1-(5-bromothiophen-2-yl)ethan-1-ol
CAS No:222609-65-6
MF:C6H7BrOS
MW:207.088179826736
MDL:MFCD14705975
CID:4642069
Update Time:2025-06-13

(1S)-1-(5-bromothiophen-2-yl)ethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • (1S)-1-(5-bromothiophen-2-yl)ethan-1-ol
    • 2-Thiophenemethanol, 5-bromo-α-methyl-, (αS)-
    • MDL: MFCD14705975
    • Inchi: 1S/C6H7BrOS/c1-4(8)5-2-3-6(7)9-5/h2-4,8H,1H3/t4-/m0/s1
    • InChI Key: OTGIFRWTOPRWPY-BYPYZUCNSA-N
    • SMILES: [C@H](C1=CC=C(Br)S1)(O)C

(1S)-1-(5-bromothiophen-2-yl)ethan-1-ol Pricemore >>

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Additional information on (1S)-1-(5-bromothiophen-2-yl)ethan-1-ol

Comprehensive Overview of (1S)-1-(5-bromothiophen-2-yl)ethan-1-ol (CAS No. 222609-65-6): Properties, Applications, and Industry Insights

(1S)-1-(5-bromothiophen-2-yl)ethan-1-ol (CAS No. 222609-65-6) is a chiral organic compound featuring a thiophene ring substituted with a bromine atom at the 5-position and an ethyl alcohol group at the 2-position. This compound has garnered significant attention in pharmaceutical and material science research due to its unique stereochemistry and versatile reactivity. The 5-bromothiophene moiety, in particular, serves as a critical building block for heterocyclic synthesis, enabling applications in drug discovery and functional materials.

In recent years, the demand for chiral intermediates like (1S)-1-(5-bromothiophen-2-yl)ethan-1-ol has surged, driven by advancements in asymmetric catalysis and green chemistry. Researchers are increasingly exploring its role in synthesizing biologically active molecules, such as kinase inhibitors and antiviral agents. The compound’s enantiomeric purity (S-configuration) is crucial for achieving high selectivity in targeted therapies, aligning with the pharmaceutical industry’s focus on precision medicine.

From a synthetic perspective, CAS No. 222609-65-6 is often utilized in cross-coupling reactions, including Suzuki-Miyaura and Sonogashira couplings, owing to its reactive bromine substituent. These transformations are pivotal for constructing complex polycyclic architectures found in organic electronics and agrochemicals. Additionally, the compound’s thiophene backbone contributes to π-conjugation, making it valuable for designing OLED materials and conductive polymers.

Environmental and regulatory trends have also influenced the compound’s applications. With growing emphasis on sustainable synthesis, manufacturers are adopting catalytic methods to produce (1S)-1-(5-bromothiophen-2-yl)ethan-1-ol with minimal waste. This aligns with global initiatives like REACH and green chemistry principles, addressing concerns about hazardous byproducts and carbon footprints.

For researchers and industry professionals, understanding the spectroscopic properties (e.g., NMR, IR, and HPLC data) of CAS No. 222609-65-6 is essential for quality control. Recent studies highlight its solubility in polar solvents like DMSO and methanol, facilitating its use in high-throughput screening. Furthermore, its stability under inert conditions ensures long-term storage viability, a key consideration for supply chain logistics.

In summary, (1S)-1-(5-bromothiophen-2-yl)ethan-1-ol represents a multifaceted compound bridging medicinal chemistry, materials science, and sustainable technology. Its CAS No. 222609-65-6 serves as a gateway to innovations in small-molecule therapeutics and advanced materials, reflecting the dynamic interplay between molecular design and industrial demand.

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