Description

5-Bromo-2-thiopheneboronic Acid (contains varying amounts of Anhydride) is a high-purity boronic acid derivative with the molecular formula C₄H₄BBrO₂S and CAS number 162607-17-2. This compound is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its reactive boronic acid functional group. The product may contain varying amounts of anhydride, which should be considered for stoichiometric calculations. It is supplied as a fine powder or crystalline solid, with typical purity levels suitable for research and industrial applications. Proper storage under inert atmosphere and low temperatures is recommended to maintain stability.

Properties

• CAS Number: 162607-17-2
• Complexity: 103
• IUPAC Name: (5-bromo-2-thienyl)boronic acid
• InChI: InChI=1S/C4H4BBrO2S/c6-4-2-1-3(9-4)5(7)8/h1-2,7-8H
• InChI Key: USJPOBDLWVCPGG-UHFFFAOYSA-N
• Exact Mass: 205.92084
• Molecular Formula: C4H4BBrO2S
• Molecular Weight: 206.86
• SMILES: B(C1=CC=C(S1)Br)(O)O
• Topological: 68.7
• Monoisotopic Mass: 205.92084
• Synonyms: 5-Bromo-2-thiopheneboronic Acid (contains varying amounts of Anhydride), 678-207-6, 162607-17-2, 5-Bromothiophene-2-boronic acid, (5-bromothiophen-2-yl)boronic Acid, 5-bromo-2-thienylboronic acid, 5-Bromo-2-thiopheneboronic Acid, 2-Bromothiophene-5-boronic acid, MFCD02094028, 5-bromothiophen-2-ylboronic acid, (5-bromo-2-thienyl)boronic acid, Boronic acid, (5-bromo-2-thienyl)-, SCHEMBL153150, 5-bromthiophene-2-boronic acid, DTXSID00370210, (5-bromothiophen-2-yl)boronicAcid, BCP05461, AKOS000280806, AB10878, AC-31008, DS-12407, SY050413, B2862, CS-0028723, EN300-102441, 5-Bromo-2-thienylboronic acid(contains varying amounts of Anhydride), 5-Bromo-2-thiopheneboronic Acid, (contains varying amounts of Anhydride), 5-Bromothiophene-2-boronic acid (contains varying amounts of anhydride)

Application

5-Bromo-2-thiopheneboronic Acid is widely used in pharmaceutical research and material science as a key intermediate for Suzuki-Miyaura cross-coupling reactions. It enables the formation of carbon-carbon bonds between thiophene derivatives and aryl or vinyl halides, facilitating the synthesis of complex organic molecules. This compound is particularly valuable in the development of conjugated polymers and electronic materials due to its thiophene backbone. Researchers also utilize it in medicinal chemistry for creating novel drug candidates with potential therapeutic applications.

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]
• H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (50%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.