Description

(5-Acetylthiophen-2-yl)boronic acid (CAS No. 206551-43-1) is a high-purity boronic acid derivative with the molecular formula C₆H₇BO₃S. This compound features a thiophene ring substituted with an acetyl group at the 5-position and a boronic acid moiety at the 2-position, making it a versatile building block in organic synthesis and pharmaceutical research. With a molecular weight of 169.99 g/mol, it is commonly employed in Suzuki-Miyaura cross-coupling reactions due to its excellent reactivity with aryl halides. The product is supplied as a white to off-white crystalline powder, ensuring consistent performance in sensitive applications. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 206551-43-1
• Complexity: 162
• IUPAC Name: (5-acetyl-2-thienyl)boronic acid
• InChI: InChI=1S/C6H7BO3S/c1-4(8)5-2-3-6(11-5)7(9)10/h2-3,9-10H,1H3
• InChI Key: DCNMATSPQKWETQ-UHFFFAOYSA-N
• Exact Mass: 170.0208954
• Molecular Formula: C6H7BO3S
• Molecular Weight: 170.00
• SMILES: B(C1=CC=C(S1)C(=O)C)(O)O
• Topological: 85.8
• Monoisotopic Mass: 170.0208954
• Synonyms: (5-acetylthiophen-2-yl)boronic Acid, 681-554-6, 206551-43-1, 5-Acetylthiophene-2-boronic acid, 5-Acetyl-2-thiopheneboronic acid, 5-Acetyl-2-thienylboronic Acid, 5-acetylthiophen-2-ylboronic acid, (5-acetyl-2-thienyl)boronic acid, MFCD01075681, BORONIC ACID, B-(5-ACETYL-2-THIENYL)-, CHEMBL139713, 5-Acetylthiophene-2-boronicacid, BORONIC ACID, (5-ACETYL-2-THIENYL)-, SCHEMBL217943, 5-acetylthiophen-2-boronic acid, DTXSID50399855, 2-acetyl-thiophen-5-boronic acid, 5-acetyl-thiophen-2-boronic acid, DCNMATSPQKWETQ-UHFFFAOYSA-N, 2-acetyl-thiophene-5-boronic acid, 5-acetyl-thiophene-2-boronic acid, 5-Acetyl-2-thiophene boronic acid, 5-acetylthiophen-2-yl boronic acid, 2-thienyl-1-ethanone5-boronic acid, BBL104140, BDBM50067890, SBB052584, STL557955, (5-acetyl-thiophen-2-yl)boronic acid, (5-acetylthiophen-2-yl)-boronic acid, AKOS004116179, AB08161, CS-W002740, PS-9585, (2-ACETYLTHIEN-5-YL)BORONIC ACID, (5-ACETYLTHIEN-2-YL)BORONIC ACID, AC-33504, SY014694, A2364, ST50408203, EN300-6729137, Z1255372963, 2-Acetylthiophene-5-boronic acid;5-Acetylthiophen-2-ylboronic acid, InChI=1/C6H7BO3S/c1-4(8)5-2-3-6(11-5)7(9)10/h2-3,9-10H,1H

Application

(5-Acetylthiophen-2-yl)boronic acid is widely used as a key intermediate in the synthesis of heterocyclic compounds, particularly in pharmaceutical and agrochemical research. Its boronic acid functionality enables efficient cross-coupling reactions for constructing complex molecular architectures. Researchers also utilize it in the development of sensors and materials science due to its unique electronic properties.

Safety and Hazards

GHS Hazard Statements

• H302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (16.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (16.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (83.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (16.7%)
• Acute Tox. 4 (16.7%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (16.7%)
• STOT SE 3 (83.3%)

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