Description
(Thiophen-3-yl)boronic acid (CAS No. 6165-69-1) is a high-purity boronic acid derivative with the molecular formula C4H5BO2S. This compound, also known as 3-Thienylboronic acid, is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its thiophene backbone enhances its utility in the preparation of pharmaceuticals, agrochemicals, and advanced materials. The product is supplied as a white to off-white crystalline powder, ensuring consistent performance in sensitive applications. Suitable for researchers and industrial scientists, it is rigorously tested for purity and stability, making it ideal for catalytic and stoichiometric processes.
Properties
- CAS Number: 6165-69-1
- Complexity: 78.4
- IUPAC Name: 3-thienylboronic acid
- InChI: InChI=1S/C4H5BO2S/c6-5(7)4-1-2-8-3-4/h1-3,6-7H
- InChI Key: QNMBSXGYAQZCTN-UHFFFAOYSA-N
- Exact Mass: 128.0103307
- Molecular Formula: C4H5BO2S
- Molecular Weight: 127.96
- SMILES: B(C1=CSC=C1)(O)O
- Topological: 68.7
- Monoisotopic Mass: 128.0103307
- Synonyms: 3-Thienylboronic acid, (thiophen-3-yl)boronic acid, 629-166-8, 3-Thiopheneboronic acid, 6165-69-1, Thiophene-3-boronic acid, thiophen-3-ylboronic acid, MFCD00151851, thiophene 3-boronic acid, CHEMBL341722, Boronic acid, 3-thienyl-, 3-thienylboronicacid, 3-Thiopheneboronicacid, 3-thiophenboronic acid, 3-thipheneboronic acid, thien-3-ylboronic acid, thiopen-3-boronic acid, 3-Thienyl boronic acid, 3-thiophen-boronic acid, thiophen-3-boronic acid, thiophen-3ylboronic acid, (3-thienyl)boronic acid, thien-3-yl boronic acid, 3-thiophene boronic acid, 3-thiophene-boronic acid, 3-thiophene-boronic-acid, 3-Thienylboronic acid #, 3-thiophenyl boronic acid, thiophen-3-yl boronic acid, thiophene-3-yl boronic acid, SCHEMBL42265, 3-THIOPHENYLBORONIC ACID, DTXSID60342433, ALBB-006096, BCP27592, 3-Thienylboronic acid, >=95.0%, BDBM50067902, SBB004244, STK502139, AKOS000264851, AS-3010, CS-W001066, HY-W001066, PB18451, NCGC00249454-01, NCGC00249454-02, AC-24797, BP-12791, SY014859, DB-028581, T1975, EN300-73578, F9995-1361, Z336079668, 3-Thiopheneboronic Acid, (contains varying amounts of Anhydride)
Application
(Thiophen-3-yl)boronic acid is widely used in palladium-catalyzed cross-coupling reactions to synthesize biaryl and heteroaryl compounds. It serves as a key intermediate in the development of pharmaceuticals and organic electronic materials. Researchers also employ it in the synthesis of thiophene-based polymers for conductive and optoelectronic applications.
Safety and Hazards
GHS Hazard Statements
- H302 (84%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (98%): 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, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (84%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (98%)
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