Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carbaldehyde (CAS: 1040281-83-1) is a high-purity boronate ester derivative featuring a formyl-functionalized thiophene core. This compound, with the molecular formula C₁₁H₁₅BO₃S, is widely utilized in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its stable pinacol boronate group. The presence of both the aldehyde and boronate functionalities makes it a versatile building block for pharmaceuticals, agrochemicals, and advanced materials research. Supplied as a crystalline solid with ≥95% purity (HPLC), it is rigorously tested for consistency and stored under inert conditions to ensure stability. Ideal for researchers in medicinal chemistry, material science, and catalysis.

Properties

• CAS Number: 1040281-83-1
• Complexity: 277
• IUPAC Name: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carbaldehyde
• InChI: InChI=1S/C11H15BO3S/c1-10(2)11(3,4)15-12(14-10)9-6-5-8(7-13)16-9/h5-7H,1-4H3
• InChI Key: OVGYVJMTHQRCDB-UHFFFAOYSA-N
• Exact Mass: 238.0834957
• Molecular Formula: C11H15BO3S
• Molecular Weight: 238.12
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(S2)C=O
• Topological: 63.8
• Monoisotopic Mass: 238.0834957
• Synonyms: 1040281-83-1, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carbaldehyde, DTXSID60725449, DTXCID10676194, 806-665-0, 5-FORMYL-2-THIOPHENEBORONIC ACID PINACOL ESTER, MFCD09266186, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxaldehyde, SCHEMBL15243116, (5-FORMYLTHIOPHEN-2-YL)BORONIC ACID PINACOL ESTER, AKOS016012189, AS-2295, CS-W000855, DA-28348, FF159846, SY107848, T3485, EN300-1706274, 2-(5-Formyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 5-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIOPHENE-2-CARBALDEHYDE

This compound serves as a key intermediate in the synthesis of thiophene-based conjugated polymers for organic electronics. It is also employed in the preparation of bioactive molecules via Pd-catalyzed cross-coupling reactions. The aldehyde group allows further derivatization, enabling applications in fluorescent probes and ligand design. Suitable for use under anhydrous conditions in controlled environments.

Safety and Hazards

GHS Hazard Statements

• H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (66.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (33.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (66.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (33.3%): 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 (66.7%)
• Acute Tox. 4 (66.7%)
• Skin Irrit. 2 (33.3%)
• Eye Irrit. 2A (33.3%)
• Acute Tox. 4 (66.7%)
• STOT SE 3 (33.3%)

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