Description

2,5-Dibromo-3-methylthiophene (CAS No. 13191-36-1) is a high-purity brominated thiophene derivative with the molecular formula C₅H₄Br₂S. This compound is a valuable intermediate in organic synthesis, particularly in the development of conjugated polymers, pharmaceuticals, and agrochemicals. Its rigid thiophene backbone and bromine substituents make it an excellent building block for cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. Available in >98% purity (GC), this product is rigorously tested for consistency and stability, ensuring optimal performance in sensitive applications. Packaged under inert gas to prevent degradation, it is ideal for researchers in materials science, medicinal chemistry, and catalysis.

Properties

• CAS Number: 13191-36-1
• Complexity: 86.5
• IUPAC Name: 2,5-dibromo-3-methyl-thiophene
• InChI: InChI=1S/C5H4Br2S/c1-3-2-4(6)8-5(3)7/h2H,1H3
• InChI Key: IHFXZROPBCBLLG-UHFFFAOYSA-N
• Exact Mass: 255.83800
• Molecular Formula: C5H4Br2S
• Molecular Weight: 255.96
• SMILES: CC1=C(SC(=C1)Br)Br
• Topological: 28.2
• Monoisotopic Mass: 253.84005
• Synonyms: 2,5-Dibromo-3-methylthiophene, 13191-36-1, Thiophene, 2,5-dibromo-3-methyl-, EINECS 236-147-4, DTXSID40157249, DTXCID2079740, 236-147-4, ihfxzropbcbllg-uhfffaoysa-n, MFCD00015470, Dibromo-3-methylthiophene, HRS2JX4D43, 2,5-Dibrom-3-methylthiophen, SCHEMBL3188614, AKOS000121531, 2,5-Dibromo-3-methylthiophene, 97%, CS-W001197, FD11808, AS-40339, BP-10927, SY049637, D4304, NS00024177, ST50408746, EN300-16457

Application

2,5-Dibromo-3-methylthiophene is widely used as a monomer in the synthesis of conductive polymers for organic electronics, including OLEDs and OFETs. It serves as a key precursor in pharmaceutical research for the development of thiophene-based bioactive molecules. The compound’s bromine groups also facilitate its use in metal-catalyzed coupling reactions to construct complex heterocyclic frameworks.

Safety and Hazards

GHS Hazard Statements

• H302 (88.6%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (88.6%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (11.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501

Hazard Classes and Categories

• Acute Tox. 4 (88.6%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (88.6%)
• Eye Irrit. 2 (11.4%)

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