Description
2,5-Dibromothiophene (CAS No. 3141-27-3) is a high-purity brominated thiophene derivative with the molecular formula C4H2Br2S. This compound is a versatile building block in organic synthesis, particularly in the development of conjugated polymers, pharmaceuticals, and advanced materials. Its rigid thiophene backbone and reactive bromine substituents make it an ideal precursor for cross-coupling reactions, such as Suzuki, Stille, and Kumada couplings. Available in >98% purity, this product is rigorously tested via GC-MS, NMR, and HPLC to ensure consistency for research and industrial applications. Suitable for use in controlled environments, it is packaged under inert gas to maintain stability.
Properties
- CAS Number: 3141-27-3
- Complexity: 58.7
- IUPAC Name: 2,5-dibromothiophene
- InChI: InChI=1S/C4H2Br2S/c5-3-1-2-4(6)7-3/h1-2H
- InChI Key: KBVDUUXRXJTAJC-UHFFFAOYSA-N
- Exact Mass: 241.82235
- Molecular Formula: C4H2Br2S
- Molecular Weight: 241.93
- SMILES: C1=C(SC(=C1)Br)Br
- Topological: 28.2
- Monoisotopic Mass: 239.82440
- Physical Description: Liquid;
- Vapor Pressure: 0.06 [mmHg]
- Synonyms: 2,5-DIBROMOTHIOPHENE, 3141-27-3, Thiophene, 2,5-dibromo-, UNII-F0033K8CXM, F0033K8CXM, NSC 4488, NSC-4488, EINECS 221-547-3, AI3-08106, DTXSID3062863, Thiophene, 2,5dibromo, DTXCID8038358, 221-547-3, inchi=1/c4h2br2s/c5-3-1-2-4(6)7-3/h1-2, kbvduuxrxjtajc-uhfffaoysa-n, 2,5-dibromo-thiophene, MFCD00005420, NSC4488, Thiophene,5-dibromo-, 2,5-bis(bromanyl)thiophene, 2,5-Dibromothiophene, 95%, BIDD:GT0086, SCHEMBL147222, SCHEMBL350381, CS-D1412, AKOS000119947, AC-4901, PS-7567, DB-015916, A5692, D1549, NS00029088, ST50406255, EN300-19548, D71235, A820842, 2,5-Dibromothiophene, Vetec(TM) reagent grade, 94%, Q27277452, 73061-85-5
Application
2,5-Dibromothiophene is widely used as a key intermediate in the synthesis of organic electronic materials, including conducting polymers and OLED components. It serves as a precursor for thiophene-based pharmaceuticals and agrochemicals due to its reactivity in palladium-catalyzed cross-coupling reactions. Researchers also utilize it to develop novel heterocyclic compounds for optoelectronic applications.
Safety and Hazards
GHS Hazard Statements
- H300 (12.2%): Fatal if swallowed [Danger Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H317 (12.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (95.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
- H341 (12.2%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
Precautionary Statements
- P203, P261, P264, P264+P265, P270, P271, P272, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 2 (12.2%)
- Skin Irrit. 2 (100%)
- Skin Sens. 1 (12.2%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (95.9%)
- Muta. 2 (12.2%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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