| Identification | More | [Name]
5-Bromothiophenesulfonyl chloride | [CAS]
55854-46-1 | [Synonyms]
5-BROMO-2-THIOPHENESULFONYL CHLORIDE 5-BROMOTHIOPHENE-2-SULFONYL CHLORIDE 5-BROMOTHIOPHENE-2-SULPHONYL CHLORIDE 5-BROMOTHIOPHENESULFONYL CHLORIDE 5-BROMOTHIOPHENESULPHONYL CHLORIDE AKOS B019399 AKOS BBS-00004606 ART-CHEM-BB B019399 BUTTPARK 21\07-09 TIMTEC-BB SBB003086 2-BROMOTHIOPHENE-5-SULFONYL CHLORIDE 5-Bromothiophene-2-Sulfonyl 5-Bromothiophenesulfonyl 5-BROMOTHIOPHENESULFONYLCHLORIDE,96% 5-BROMOTHIOPHENE-2-SUPHONYLCHLORIDE | [EINECS(EC#)]
611-324-2 | [Molecular Formula]
C4H2BrClO2S2 | [MDL Number]
MFCD00084909 | [Molecular Weight]
261.54 | [MOL File]
55854-46-1.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow crystalline low melting solid | [Melting point ]
40-44 °C (lit.) | [Boiling point ]
100-102 °C/0.5 mmHg (lit.) | [density ]
1.985±0.06 g/cm3(Predicted) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [form ]
crystalline powder | [color ]
Off-white/ faint lemon | [Sensitive ]
Moisture Sensitive | [InChI]
1S/C4H2BrClO2S2/c5-3-1-2-4(9-3)10(6,7)8/h1-2H | [InChIKey]
WGYBIEOLAFYDEC-UHFFFAOYSA-N | [SMILES]
ClS(=O)(=O)c1ccc(Br)s1 | [CAS DataBase Reference]
55854-46-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi,Xn | [Risk Statements ]
R34:Causes burns. R43:May cause sensitization by skin contact. R36/37/38:Irritating to eyes, respiratory system and skin . R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S25:Avoid contact with eyes . S36:Wear suitable protective clothing . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [Hazard Note ]
Harmful/Corrosive | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29349990 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Skin Corr. 1B Skin Sens. 1 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow crystalline low melting solid | [Uses]
5-Bromothiophene-2-sulfonyl chloride serves as a starting material for the synthesis of sulfonamide compounds[1]. The reagent reacts with 4-chloroanisole to yield the corresponding sulfone product, and couples with 2-aminobenzoic acid in acetone at room temperature using DMAP[1][3]. It functionalizes m-THPP via sulfonate linkers in dry THF with K2CO3, where base selection and temperature control the distribution of mono- and tetrasubstituted derivatives[2]. The compound acts as a sulfonylating agent in dichloromethane with triethylamine, and reacts with glycine tert-butyl ester hydrochloride in a dioxane/water mixture containing Et3N[4][5]. | [References]
[1]
Liu, J.-P., Zheng, Y.-B. (2007). 5-Bromothiophene-2-sulfonic acid. Acta Crystallographica Section E Structure Reports Online, 63(9), o3697–o3697. https://doi.org/10.1107/s1600536807037208 [2]
Shaker, Y. M., Omar, M. A., Grover, N., Senge, M. O. (2022). Facile synthesis of porphyrin-conjugates as amphiphilic modified photosensitizer structures of m-THPP bearing carbamate, carboxylate and sulfonate linkers. Journal of Porphyrins and Phthalocyanines, 26(10), 638–647. https://doi.org/10.1142/s1088424622500468 [3]
Garzya, V., Forbes, I. T., Lauru, S., Maragni, P. (2004). Indium(III)-catalysed aryl sulfonylation reactions. Tetrahedron Letters, 45(7), 1499–1501. https://doi.org/10.1016/j.tetlet.2003.12.028 [4]
Dai, Z., Yang, X., Li, Y., Bai, C., Wang, K., Huang, J., Wen, X., Wu, X., Ding, J., Peng, T., He, Y. (2026). Discovery and synthesis of phenylthiophene sulfonamide derivatives with promising anti-inflammatory activity. RSC Advances, 16(37), 40019–40034. https://doi.org/10.1039/d6ra03406c [5]
Nuti, E., Casalini, F., Santamaria, S., Gabelloni, P., Bendinelli, S., Pozzo, E. D., Costa, B., Marinelli, L., Pietra, V. L., Novellino, E., Bernardo, M. M., Fridman, R., Settimo, F. D., Martini, C., Rossello, A. (2011). Synthesis and biological evaluation in U87MG glioma cells of (ethynylthiophene)sulfonamido-based hydroxamates as matrix metalloproteinase inhibitors. European Journal of Medicinal Chemistry, 46(7), 2617–2629. https://doi.org/10.1016/j.ejmech.2011.03.033 |
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Energy Chemical
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