ChemicalBook--->CAS DataBase List--->55854-46-1

55854-46-1

55854-46-1 Structure

55854-46-1 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

5-Bromothiophenesulfonyl chloride(55854-46-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

5-Bromothiophenesulfonyl chloride, 96%(55854-46-1)
[Alfa Aesar]

5-Bromothiophene-2-sulfonyl chloride, 98%(55854-46-1)
[Sigma Aldrich]

55854-46-1(sigmaaldrich)
[TCI AMERICA]

5-Bromo-2-thiophenesulfonyl Chloride,>98.0%(GC)(T)(55854-46-1)
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