词条 | Benzenesulfonyl chloride |
释义 |
| ImageFile = Benzene sulfochloride.svg | ImageSize = | ImageAlt = | PIN = Benzenesulfonyl chloride | OtherNames = |Section1={{Chembox Identifiers | CASNo = 98-09-9 | PubChem = 7369 | ChemSpiderID = 7091 | InChI = 1/C6H5ClO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H | InChIKey = CSKNSYBAZOQPLR-UHFFFAOYAR | StdInChI = 1S/C6H5ClO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H | StdInChIKey = CSKNSYBAZOQPLR-UHFFFAOYSA-N | SMILES = C1=CC=C(C=C1)S(=O)(=O)Cl}} |Section2={{Chembox Properties | Formula = C6H5ClO2S | MolarMass = 176.62 | Appearance = colourless viscous liquid | Density = 1.384 g/mL at 25 °C(lit.) | MeltingPtC = 13 to 14 | MeltingPt_notes = | BoilingPt = | Solubility = reacts}} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} Benzenesulfonyl chloride is an organosulfur compound with the formula C6H5SO2Cl. It is a colourless viscous oil that dissolves in organic solvents, but reacts with compounds containing reactive N-H and O-H bonds. It is mainly used to prepare sulfonamides and sulfonate esters by reactions with amines and alcohols, respectively. The closely related compound toluenesulfonyl chloride is often preferred analogue because it is a solid at room temperature and easier to handle. The compound is prepared by the chlorination of benzenesulfonic acid or its salts with phosphorus oxychloride[1] or, less commonly, by a reaction between benzene and chlorosulfuric acid. The Hinsberg test for amines involves their reaction with benzenesulfonyl chloride.[2] References1. ^Roger Adams, C. S. Marvel, H. T. Clarke, G. S. Babcock, and T. F. Murray "Benzenesulfonyl chloride" Org. Synth. 1921, vol. 1, p. 21. {{DOI|10.15227/orgsyn.001.0021}} 2. ^Ralph L. Shriner, Christine K. F. Hermann, Terence C. Morrill, David Y. Curtin, Reynold C. Fuson "The Systematic Identification of Organic Compounds", 8th Edition, 2003, Wiley. {{ISBN|978-0-471-21503-5}} 3 : Reagents for organic chemistry|Sulfonyl halides|Phenyl compounds |
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