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| | 4-Iodobenzenesulfonyl chloride Basic information | | Synthesis |
| | 4-Iodobenzenesulfonyl chloride Chemical Properties |
| Melting point | 80-82 °C (lit.) | | Boiling point | 319.1±25.0 °C(Predicted) | | density | 1.999 (estimate) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | solubility | ethanol: soluble100mg/mL, clear to slightly hazy, colorless to yellow | | form | Crystals or Crystalline Powder | | color | White to beige or orange | | Water Solubility | Reacts with water. | | Sensitive | Moisture & Light Sensitive | | Merck | 14,7486 | | BRN | 2691661 | | InChI | 1S/C6H4ClIO2S/c7-11(9,10)6-3-1-5(8)2-4-6/h1-4H | | InChIKey | POXFXTSTVWDWIR-UHFFFAOYSA-N | | SMILES | ClS(=O)(=O)c1ccc(I)cc1 | | CAS DataBase Reference | 98-61-3(CAS DataBase Reference) | | EPA Substance Registry System | Benzenesulfonyl chloride, 4-iodo- (98-61-3) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-27-36/37/39-45-28A | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29049020 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Eye Dam. 1
Skin Corr. 1B |
| | 4-Iodobenzenesulfonyl chloride Usage And Synthesis |
| Synthesis | The preparation of 4-iodobenzenesulfonyl chloride is as follows: 2.5 L of chloroform and chlorosulfonic acid (503 g, 4.32 mol) were added to a dry 5 L three-necked round-bottom flask equipped with a mechanical stirrer, a heating hood, and a water-cooled condenser. The condenser's connecting hose was connected to a 2 L feeding funnel and an inert gas inlet. The mixture was heated to mild reflux, and a solution of iodobenzene (400 g; 1.96 mol) in 0.5 L of chloroform was added over 1 hour. During this time, the color of the reaction mixture changed from yellow to deep red-purple with the release of HCl. The reaction was then heated under reflux for another hour. GC analysis showed complete conversion to p-iodobenzenesulfonyl chloride. The mixture was poured into a 6 L separatory funnel, and the lower layer, mostly composed of inorganic acid, was discarded for post-treatment. The organic layer was neutralized and dried over MgSO₄. Solvent evaporation yielded 4-iodobenzenesulfonyl chloride as a crude yellow solid; yield approximately 593 g (quantitative). If desired, the product can be further purified by distillation under high vacuum. 
| | Chemical Properties | white to beige or orange crystals or | | Uses | It is used as intermediate in organic syntheses & in medicine. | | General Description | The reaction of 4-iodobenzenesulfonyl chloride (pipsyl chloride) with peptides under various conditions has been studied. |
| | 4-Iodobenzenesulfonyl chloride Preparation Products And Raw materials |
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