| Identification | More | [Name]
4-Fluorobenzenesulfonyl chloride | [CAS]
349-88-2 | [Synonyms]
4-FLUOROBENZENESULFONIC ACID CHLORIDE
4-FLUOROBENZENESULFONYL CHLORIDE
4-FLUOROBENZENESULPHONYL CHLORIDE
4-FLUOROBENZENSULFONYL CHLORIDE
P-FLUOROBENZENESULFONYL CHLORIDE
4-fluoro-benzenesulfonylchlorid
4-Fluorobenzenesulfonyl
Benzenesulfonyl chloride, 4-fluoro-
4-Fluorobenzenesulphonyl chloride 98%
4-Fluorobenzenesulphonylchloride98%
4-Fluorophenylsulfonyl chloride
p-Fluorophenylsulfonyl chloride
4-Fluorobenzene-1-sulfonic acid chloride | [EINECS(EC#)]
206-493-0 | [Molecular Formula]
C6H4ClFO2S | [MDL Number]
MFCD00007438 | [Molecular Weight]
194.61 | [MOL File]
349-88-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light brown crystalline low melting mass | [Melting point ]
29-31 °C (lit.) | [Boiling point ]
95-96 °C/2 mmHg (lit.) | [density ]
1.467 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
dioxane: 0.1 g/mL, clear
| [form ]
Crystalline Low Melting Mass | [color ]
White to light brown | [Sensitive ]
Moisture Sensitive | [BRN ]
2091633 | [Stability:]
Moisture Sensitive | [InChI]
InChI=1S/C6H4ClFO2S/c7-11(9,10)6-3-1-5(8)2-4-6/h1-4H | [InChIKey]
BFXHJFKKRGVUMU-UHFFFAOYSA-N | [SMILES]
C1(S(Cl)(=O)=O)=CC=C(F)C=C1 | [CAS DataBase Reference]
349-88-2(CAS DataBase Reference) | [EPA Substance Registry System]
349-88-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
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) .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [Hazard Note ]
Corrosive | [TSCA ]
T | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29049090 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light brown crystalline low melting mass | [Uses]
4-Fluorobenzenesulfonyl Chloride is found to be an excellent activating agent for the covalent attachment of biological substances to a variety of solid supports e.g. Sepharose beads. 4-Fluorobenzenesulfonyl Chloride is also used as a reagent for the studies of proteins by fluorine NMR. | [Synthesis]
The general procedure for the synthesis of 4-fluorobenzenesulfonyl chloride from p-fluorobenzenethiol is as follows: a mixture of mercaptan (1 mmol), 30% H2O2 (3 mmol, 0.3 mL), and TiCl4 (1 mmol, 0.11 mL) was reacted in CH3CN with stirring at 25 °C for the time referred to in Table 1.The reaction was carried out by the immediate precipitation of white solid (TiO2) . The progress of the reaction was monitored by TLC, and upon completion of the reaction, the reaction mixture was quenched by the addition of H2O (10 mL) and subsequently extracted with EtOAc (4 × 5 mL). The organic phases were combined and dried with anhydrous MgSO4. The filtrate was concentrated under reduced pressure to give an analytically pure product. The product can be further purified by short silica gel column chromatography and structurally confirmed by 1H NMR, 13C NMR spectroscopic analysis and comparison of melting points with real samples prepared by known methods. | [References]
[1] Journal of Organic Chemistry, 2009, vol. 74, # 24, p. 9287 - 9291
[2] Synlett, 2009, # 17, p. 2773 - 2776
[3] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 10, p. 3692 - 3695
[4] Phosphorus, Sulfur and Silicon and the Related Elements, 2012, vol. 187, # 6, p. 769 - 775
[5] Journal of Organic Chemistry, 2007, vol. 72, # 15, p. 5847 - 5850 |
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