| Identification | More | [Name]
Trimethylsilyl 2-(fluorosulfonyl)difluoroacetate | [CAS]
120801-75-4 | [Synonyms]
TRIMETHYLSILYL 2,2-DIFLUORO-2-(FLUOROSULFONYL)ACETATE
TRIMETHYLSILYL 2-(FLUOROSULFONYL)DIFLUOROACETATE
TRIMETHYLSILYL 2-(FLUOROSULPHONYL)DIFLUOROACETATE
TRIMETHYLSILYL FLUOROSULFONYLDIFLUOROACETATE
TRIMETHYLSILYL 2,2-DIFLUORO-2-(FLUOROSUL
Trimethylsilyl 2-(fluorosulphonyl)difluoroacetate 97%
Trimethylsilyl2-(fluorosulphonyl)difluoroacetate97% | [Molecular Formula]
C5H9F3O4SSi | [MDL Number]
MFCD02093343 | [Molecular Weight]
250.27 | [MOL File]
120801-75-4.mol |
| Chemical Properties | Back Directory | [Boiling point ]
156 °C (lit.) | [density ]
1.27 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.367(lit.)
| [Fp ]
80 °F
| [storage temp. ]
2-8°C, stored under nitrogen, away from moisture | [solubility ]
Soluble in ether, toluene, and diglyme. | [form ]
clear liquid | [color ]
Colorless to Almost colorless | [Specific Gravity]
1.28 | [Water Solubility ]
Reacts with water. | [Hydrolytic Sensitivity]
7: reacts slowly with moisture/water | [InChI]
InChI=1S/C5H9F3O4SSi/c1-14(2,3)12-4(9)5(6,7)13(8,10)11/h1-3H3 | [InChIKey]
XHVSCKNABCCCAC-UHFFFAOYSA-N | [SMILES]
C(O[Si](C)(C)C)(=O)C(F)(F)S(F)(=O)=O | [CAS DataBase Reference]
120801-75-4(CAS DataBase Reference) | [EPA Substance Registry System]
Acetic acid, 2,2-difluoro-2-(fluorosulfonyl)-, trimethylsilyl ester (120801-75-4) |
| Safety Data | Back Directory | [Hazard Codes ]
C,F,Xi | [Risk Statements ]
R10:Flammable.
R34:Causes burns. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2920 8/PG 2
| [WGK Germany ]
2
| [Hazard Note ]
Flammable/Corrosive | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Physical properties]
73–74 °C at 35mm Hg. | [Uses]
Fluoroalkylation agent. Reactant for Preparation of difluorocyclopropenes and Preparation of difluorocarbene reagents. | [Uses]
Trimethylsilyl Fluorosulfonyldifluoroacetate is a reagent used in Synthesis of gem-Difluorocyclopropanes, Synthesis of gem-Difluorocyclopropenes, etc. | [Preparation]
Prepared by treatment of
FO2SCF2CO2H with (CH3)3SiCl. | [reaction suitability]
reaction type: C-C Bond Formation | [Synthesis]
In this embodiment, trimethylsilyl chloride was included in the initial feed to the reactor to reduce the RSUA content in the product RSUTMS. Hexamethyldisiloxane (28.3 g, 0.174 mol) and trimethylchlorosilane (CTMS, 2.8 g, 0.0258 mol) were added to the C oscillation tube. After sealing the reaction tube, it was cooled in dry ice, evacuated and subsequently RSU (33 g, 0.183 mol) was added. The reaction tube was heated at 105°C for 6 hours to a maximum pressure of 67 psig (0.56 MPa) during the reaction. Upon completion of the reaction, the mixture was cooled to room temperature and the yellow-brown liquid product was transferred to a distillation flask. Analysis of the crude product by 1H NMR showed a conversion of about 93% based on the limiting reactant hexamethyldisiloxane.19F NMR analysis of the reaction mixture indicated that the concentration of RSUA relative to RSUTMS was about 8.6 mol%. The low-boiling components (RSU and fluorotrimethylsilane) were first removed by distillation at atmospheric pressure until the tank temperature reached 103 °C. The reaction was carried out at a pressure of 0.5 mmHg (4 mmHg). Subsequent distillation of RSUTMS at a pressure of 34 mmHg (4.5 kPa) yielded 34.6 g (0.138 mol) of product containing about 2 mole % of RSUA. the distillation product had a yield of 84% over a 6 hour reaction time. The lower RSUA content compared to Example 1 without added CTMS demonstrates the effectiveness of adding trimethylmethylsilyl chloride at the beginning of the reaction. | [References]
[1] Patent: US2007/270602, 2007, A1. Location in patent: Page/Page column 4 |
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