methyl 2,2-difluoro-2-(fluorosulfonyl)acetate

• ChemBase ID: 6442
• Molecular Formular: C3H3F3O4S
• Molecular Mass: 192.1137296
• Monoisotopic Mass: 191.97041424
• SMILES: C(C(=O)OC)(S(=O)(=O)F)(F)F
• Canonical SMILES: COC(=O)C(S(=O)(=O)F)(F)F
• InChI: InChI=1S/C3H3F3O4S/c1-10-2(7)3(4,5)11(6,8)9/h1H3
• InChIKey: GQJCAQADCPTHKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2,2-difluoro-2-(fluorosulfonyl)acetate
• IUPAC Traditional name: methyl 2,2-difluoro-2-(fluorosulfonyl)acetate
• Synonyms: Methyl 2-(fluorosulfonyl)difluoroacetate; Difluoro(fluorosulfonyl)acetic acid methyl ester; Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate; Methyl fluorosulphonyldifluoroacetate 97%; methyl 2,2-difluoro-2-(fluorosulfonyl)acetate; 2,2-二氟-2-(氟磺酰基)乙酸甲酯

Database IDs

• CAS Number: 680-15-9
• MDL Number: MFCD00144316
• Beilstein Number: 1812896
• PubChem SID: 24862961; 160969749; 24864345
• PubChem CID: 547667

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.67693824
• LogD (pH = 7.4): 0.67693824
• Log P: 0.67693824
• Molar Refractivity: 27.4614 cm^3
• Polarizability: 11.421676 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 117-118 °C(lit.); 117-118°C; 118°C
• Flash Point: 116.6 °F; 47 °C; 47°C
• Density: 1.509; 1.509 g/mL at 25 °C(lit.); 1.52
• Refractive Index: 1.351; n20/D 1.351; n20/D 1.351(lit.)
• Hydrophobicity(logP): 1.837

Safety Information

• Storage Warning: Corrosive/Flammable/Moisture Sensitive/Store under Argon; IRRITANT
• European Hazard Symbols: Corrosive (C)
• UN Number: 2920
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 10-34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: false
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2920 8/PG 2

Product Information

• Purity: ≥95.0% (T); 95%; 97%
• Grade: purum
• Linear Formula: FSO2CF2CO2CH3

DETAILS

Sigma Aldrich - 390755

Packaging
5 g in glass bottle
Application

• Useful reagent for the trifluoromethylation of alkyl halides.1,2
• Broadly applicable reagent for perfluoroalkylations for aryl iodides and bromides2

Sigma Aldrich - 36936

Caution
may discolor to brown on storage
Other Notes
Reagent used for the trifluoromethylation of aryl, alkenyl and alkyl halides1