2,2-difluoro-2-(fluorosulfonyl)acetic acid

• ChemBase ID: 9751
• Molecular Formular: C2HF3O4S
• Molecular Mass: 178.0871496
• Monoisotopic Mass: 177.95476417
• SMILES: FS(=O)(=O)C(C(=O)O)(F)F
• Canonical SMILES: OC(=O)C(S(=O)(=O)F)(F)F
• InChI: InChI=1S/C2HF3O4S/c3-2(4,1(6)7)10(5,8)9/h(H,6,7)
• InChIKey: VYDQUABHDFWIIX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-difluoro-2-(fluorosulfonyl)acetic acid
• IUPAC Traditional name: difluoro(fluorosulfonyl)acetic acid
• Synonyms: 2-(Fluorosulfonyl)difluoroacetic acid; 2-(Fluorosulphonyl)difluoroacetic acid; (Fluorosulfonyl)difluoroacetic acid; 2,2-Difluoro-2-(fluorosulfonyl)acetic acid; 2,2-difluoro-2-(fluorosulfonyl)acetic acid; 2,2-二氟-2-(氟磺酰基)乙酸

Database IDs

• CAS Number: 1717-59-5
• MDL Number: MFCD01320807
• PubChem SID: 160973058; 24877815
• PubChem CID: 2737516

CALCULATED PROPERTIES

• Acid pKa: 1.0759743
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.946331
• LogD (pH = 7.4): -2.9977272
• Log P: 0.5310442
• Molar Refractivity: 22.6923 cm^3
• Polarizability: 9.549669 Å^3
• Polar Surface Area: 71.44 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 153 °C(lit.); 153°C; 88-90°C/45mm
• Flash Point: 110 °C; 230 °F
• Density: 1.72; 1.723; 1.723 g/mL at 25 °C(lit.)
• Refractive Index: 1.36; n20/D 1.36(lit.)
• Hydrophobicity(logP): 1.529

Safety Information

• Storage Warning: CORROSIVE; Corrosive
• European Hazard Symbols: Corrosive (C); Highly toxic (T+)
• UN Number: 1760
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 27/28-35
• Safety Statements: 28-36/37/39-45
• TSCA Listed: false
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H314
• GHS Precautionary statements: P264-P280-P302 + P350-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1760 8/PG 2

Product Information

• Purity: 95%; 95+%; 97%
• Linear Formula: FSO2CF2CO2H

DETAILS

Apollo Scientific Ltd - PC9975

Methyl and trimethylsilyl esters also available. Please ask

Sigma Aldrich - 531413

Packaging
25 g in glass bottle
Application
Used in the preparation of silyl fluorosulfonyldifluoroacetate as new highly efficient difluorocarbene reagent for cyclopropanation of alkenes1,2Regio- and stereoselective free radical fluoroalkylation of terminal alkenes and alkynes with iododifluoromethanesulfonamides3