[(trifluoroacetyl)oxy]mercurio 2,2,2-trifluoroacetate

• ChemBase ID: 135592
• Molecular Formular: C4F6HgO4
• Molecular Mass: 426.6208192
• Monoisotopic Mass: 427.9407208
• SMILES: C(=O)(C(F)(F)F)O[Hg]OC(=O)C(F)(F)F
• Canonical SMILES: O=C(C(F)(F)F)O[Hg]OC(=O)C(F)(F)F
• InChI: InChI=1S/2C2HF3O2.Hg/c2*3-2(4,5)1(6)7;/h2*(H,6,7);/q;;+2/p-2
• InChIKey: WMHOESUUCMEQMS-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: [(trifluoroacetyl)oxy]mercurio 2,2,2-trifluoroacetate
• IUPAC Traditional name: [(trifluoroacetyl)oxy]mercurio 2,2,2-trifluoroacetate
• Synonyms: Bis(trifluoroacetoxy)mercury; Mercuric trifluoroacetate; Trifluoroacetic acid mercury(II) salt; Mercury(II) trifluoroacetate; 三氟乙酸 汞(II) 盐; 三氟乙酸汞; 双三氟乙酸汞; 三氟乙酸汞(II)

Database IDs

• CAS Number: 13257-51-7
• EC Number: 236-250-4
• MDL Number: MFCD00013201
• Beilstein Number: 3633860
• PubChem SID: 24849613; 162229866
• PubChem CID: 16685285

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.4092
• LogD (pH = 7.4): 1.4092
• Log P: 1.4092
• Molar Refractivity: 25.4526 cm^3
• Polarizability: 18.219622 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 171-173 °C(lit.)

Safety Information

• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• UN Number: 2025
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 26/27/28-33-50/53
• Safety Statements: 13-28-36-45-60-61
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330-H373-H410
• GHS Precautionary statements: P260-P264-P273-P280-P284-P301 + 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 2025 6.1/PG 2

Product Information

• Purity: ≥98.0% (precipitation titration); 98%
• Grade: purum
• Linear Formula: Hg(CF3COO)2

DETAILS

Sigma Aldrich - 156485

Application
Promotes selective cyclization of methylthio-substituted divinyl ketones to 5-fluorocyclopentenone derivatives.1
Packaging
10, 50 g in glass bottle
Suitability
Reagent of choice for oxymercuration providing higher yields and greater selectivity. Fieser, M. Reagents for Organic Synthesis John Wiley and Sons: New York, 1992 Vol. 16, p 377 (Z233773). J. Org. Chem. 1990, 55, 5580.

Sigma Aldrich - 83356

Other Notes
Sulfhydryl protecting groups (p-methoxybenzyl and tert-butyl) are cleanly removed by the action of this reagent in AcOH/H2O1