1-(ethylsulfanyl)-2,2,2-trifluoroethan-1-one

• ChemBase ID: 96785
• Molecular Formular: C4H5F3OS
• Molecular Mass: 158.1421096
• Monoisotopic Mass: 158.00132044
• SMILES: S(C(=O)C(F)(F)F)CC
• Canonical SMILES: CCSC(=O)C(F)(F)F
• InChI: InChI=1S/C4H5F3OS/c1-2-9-3(8)4(5,6)7/h2H2,1H3
• InChIKey: VGGUKFAVHPGNBF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(ethylsulfanyl)-2,2,2-trifluoroethan-1-one
• IUPAC Traditional name: 1-(ethylsulfanyl)-2,2,2-trifluoroethanone
• Synonyms: S-Ethyl trifluorothioacetate 97%; S-ETHYLTHIOTRIFLUORO-ACETATE; S-Ethyl trifluorothioacetate; 三氟硫代乙酸S-乙酯

Database IDs

• CAS Number: 383-64-2
• EC Number: 206-852-1
• MDL Number: MFCD00000421
• Beilstein Number: 1761564
• PubChem SID: 24850639; 162083433; 24889572
• PubChem CID: 67844

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.0625365
• LogD (pH = 7.4): 2.0625365
• Log P: 2.0625365
• Molar Refractivity: 29.5165 cm^3
• Polarizability: 10.922415 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 90.5 °C(lit.); 91°C
• Flash Point: 20 °C; 3°C; 68 °F
• Density: 1.234 g/mL at 25 °C(lit.); 1.24
• Refractive Index: 1.377; n20/D 1.376(lit.); n25.5/D 1.376

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Flammable/Irritant
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 3272
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-36/37/38; R:36/37/38
• Safety Statements: 16-26-36; S:20-25-26-37/39
• EU Hazard Identification Number: 10
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H315-H319-H335
• GHS Precautionary statements: P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3272 3/PG 2

Product Information

• Purity: ≥98.0% (GC); 97%
• Grade: purum
• Linear Formula: CF3COSC2H5

DETAILS

MP Biomedicals - 02151104

Trifluoroacetylation reagent under mild conditions. Used in peptide synthesis for facile recovery and retention of configuration.

Apollo Scientific Ltd - PC3289

Reagent for trifluoroacetylation of amino groups.see: J. Am. Chem. Soc., 77, 2779 (1955).

Sigma Aldrich - 177474

Application
Trifluoroacetylating agent
Packaging
10, 50 g in glass bottle

Sigma Aldrich - 91876

Other Notes
For trifluoroacetylation under mild conditions (retention of configuration in peptides)1,2,3,4