ethyl (2S)-2-(trifluoromethanesulfonyloxy)propanoate

• ChemBase ID: 149934
• Molecular Formular: C6H9F3O5S
• Molecular Mass: 250.1928696
• Monoisotopic Mass: 250.01227905
• SMILES: CCOC(=O)[C@H](C)OS(=O)(=O)C(F)(F)F
• Canonical SMILES: CCOC(=O)[C@@H](OS(=O)(=O)C(F)(F)F)C
• InChI: InChI=1S/C6H9F3O5S/c1-3-13-5(10)4(2)14-15(11,12)6(7,8)9/h4H,3H2,1-2H3/t4-/m0/s1
• InChIKey: RYSBPHXTNVWICH-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-(trifluoromethanesulfonyloxy)propanoate
• IUPAC Traditional name: ethyl (2S)-2-(trifluoromethanesulfonyloxy)propanoate
• Synonyms: Ethyl O-trifluoromethanesulfonyl-L-lactate; Ethyl L-lactate 2-O-triflate; Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate; O-三氟甲烷磺酰基-L-乳酸乙酯; L-乳酸2-O-三氟甲磺酸乙酯; (S)-2-(三氟甲基磺酰氧基)丙酸乙酯

Database IDs

• CAS Number: 84028-88-6
• MDL Number: MFCD00134396
• Beilstein Number: 3549394
• PubChem SID: 24889539; 24863321; 162244096
• PubChem CID: 11207429

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.0754473
• LogD (pH = 7.4): 2.0754473
• Log P: 2.0754473
• Molar Refractivity: 41.5604 cm^3
• Polarizability: 17.413935 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 34 °C/0.005 mmHg(lit.)
• Flash Point: 174.2 °F; 79 °C
• Density: 1.342 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.374; n20/D 1.374(lit.)
• Optical Rotation: [α]20/D -44°, neat; [α]20/D -45±2°, neat

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: 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 3265 8/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥96%; ≥97.0% (19F-NMR)
• Grade: purum
• Contains: ~1% magnesium oxide as stabilizer; ~1% MgO as stabilizer; MgO as stabilizer (white solid)
• Linear Formula: CH3CH(OSO2CF3)CO2C2H5

DETAILS

Sigma Aldrich - 374636

Packaging
1 g in glass bottle

Sigma Aldrich - 91729

Caution
may discolor to brown on storage
Other Notes
Chiral building block; used for the synthesis of N-substituted D-alanines1,2; Synthesis of muramic acid derivatives3