(2S)-2-(trifluoromethyl)oxirane

• ChemBase ID: 58907
• Molecular Formular: C3H3F3O
• Molecular Mass: 112.0505296
• Monoisotopic Mass: 112.01359938
• SMILES: [C@@H]1(OC1)C(F)(F)F
• Canonical SMILES: FC([C@H]1OC1)(F)F
• InChI: InChI=1S/C3H3F3O/c4-3(5,6)2-1-7-2/h2H,1H2/t2-/m0/s1
• InChIKey: AQZRARFZZMGLHL-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(trifluoromethyl)oxirane
• IUPAC Traditional name: (2S)-2-(trifluoromethyl)oxirane
• Synonyms: (2S)-2-(Trifluoromethyl)oxirane; (S)-(-)-2-(Trifluoromethyl)oxirane; (S)-(-)-3,3,3-Trifluoro-1,2-epoxypropane; (2S)-2-(Trifluoromethyl)oxirane; (2S)-3,3,3-Trifluoro-1,2-epoxypropane; (2S)-(-)-3,3,3-Trifluoro-1,2-propenoxide 97%; (S)-(-)-2-三氟甲基环氧乙烷; (S)-(-)-3,3,3-三氟-1,2-环氧丙烷

Database IDs

• CAS Number: 130025-34-2
• MDL Number: MFCD04128982
• PubChem SID: 162063670; 24884766
• PubChem CID: 7171781

CALCULATED PROPERTIES

• Acid pKa: 19.894026
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.9678878
• LogD (pH = 7.4): 0.9678878
• Log P: 0.9678878
• Molar Refractivity: 16.1638 cm^3
• Polarizability: 6.132198 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 25-32°C; -80°C
• Boiling Point: 25 - 32; 25-32 °C; 25-32°C
• Flash Point: -14.8 °F; -26 °C; -26°C
• Density: 1.294; 1.294 g/mL at 25 °C
• Refractive Index: n20/D <1.300

Safety Information

• Storage Condition: Store at -18°C
• Storage Warning: Extremely Flammable/Store at -20°C/Store under Argon; IRRITANT
• European Hazard Symbols: Highly flammable (F+)
• UN Number: 1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 1
• Risk Statements: 12
• Safety Statements: 3
• TSCA Listed: false
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H224
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 1993 3/PG 1
• Storage Temperature: -20°C

Product Information

• Purity: > 95%; 95+%; 97%
• Empirical Formula (Hill Notation): C3H3F3O

DETAILS

Sigma Aldrich - 665797

Application
Precursor to a trifluoromethyl chiral auxiliary which promotes a highly diastereoselective Simmons-Smith cyclopropanation.1
Packaging
1 g in ampule
250 mg in ampule
5 g in glass bottle