1-ethoxy-2,2,2-trifluoroethan-1-ol

• ChemBase ID: 99465
• Molecular Formular: C4H7F3O2
• Molecular Mass: 144.0923896
• Monoisotopic Mass: 144.03981412
• SMILES: OC(C(F)(F)F)OCC
• Canonical SMILES: CCOC(C(F)(F)F)O
• InChI: InChI=1S/C4H7F3O2/c1-2-9-3(8)4(5,6)7/h3,8H,2H2,1H3
• InChIKey: KLXJPQNHFFMLIG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-ethoxy-2,2,2-trifluoroethan-1-ol
• IUPAC Traditional name: 1-ethoxy-2,2,2-trifluoroethanol
• Synonyms: 1-Ethoxy-2,2,2-trifluoroethan-1-ol; 2-Ethoxy-2-hydroxy-1,1,1-trifluoroethane; Trifluoroacetaldehyde ethyl hemiacetal, tech; TRIFLUOROACETALDEHYDE ETHYL HEMIACETAL; 1-Ethoxy-2,2,2-trifluoroethanol; Trifluoroacetaldehyde ethyl hemiacetal; 三氟乙醛乙基半缩醛, tech.; 1-乙氧基-2,2,2-三氟乙醇; 三氟乙醛缩半乙醇

Database IDs

• CAS Number: 433-27-2
• EC Number: 207-087-6
• MDL Number: MFCD00000441
• Beilstein Number: 906797
• PubChem SID: 24900358; 24864314; 162085730
• PubChem CID: 9897

CALCULATED PROPERTIES

• Acid pKa: 8.608097
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.0718915
• LogD (pH = 7.4): 1.0461606
• Log P: 1.0722297
• Molar Refractivity: 24.2411 cm^3
• Polarizability: 9.228036 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 104-105 °C/745 mmHg(lit.); 104-105°C/745mm; 104-106°C
• Flash Point: 102.2 °F; 36 °C; 39 °C; 39°C; 39°C(102°F); 97 °F
• Density: 1.221; 1.221 g/mL at 25 °C(lit.); 1.230
• Refractive Index: 1.3420; 1.3430; n20/D 1.342(lit.)

Safety Information

• Storage Warning: Flammable/Harmful/Irritant/Moisture Sensitive/Keep Cold/Store under Argon
• RTECS: KK9000000
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 1989; UN1989
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-22; 10-22-36/38
• Safety Statements: 16; 16-36/37/39-45; 23-26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H302-H319; H301-H315-H319-H226
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; 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 1989 3/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 90%; tech. 80%
• Grade: technical grade
• Impurities: <10% ethanol; ≤12% water
• Linear Formula: CF3CH(OH)OCH2CH3

DETAILS

MP Biomedicals - 05219368

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - PC7120

Tetrahedron Letts., 33, 1351 (1992): with nucleophilic organosilanes in the presence of a Lewis acid, reacts toproduce a series of alpha-trifluoromethylated alcohols

Sigma Aldrich - 390070

Application
Alternative to gaseous unstable trifluoroacetaldehyde: used to prepare α-trifluoromethylated alcohols for antifungals, antitumor, and chemotherapeutic agents.1,2,3

Sigma Aldrich - T62006

Packaging
5, 25 g in glass bottle
Application
Alternative to gaseous unstable trifluoroacetaldehyde: used to prepare α-trifluoromethylated alcohols for antifungals, antitumor, and chemotherapeutic agents.1,2,3

REFERENCES

• For a review applications in the synthesis of trifluoromethylated compounds, see: Current Org. Chem., 8, 1659 (2004).
• Reacts with nucleophilic organosilanes, e.g. allyltrimethylsilane, TMS cyanide or silyl enol ethers, in the presence of a Lewis acid (ZnI₂ or AlCl₃) to give a series of ɑ-trifluoromethylated alcohols in high yield: Tetrahedron Lett., 33, 1351 (1992).
• The synthesis of ɑ-trifluoromethylated alcohols has also been accomplished by In-mediated reaction with allylic bromides in water: Chem. Commun., 1929 (1996).