ethyl 2-bromo-2-fluoroacetate

• ChemBase ID: 8725
• Molecular Formular: C4H6BrFO2
• Molecular Mass: 184.9916432
• Monoisotopic Mass: 183.95351965
• SMILES: O=C(C(F)Br)OCC
• Canonical SMILES: CCOC(=O)C(Br)F
• InChI: InChI=1S/C4H6BrFO2/c1-2-8-4(7)3(5)6/h3H,2H2,1H3
• InChIKey: ULNDTPIRBQGESN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-bromo-2-fluoroacetate
• IUPAC Traditional name: ethyl 2-bromo-2-fluoroacetate
• Synonyms: Ethyl bromofluoroacetate; Ethyl bromofluoroacetate; Bromofluoroacetic acid ethyl ester; ethyl 2-bromo-2-fluoroacetate; Ethyl bromofluoroacetate 98%; 溴氟乙酸乙酯

Database IDs

• CAS Number: 10-35-5; 401-55-8
• EC Number: 206-928-4
• MDL Number: MFCD00042095
• PubChem SID: 24868678; 160972032
• PubChem CID: 2733407

CALCULATED PROPERTIES

• Acid pKa: 19.684181
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.82794154
• LogD (pH = 7.4): 0.82794154
• Log P: 0.82794154
• Molar Refractivity: 30.0353 cm^3
• Polarizability: 11.866853 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 154 °C(lit.); 154°C; 154°C
• Flash Point: 159.8 °F; 70°C; 70°C(158°F); 71 °C
• Density: 1.540; 1.5407; 1.541; 1.565 g/mL at 25 °C(lit.)
• Refractive Index: 1.424; 1.4250; 1.4255; n20/D 1.424(lit.)
• Hydrophobicity(logP): 1.587

Safety Information

• Storage Warning: IRRITANT, TOXIC; Toxic
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• UN Number: UN2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 20/21/22-36/37/38; 23/24/25-37/38-41
• Safety Statements: 26-36; 4-9-20-23-26-27-36/37/39-45
• TSCA Listed: true; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H311-H331-H315-H335-H318-H227; H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P210-P301+P310-P305+P351+P338-P361-P405-P501A; P261-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%
• Linear Formula: BrCH(F)CO2C2H5

DETAILS

MP Biomedicals - 05223294

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - PC3164

Versatile fluorinated building block. Intermediate for the synthesis of 2-fluoro-3-hydroxy esters, 2-fluoro-3-keto esters and ethyl 2-fluoroalkanoates, ask for references.

Sigma Aldrich - 452114

Application
An intermediate useful for the synthesis of polyfluoroalkyl-substituted fluoro enol ethers1 and N-protected α-fluoroglycines.2
Packaging
5 g in glass bottle

REFERENCES

• Undergoes Reformatsky reactions with Zn and carbonyl compounds under various conditions. Superior results have been obtained in the presence of a catalytic amount of CeCl₃: J. Org. Chem., 67, 72 (2002):