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452114

Sigma-Aldrich

Ethyl bromofluoroacetate

97%

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Linear Formula:
BrCH(F)CO2C2H5
CAS Number:
401-55-8
Molecular Weight:
184.99
EC Number:
206-928-4
MDL number:
MFCD00042095
UNSPSC Code:
12352100
PubChem Substance ID:
24868678
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.424 (lit.)

bp

154 °C (lit.)

density

1.565 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOC(=O)C(F)Br

InChI

1S/C4H6BrFO2/c1-2-8-4(7)3(5)6/h3H,2H2,1H3

InChI key

ULNDTPIRBQGESN-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

159.8 °F

Flash Point(C)

71 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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R Ocampo et al.
The Journal of organic chemistry, 67(1), 72-78 (2002-01-05)
The presence of catalytic amounts of CeCl(3) improves yields and simplifies procedure in the Reformatsky reactions of ethyl bromofluoroacetate with aldehydes and ketones to generate diastereomeric mixtures of alpha-fluoro-beta-hydroxy esters, some of which can be separated by crystallization or column
Journal of Fluorine Chemistry, 77, 45-45 (1996)
Synthesis of (E)-and (Z)-fluoro-olefin analogues of potent dipeptidyl peptidase IV inhibitors.
Van der Veken P, et al.
Tetrahedron Letters, 44(33), 6231-6234 (2003)
Journal of the Chemical Society. Perkin Transactions 1, 49-49 (1991)
Thibault Ferrary et al.
Organic letters, 15(21), 5598-5601 (2013-10-22)
The synthesis of highly functionalized monofluorinated cyclopropanes based on a Michael Initiated Ring Closure (MIRC) reaction has been developed. The addition of quaternary ammonium salts derived from ethyl bromofluoroacetate on a panel of electron deficient alkenes followed by cyclization gave
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