295795
Ethyl bromodifluoroacetate
98%
Synonym(s):
Ethyl 2-bromo-2,2-difluoroacetate, 2-Bromo-2,2-difluoroacetic acid ethyl ester, Bromodifluoroacetic acid ethyl ester, Ethyl 2-bromo-2,2-difluoroethaneperoxoate, Ethyl difluorobromoacetate
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About This Item
Linear Formula:
BrCF2COOCH2CH3
CAS Number:
Molecular Weight:
202.98
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-567-0
Beilstein/REAXYS Number:
1906095
MDL number:
Assay:
98%
Quality Level
assay
98%
refractive index
n20/D 1.387 (lit.)
bp
112 °C/700 mmHg (lit.)
density
1.583 g/mL at 25 °C (lit.)
functional group
bromo, ester, fluoro
SMILES string
CCOC(=O)C(F)(F)Br
InChI
1S/C4H5BrF2O2/c1-2-9-3(8)4(5,6)7/h2H2,1H3
InChI key
IRSJDVYTJUCXRV-UHFFFAOYSA-N
Application
Ethyl bromodifluoroacetate has been used in the preparation of:
- substituted ethyl 2′-pyridyldifluoroacetates
- 4-alkoxymethyl- and 4-aryloxymethyl-3,3-difluoropiperidines
- α,α-difluoro-β-lactams
- mono- and difluoromethylated phenanthridine derivatives
signalword
Danger
hcodes
Hazard Classifications
Flam. Liq. 2 - Skin Corr. 1B
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
69.8 °F - closed cup
flash_point_c
21 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Xiaoyang Sun et al.
Organic letters, 16(11), 2938-2941 (2014-05-23)
A practical and unified strategy has been described for the preparation of mono- and difluoromethylated phenanthridine derivatives using a visible-light-promoted alkylation and decarboxylation sequence from biphenyl isocyanides with ethyl bromofluoroacetate (EBFA) or ethyl bromodifluoroacetate (EBDFA). These reactions could be carried
Riccardo Surmont et al.
The Journal of organic chemistry, 75(3), 929-932 (2010-01-07)
Synthetic strategies toward 4-substituted 3,3-difluoropiperidines were evaluated. 4-Alkoxymethyl- and 4-aryloxymethyl-3,3-difluoropiperidines were synthesized via 1,4-addition of ethyl bromodifluoroacetate to 3-substituted acrylonitriles in the presence of copper powder, followed by borane reduction of the cyano substituent, lactamization, and reduction of the lactam.
Atsushi Tarui et al.
Organic & biomolecular chemistry, 12(33), 6484-6489 (2014-07-16)
A practical and highly enantioselective Reformatsky reaction of ethyl bromodifluoroacetate with imines using a cheap and commercially available amino alcohol ligand is described. A variety of α,α-difluoro-β-lactams were obtained in up to 74% yield with high enantioselectivity in excess of
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 295795-5G | 04061837377105 |