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132101

Sigma-Aldrich

Sodium trifluoroacetate

98%

Synonym(s):

Trifluoroacetic acid sodium salt

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About This Item

Linear Formula:
CF3COONa
CAS Number:
2923-18-4
Molecular Weight:
136.01
Beilstein/REAXYS Number:
3597949
EC Number:
220-879-6
MDL number:
MFCD00013217
UNSPSC Code:
12352302
PubChem Substance ID:
24847547
NACRES:
NA.22

assay

98%

form

powder

mp

205-207 °C (dec.) (lit.)

density

1.49 g/mL (lit.)

SMILES string

[Na+].[O-]C(=O)C(F)(F)F

InChI

1S/C2HF3O2.Na/c3-2(4,5)1(6)7;/h(H,6,7);/q;+1/p-1

InChI key

UYCAUPASBSROMS-UHFFFAOYSA-M

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General description

Sodium trifluoroacetate is a trifluoromethylating agent for compounds like aromatic halides, aldehydes and ketones.

Application

Sodium trifluoroacetate can be used:
  • As a trifluoromethylating agent in nucleophilic trifluoromethylation of aldehydes using copper(I) halide catalyst.
  • As a difluorocarbene precursor in gem-difluorocyclopropanation of different alkenes using azobisisobutyronitrile (AIBN) as a catalyst.
  • In the synthesis of trifluoromethylthio-substituted aromatic compounds via copper-mediated oxidative trifluoromethylthiolation of aryl boronic acids in the presence of elemental sulfur.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1A

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Copper-mediated oxidative trifluoromethylthiolation of aryl boronic acids with CF3CO2Na and elemental sulfur
Zhai L et al.
Tetrahedron, 69(48), 10262-10266 (2013)
Michelle Piotrowski et al.
Journal of the American Society for Mass Spectrometry, 30(3), 489-500 (2018-12-16)
A method is developed to determine the position of ion formation along the flight axis of a MALDI TOFMS instrument using the image of the laser on the sample surface. Previous work (JASMS 2018, 29, 422-434) showed that misalignment of
Sodium trifluoroacetate: an efficient precursor for the trifluoromethylation of aldehydes
Chang Y and Cai C
Tetrahedron Letters, 46(18), 3161-3164 (2005)
Sodium trifluoroacetate: an efficient difluorocarbene precursor for alkenes
Chang Y and Cai C
Chemistry Letters (Jpn), 34(10), 1440-1441 (2005)
Miao Feng et al.
Dalton transactions (Cambridge, England : 2003), 49(27), 9444-9453 (2020-07-01)
In this research, a pH-sensitive degradable nanoprobe was designed by combining hydrophobic rare earth nanoparticles with biocompatible mPEG-PLGA nanomicelles for near infrared II (NIR-II) imaging-guided anti-tumor chemotherapy. The as-synthesized nanoprobes (about 300 nm) with a highly enhanced permeability and retention
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