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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:
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

Signal Word

Danger

Hazard Statements

H314,H332,H412

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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 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
Sodium trifluoroacetate: an efficient precursor for the trifluoromethylation of aldehydes
Chang Y and Cai C
Tetrahedron Letters, 46(18), 3161-3164 (2005)
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