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132101

Sigma-Aldrich

Sodium trifluoroacetate

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
grade:
for analytical purposes
form:
powder
Pricing and availability is not currently available.

grade

for analytical purposes

Assay

98%

form

powder

mp

205-207 °C (dec.) (lit.)

density

1.49 g/mL (lit.)

functional group

fluoro

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.[1]

Application

Sodium trifluoroacetate can be used:
  • As a trifluoromethylating agent in nucleophilic trifluoromethylation of aldehydes using copper(I) halide catalyst.[1]
  • As a difluorocarbene precursor in gem-difluorocyclopropanation of different alkenes using azobisisobutyronitrile (AIBN) as a catalyst.[2]
  • In the synthesis of trifluoromethylthio-substituted aromatic compounds via copper-mediated oxidative trifluoromethylthiolation of aryl boronic acids in the presence of elemental sulfur.[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000438818
0000438818
0000369357
0000363150
0000300607

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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
Copper-mediated oxidative trifluoromethylthiolation of aryl boronic acids with CF3CO2Na and elemental sulfur
Zhai L et al.
Tetrahedron, 69(48), 10262-10266 (2013)
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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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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