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Merck
CN

510246

Methyl 3,3,3-trifluoropyruvate

97%

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About This Item

Linear Formula:
CF3COCO2CH3
CAS Number:
Molecular Weight:
156.06
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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Product Name

Methyl 3,3,3-trifluoropyruvate, 97%

InChI

1S/C4H3F3O3/c1-10-3(9)2(8)4(5,6)7/h1H3

SMILES string

COC(=O)C(=O)C(F)(F)F

InChI key

XGLLQDIWQRQROJ-UHFFFAOYSA-N

assay

97%

refractive index

n20/D 1.332 (lit.)

bp

86 °C (lit.)

density

1.529 g/mL at 25 °C (lit.)

functional group

ester
fluoro
ketone

Quality Level

Application

Methyl 3,3,3-trifluoropyruvate may be used in the synthesis of:
  • 2-hydroxy-2-trifluoromethylbutan-4-olides
  • 2-(trifluoromethyl)butan-4-olides
  • 4-trifluoromethyl-(2H)-pyridazin-3-ones
  • methyl 3-methoxy-2-trifluoromethylacrylate

General description

Methyl 3,3,3-trifluoropyruvate is an alkyl 3,3,3-trifluoropyruvate that can be synthesized using hexafluoropropene-1,2-oxide (HFPO) as a starting material. It reacts with aromatic amines, benzylic manoamines and diamines to form the corresponding hemiaminals.

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

78.8 °F - closed cup

flash_point_c

26 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Fluorinated butanolides and butenolides: Part 8. 2-(Trifluoromethyl) butan-4-olides by synthesis from methyl 3, 3, 3-trifluoropyruvate as building block.
Paleta O, et al.
Journal of Fluorine Chemistry, 111(2), 175-184 (2001)
Fluorinated butanolides and butenolides: Part 9. Synthesis of 2-(trifluoromethyl) butan-4-olides by Wittig reaction using methyl 3, 3, 3-trifluoropyruvate.
Palecek J, et al.
Journal of Fluorine Chemistry, 113(2), 177-183 (2002)
Methyl 3,3,3-trifluoropyruvate: an improved procedure starting from hexafluoropropene-1, 2-oxide; identification of byproducts.
Dolensky B, et al.
Journal of Fluorine Chemistry, 115(1), 67- 74 (2002)
A convenient synthesis of 4-trifluoromethyl-(2H)-pyridazin-3-ones from methyl 3, 3, 3-trifluoropyruvate.
Sibgatulin DA, et al.
Synlett, 12, 1907-1911 (2005)
Methyl 3, 3, 3-trifluoropyruvate hemiaminals: Stability and transaminations.
Dolensky B, et al.
Journal of Fluorine Chemistry, 126(5), 745-751 (2005)

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