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374636 Sigma-Aldrich

Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate

≥96%

Synonym: Ethyl O-trifluoromethanesulfonyl-L-lactate, Ethyl L-lactate 2-O-triflate

  • CAS Number 84028-88-6

  • Linear Formula CH3CH(OSO2CF3)CO2C2H5

  • Molecular Weight 250.19

  •  Beilstein/REAXYS Number 3549394

  •  MDL number MFCD00134396

  •  PubChem Substance ID 24863321

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Esters, Organic Building Blocks More...
Quality Level   100
assay   ≥96%
optical activity   [α]20/D −44°, neat
contains   ~1% MgO as stabilizer
refractive index   n20/D 1.374 (lit.)
bp   34 °C/0.005 mmHg (lit.)
density   1.342 g/mL at 25 °C (lit.)
storage temp.   −20°C
SMILES string   CCOC(=O)[C@H](C)OS(=O)(=O)C(F)(F)F
InChI   1S/C6H9F3O5S/c1-3-13-5(10)4(2)14-15(11,12)6(7,8)9/h4H,3H2,1-2H3/t4-/m0/s1
InChI key   RYSBPHXTNVWICH-BYPYZUCNSA-N

Description

Application

Ethyl (S)-2-(trifluoromethylsulfonyloxy)propionate can be used:
• In the synthesis of tetra-methylated analog of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTMA) based chelates for imaging applications.
• As a substrate in the synthesis of α-silylated carboxyl compounds via Cu-catalyzed stereoinvertive nucleophilic silylation of α-triflyloxy esters.

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3265 8 / PGIII
WGK Germany 
WGK 3
Protocols & Articles
Peer-Reviewed Papers
15

References

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