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369675 Sigma-Aldrich

(S)-(+)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride

99%

Synonym: (S)-(+)-MTPA-Cl, Mosher’s acid chloride

  • CAS Number 20445-33-4

  • Linear Formula C6H5C(OCH3)(CF3)COCl

  • Molecular Weight 252.62

  •  Beilstein/REAXYS Number 3591562

  •  MDL number MFCD00067105

  •  PubChem Substance ID 24863007

  •  NACRES NA.22

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Properties

Related Categories Acid Halides, Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Chiral Resolution Reagents,
assay   99%
optical purity   ee: 98% (GLC)
refractive index   n20/D 1.469 (lit.)
bp   213-214 °C (lit.)
density   1.35 g/mL at 25 °C (lit.)
storage temp.   −20°C
SMILES string   CO[C@@](C(Cl)=O)(c1ccccc1)C(F)(F)F
InChI   1S/C10H8ClF3O2/c1-16-9(8(11)15,10(12,13)14)7-5-3-2-4-6-7/h2-6H,1H3/t9-/m1/s1
InChI key   PAORVUMOXXAMPL-SECBINFHSA-N

Description

General description

(S)-(+)-α-Methoxy-α-trifluoromethylphenylacetyl chloride is commonly used as a derivatizing agent in Mosher ester analysis and Mosher amide analysis, which are NMR-based methods for determining the absolute configuration of the chiral carbon center in secondary alcohols and amines, respectively.

Packaging

50, 250 mg in glass bottle

Application

Used in the synthesis of natural products and pheromones.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

doi:10.1038/nprot.2007.354

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3265 8 / PGII
WGK Germany 
3
Flash Point(F) 
192.2 °F
Flash Point(C) 
89 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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