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Safety Information

532509

Sigma-Aldrich

(S)-(−)-Trifluorolactic acid

98%

Synonym(s):

(S)-(−)-3,3,3-Trifluoro-2-hydroxypropanoic acid

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About This Item

Linear Formula:
CF3CH(OH)CO2H
CAS Number:
125995-00-8
Molecular Weight:
144.05
MDL number:
MFCD04037238
UNSPSC Code:
51113400
PubChem Substance ID:
24877889
NACRES:
NA.22

Assay

98%

optical activity

[α]20/D −42°, c = 1 in chloroform

mp

72-76 °C (lit.)

SMILES string

O[C@@H](C(O)=O)C(F)(F)F

InChI

1S/C3H3F3O3/c4-3(5,6)1(7)2(8)9/h1,7H,(H,8,9)/t1-/m0/s1

InChI key

BVKGUTLIPHZYCX-SFOWXEAESA-N

Application

(S)-(-)-Trifluorolactic acid can be used as a chiral derivatizing agent to determine the enantiomeric purity of chiral secondary alcohols.
It can also be utilized as a reactant to synthesize:
  • (S,S) Double-headed bis(trifluorolactate)s with polymethylene chains by esterification reaction with α,ω-alkanediols.
  • Chiral 1,1,1-trifluoromethyl-2-alkanols.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBF7239V
STBD1087V
STBD0118V
S46048
04912TH

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Syntheses of (R)-and (S)-enantiomeric 1, 1, 1-trifluoromethyl-2-alkanols with high enantiomeric purity controlled through derivatization with L-menthyl phthalate
Mikhailenko V, et al.
Tetrahedron Letters, 56(43), 5956-5959 (2015)
Nanoporous organic layered crystals of double-headed bis (trifluorolactate) s. Hydrogen-bonded systematic crystal structures controlled by the symmetries of molecular components
Takahashi S, et al.
CrystEngComm, 8(2), 132-139 (2006)

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