Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

532509

Sigma-Aldrich

(S)-(−)-Trifluorolactic acid

98%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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.[1]
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.[2]
  • Chiral 1,1,1-trifluoromethyl-2-alkanols.[1]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBF7239V
STBD1087V
STBD0118V
S46048
04912TH

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service