532509
(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:
Molecular Weight:
144.05
MDL number:
UNSPSC Code:
51113400
PubChem Substance ID:
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:
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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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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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