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Supelco

(S)-(−)-α-Methoxy-α-trifluoromethylphenylacetic acid

for chiral derivatization, LiChropur™, ≥99.0%

Synonym(s):

(−)-MTPA, Mosher’s acid

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About This Item

Empirical Formula (Hill Notation):
C10H9F3O3
CAS Number:
17257-71-5
Molecular Weight:
234.17
Beilstein:
4684048
EC Number:
241-292-1
MDL number:
MFCD00064200
UNSPSC Code:
12000000
PubChem Substance ID:
329760059
NACRES:
NA.22

grade

for chiral derivatization

Quality Level

100

Assay

≥99.0% (T)
≥99.0%

form

solid

optical activity

[α]20/D −73±1°, c = 2% in methanol

optical purity

enantiomeric ratio: ≥99.5:0.5 (GC)

quality

LiChropur™

technique(s)

HPLC: suitable

bp

90 °C/0.1 mmHg

mp

46-49 °C (lit.)

storage temp.

2-8°C

SMILES string

CO[C@](C(O)=O)(c1ccccc1)C(F)(F)F

InChI

1S/C10H9F3O3/c1-16-9(8(14)15,10(11,12)13)7-5-3-2-4-6-7/h2-6H,1H3,(H,14,15)/t9-/m0/s1

InChI key

JJYKJUXBWFATTE-VIFPVBQESA-N

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Application

Determination of absolute configuration of stereogenic carbinol carbons; doi:10.1038/nprot.2007.354

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Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL8346V
BCCK6427
BCBL8346V
1336250V
1336250

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Bin Sui et al.
The Journal of organic chemistry, 75(9), 2942-2954 (2010-04-17)
Two different mixture synthesis routes have been used to make the four stereoisomers of petrocortyne A. A first quick and dirty route provided a mixture of the four isomers in nonselective fashion. Mosher and 2-naphthylmethoxyacetic acid (NMA) ester methods were
D B Matthews et al.
Journal of chromatography. B, Biomedical sciences and applications, 695(2), 279-285 (1997-08-01)
Methods for the nuclear magnetic resonance and gas chromatographic analysis of the enantiomers of p-trifluoromethylmandelic acid (p-TFM) and Mosher's acid (alpha-methoxy-alpha-(trifluoromethyl)phenylacetic acid) present in rat urine samples are described. Gas chromartography was performed using cyclodextrin capillary columns with both compounds
Giancarlo Cravotto et al.
Chirality, 16(8), 526-533 (2004-08-04)
Cyclodextrin (CD) derivatives are important selectors for analytical chiral recognition. Their enantioselectivities and chemical properties depend on ring size and on nature, number and location of substituents. This paper describes the synthesis of 6-O-TBDMS-2,3-O-methyl beta-cyclodextrins bearing in position 2 either
J Martín Torres-Valencia et al.
Phytochemical analysis : PCA, 13(6), 329-332 (2002-12-24)
A method to determine the absolute configuration of 2,3-epoxy-2-methylbutanoate ester residues in natural products is presented, based on (i) the reduction of the ester function to yield a 2-methyl-1,2-butanediol, (ii) esterification of the obtained primary alcohol with either (R)-(+)- or
Thomas R Hoye et al.
Organic letters, 12(8), 1768-1771 (2010-03-27)
The relative magnitudes of the chemical shift differences (Deltadeltas) in the two diastereomers of menthyl esters of known chiral derivatizing agents (CDAs) were compared to those of the alpha-methoxy-alpha-trifluoromethyl-1-naphthylacetyl (MTN((1))A) analogues I. Discrimination of the terminal diastereotopic methyl resonances in
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