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65369

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/REAXYS Number:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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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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
[Three dimensional structure analysis of organic chemical compounds from natural sources using NMR spectral analysis].
Osamu Shirota et al.
Kokuritsu Iyakuhin Shokuhin Eisei Kenkyujo hokoku = Bulletin of National Institute of Health Sciences, (121)(121), 87-88 (2004-02-24)
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
Thomas R Hoye et al.
Nature protocols, 2(10), 2451-2458 (2007-10-20)
This protocol details the most commonly used nuclear magnetic resonance (NMR)-based method for deducing the configuration of otherwise unknown stereogenic, secondary carbinol (alcohol) centers (R1R2CHOH (or the analogous amines where OH is replaced by NH2)). This 'Mosher ester analysis' relies
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