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318035

Sigma-Aldrich

(S)-(−)-α-Methoxy-α-(trifluoromethyl)phenylacetic acid

≥99%

Synonym(s):

(−)-MTPA, Mosher’s acid

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About This Item

Linear Formula:
C6H5C(OCH3)(CF3)CO2H
CAS Number:
17257-71-5
Molecular Weight:
234.17
Beilstein:
4684048
EC Number:
241-292-1
MDL number:
MFCD00064200
UNSPSC Code:
12352112
PubChem Substance ID:
24859111
NACRES:
NA.22

Assay

≥99%

optical activity

[α]18/D −72°, c = 1.6 in methanol

optical purity

ee: 99% (GLC)

refractive index

n20/D 1.474 (lit.)

bp

95-97 °C/0.05 mmHg (lit.)

mp

46-49 °C (lit.)

density

1.303 g/mL at 25 °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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General description

(S)-(-)-α-Methoxy-α-(trifluoromethyl)phenylacetic acid is commonly used as a derivatizing agent in Mosher ester analysis and Mosher amide analysis, which are NMR-based methods for determining the absolute configuration of the chiral carbon center in secondary alcohols and amines, respectively.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

doi:10.1038/nprot.2007.354

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mosher ester analysis for the determination of absolute configuration of stereogenic (chiral) carbinol carbons.
Hoye TR, et al.
Nature Protocols, 2(10), 2451-2458 (2007)
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