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Merck
CN

65362

(R)-(+)-α-Methoxy-α-trifluoromethylphenylacetic acid

puriss., ≥99.0% (T)

Synonym(s):

(+)-MTPA, Mosher’s acid

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About This Item

Linear Formula:
C6H5C(OCH3)(CF3)CO2H
CAS Number:
20445-31-2
Molecular Weight:
234.17
EC Number:
243-829-5
UNSPSC Code:
12352000
PubChem Substance ID:
24883972
Beilstein/REAXYS Number:
3591560
MDL number:
MFCD00004184

Key Documents

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grade

puriss.

assay

≥99.0% (T)

optical activity

[α]20/D +72±2°, c = 2% in methanol

optical purity

enantiomeric ratio: ~98.5 (GC)

refractive index

n20/D 1.473 (lit.)

bp

105-107 °C/1 mmHg (lit.)

mp

46-49 °C (lit.)

density

1.344 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-/m1/s1

InChI key

JJYKJUXBWFATTE-SECBINFHSA-N

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

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

Regulatory Information

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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
Barry J Everitt et al.
Nature neuroscience, 8(11), 1481-1489 (2005-10-28)
Drug addiction is increasingly viewed as the endpoint of a series of transitions from initial drug use--when a drug is voluntarily taken because it has reinforcing, often hedonic, effects--through loss of control over this behavior, such that it becomes habitual
Hiroshi Hasegawa et al.
Journal of mass spectrometry : JMS, 46(5), 502-507 (2011-04-19)
D-Serine is a co-agonist of the N-methyl-D-aspartate receptor in glutamate neurotransmission and has been proposed as a potential therapeutic agent for schizophrenia. However, D-serine also acts as a nephrotoxic substance in rats at high doses. To investigate the pharmacokinetics and
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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Global Trade Item Number

SKUGTIN
R063000004061835123865
Y000236204065269095545
77623-50G-F04061833607923
BP45904061835278053

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