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318035

Sigma-Aldrich

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

≥99%

Sinónimos:

(−)-MTPA, Mosher’s acid

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About This Item

Fórmula lineal:
C6H5C(OCH3)(CF3)CO2H
Número de CAS:
17257-71-5
Peso molecular:
234.17
Beilstein/REAXYS Number:
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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Categorías relacionadas

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

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «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)
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
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
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
[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)
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