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248975

Sigma-Aldrich

α-Methoxyphenylacetic acid

99%

Synonym(s):

(±)-α-Methoxyphenylacetic acid, O-Methyl-DL-mandelic acid, MOPA

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About This Item

Linear Formula:
C6H5CH(OCH3)COOH
CAS Number:
7021-09-2
Molecular Weight:
166.17
Beilstein:
2209197
EC Number:
230-300-9
MDL number:
MFCD00064217
UNSPSC Code:
12352100
PubChem Substance ID:
24854967
NACRES:
NA.22

Assay

99%

form

solid

bp

165 °C/18 mmHg (lit.)

mp

69-71 °C (lit.)

functional group

carboxylic acid

SMILES string

COC(C(O)=O)c1ccccc1

InChI

1S/C9H10O3/c1-12-8(9(10)11)7-5-3-2-4-6-7/h2-6,8H,1H3,(H,10,11)

InChI key

DIWVBIXQCNRCFE-UHFFFAOYSA-N

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General description

Enantiomers of α-methoxyphenylacetic acid has been resolved as amide derivatives on chiral statinary phases by HPLC. α-Methoxyphenylacetic acid is also known as Trost′s chiral acid.

Application

α-Methoxyphenylacetic acid has been used in the enantioresolution of two diastereomeric esters by HPLC.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Resolution of a-arylacetic acid enantiomers on two chiral stationary phases.
McDaniel DM and Snider BG.
Journal of Chromatography A, 404, 123-132 (1987)
2-Methoxy-2-(1-naphthyl) propionic acid, a powerful chiral auxiliary for enantioresolution of alcohols and determination of their absolute configurations by the< sup> 1</sup> H NMR anisotropy method.
Harada N, et al.
Tetrahedron Asymmetry, 11(6), 1249-1253 (2000)
Bin Chang et al.
Journal of clinical microbiology, 53(10), 3318-3324 (2015-08-14)
Streptococcus pneumoniae colonizes the nasopharyngeal mucus in healthy people and causes otitis media, pneumonia, bacteremia, and meningitis. In this study, we analyzed an S. pneumoniae strain that caused 7 repeated pneumonia episodes in an 80-month-old patient with cerebral palsy during
Radoslaw Laufer et al.
Bioorganic & medicinal chemistry, 22(17), 4968-4997 (2014-07-22)
TTK kinase was identified by in-house siRNA screen and pursued as a tractable, novel target for cancer treatment. A screening campaign and systematic optimization, supported by computer modeling led to an indazole core with key sulfamoylphenyl and acetamido moieties at
Weidong Liu et al.
Chembiochem : a European journal of chemical biology, 16(6), 924-929 (2015-03-11)
A meso-diaminopimelate dehydrogenase (DAPDH) from Clostridium tetani E88 (CtDAPDH) was found to have low activity toward the D-amino acids other than its native substrate. Site-directed mutagenesis similar to that carried out on the residues mutated by Vedha-Peters et al. resulted

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