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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
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Quality Level

200

Assay

99%

form

solid

bp

165 °C/18 mmHg (lit.)

mp

69-71 °C (lit.)

functional group

carboxylic acid
ether
phenyl

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[1]. α-Methoxyphenylacetic acid is also known as Trost′s chiral acid[2].

Application

α-Methoxyphenylacetic acid has been used in the enantioresolution of two diastereomeric esters by HPLC[2].

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5472
BCCH2490
BCCH1614
BCCC7295
BCBX4815

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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)
Resolution of a-arylacetic acid enantiomers on two chiral stationary phases.
McDaniel DM and Snider BG.
Journal of Chromatography A, 404, 123-132 (1987)
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

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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