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M2876

Sigma-Aldrich

(±)-α-Methoxyphenylacetic acid

crystalline

Synonym(s):

O-Methyl-DL-mandelic acid, MOPA

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About This Item

Linear Formula:
C6H5CH(OCH3)COOH
CAS Number:
Molecular Weight:
166.17
Beilstein:
2209197
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

crystalline

Quality Level

bp

165 °C/18 mmHg (lit.)

mp

69-71 °C (lit.)

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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Application

(±)-α-Methoxyphenylacetic acid can be used as a reactant to synthesize:      
  • N






  • -(Cyclohexylmethyl)-2-methoxy-2-phenylethylamine by reacting with cyclohexylmethylamine in the presence of EDCI/HOBt/Et3N.      
  • 4-(methoxyphenylmethyl)-2-methylpyridine by reacting with 2-methyl-4-pyridinecarbonitrile via decarboxylative arylation reaction in the presence of a photocatalyst.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

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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Yiyang Chen et al.
Organic letters, 21(7), 2130-2133 (2019-03-13)
1-(4-(9 H-Carbazol-9-yl)phenyl)-3-amino-9 H-fluorene-2,4-dicarbonitrile as a new photocatalyst for the decarboxylative cross-coupling reaction of α-amino acids or α-oxy carboxylic acids with arylnitriles is described. This light-driven reaction enables a variety of benzylic amines and ethers to be prepared from readily available
Shoko Yamazaki et al.
The Journal of organic chemistry, 82(13), 6748-6763 (2017-06-13)
Catalytic cyclization of amides of ethenetricarboxylate bearing ether and acetal groups has been examined. The reaction of the amides bearing cyclic ether and acetal groups in the presence of Lewis acid such as Sc(OTf)3 gave spirocyclic piperidine derivatives as major
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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