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Merck
CN

M2876

(±)-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:
7021-09-2
Molecular Weight:
166.17
NACRES:
NA.22
PubChem Substance ID:
57654368
UNSPSC Code:
12352100
EC Number:
230-300-9
MDL number:
MFCD00064217
Beilstein/REAXYS Number:
2209197

Key Documents

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Product Name

(±)-α-Methoxyphenylacetic acid, crystalline

InChI

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

SMILES string

COC(C(O)=O)c1ccccc1

assay

≥99.0%

form

crystalline

bp

165 °C ((lit.))
165 °C/18 mmHg (lit.)

mp

69-71 °C (lit.)
69-71 °C

Quality Level

200

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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.

General description

(±)-α-Methoxyphenylacetic acid, also known as MOPA is commonly used as a resolving agent and building block in various organic synthesis.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5472
BCCM4888
BCCH1614
BCCH2490
BCCC7295

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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
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
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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