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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:
Molecular Weight:
166.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
230-300-9
MDL number:
Beilstein/REAXYS Number:
2209197
Assay:
≥99.0%
Form:
crystalline
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assay

≥99.0%

Quality Level

form

crystalline

bp

165 °C ((lit.)), 165 °C/18 mmHg (lit.)

mp

69-71 °C (lit.), 69-71 °C

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)], 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

General description

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

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

signalword

Danger

hcodes

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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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



Global Trade Item Number

SKUGTIN
M2876-5G04061835282357
M2876-10G04061835282333
M2876-25G04061835282340