(R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic Acid [Optical Resolving] TCI M0831

Chemical Identity

CAS No.: 20445-31-2
PubChem: CID 2723917·SID 87572829
Formula: C10H9F3O3
Molecular weight: 234.17 g/mol
Purity: >98.0%(GC)(T)
Reference databases: ChemSpider·ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid
SMILES: CO[C@](C1=CC=CC=C1)(C(=O)O)C(F)(F)F
InChIKey: JJYKJUXBWFATTE-SECBINFHSA-N

Rp 4.902.450,00

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Dokumen Keamanan & Mutu

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TCI M0831 (R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic Acid, widely known as (R)-Mosher's acid or (R)-MTPA, is a chiral carboxylic acid. Its central carbon atom carries a phenyl group, a methoxy group and a trifluoromethyl group. It is one of the best-known chiral derivatizing agents used in the laboratory. Chemists use it to determine the enantiomeric purity and absolute configuration of alcohols and amines. The acid is converted into diastereomeric esters or amides, which are then analyzed by NMR spectroscopy.

Mosher's acid is preferred because its stereogenic centre has no alpha hydrogen atom, so it does not racemize easily during derivatization. The trifluoromethyl group gives a sharp signal in fluorine-19 NMR, which makes it simple to compare and integrate the diastereomers. The phenyl ring creates an anisotropic effect that shifts proton signals in a characteristic way in each diastereomer. By comparing derivatives made from the (R) and (S) enantiomers, researchers can assign the absolute configuration of the substrate's chiral centre. The compound can also act as an optical resolving agent by forming diastereomeric salts.

In Indonesia, this reagent is important to research groups in asymmetric synthesis and natural product chemistry that need to establish the stereochemistry of new compounds. University organic chemistry laboratories, pharmaceutical research units and natural product isolation teams use it to confirm the configuration of isolated secondary metabolites and synthetic intermediates. It is also useful in teaching and thesis research where stereochemical assignment by NMR is part of structure elucidation.

Advantages (TCI brochure)

Forms MTPA esters or amides with alcohols or amines for 1H-NMR estimation of optical purity

TCI brochures (PDF)

Reagents for the Determination of Optical Purity by NMR 2025-01-17 · p. 1
Chiral Auxiliaries and Optical Resolving Agents 2025-06-17 · p. 6
Chiral Building Blocks 2025-04-14 · p. 13

Related TCI products

Determining enantiomeric purity: Converting chiral alcohols or amines into Mosher esters or amides produces diastereomers that can be quantified clearly by fluorine-19 or proton NMR.
Assigning absolute configuration: Comparing the proton chemical shift differences between derivatives of the (R) and (S) acids reveals the spatial arrangement around the substrate's chiral centre.
Natural product structure elucidation: Researchers who isolate secondary metabolites use Mosher derivatization to establish the stereochemistry of new compounds from plants, marine organisms or microbes.
Asymmetric synthesis verification: Synthetic chemists use it to check the stereochemical outcome of enantioselective reactions, because the reagent resists racemization during derivatization.
Optical resolution: The chiral acid can form diastereomeric salts with racemic bases, so the enantiomers can be separated on the basis of their different properties.

From the TCI brochure

Absolute stereochemistry determination of chiral compounds via chemical shift analysis of diastereomers

Brand	TCI (product code M0831)
CAS number	20445-31-2
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Building Blocks
Pack sizes	see the options listed on this product page
Physical form	refer to the TCI product label and Safety Data Sheet
Storage	—

Grade designation: Optical Resolving

Keep the container tightly closed in the original manufacturer's packaging. Store it in a cool, dry, well-ventilated place away from moisture, strong bases and oxidizing agents, and follow the storage temperature on the TCI label. Because the material is used for stereochemical analysis, protect it from contamination to keep its enantiomeric integrity. Use clean, dry glassware and spatulas when dispensing it. Handle the reagent in a fume hood and wear chemical-resistant gloves, safety glasses and a lab coat. Avoid contact with skin and eyes and avoid breathing in vapour or dust. Read the Safety Data Sheet before use, and dispose of waste according to institutional and local regulations.

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