TCI M1103 is (S)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl Chloride, a chiral acid chloride known throughout the chemical community as Mosher's reagent. It is used to convert chiral alcohols and amines into pairs of diastereomeric esters or amides through an acylation reaction. Because diastereomers experience different magnetic environments, the resulting derivatives can be clearly distinguished by nuclear magnetic resonance spectroscopy. Its principal role in the laboratory is as a tool for determining optical purity and absolute configuration, making it an important support for asymmetric synthesis and chiral resolution work that demands defensible stereochemical evidence.
The characteristics that make this reagent so widely chosen lie in its carefully considered molecular design. Its chiral centre is quaternary and carries no transferable hydrogen atom, so the risk of racemisation during derivatisation is suppressed. The trifluoromethyl group provides a highly sensitive marker for fluorine NMR observation, while the combination of the methoxy group and the phenyl ring produces an anisotropic effect that separates the signals of the two diastereomers. Together these features give reliable, well-resolved measurements from a single defined reagent rather than from an indirect comparison.
In Indonesian laboratories, this reagent is typically found where stereochemical proof is part of the routine workflow. University research groups working on asymmetric synthesis, pharmaceutical and natural product laboratories characterising chiral intermediates, and analytical facilities equipped with NMR instrumentation all use it to confirm the optical purity of the materials they prepare. It is generally purchased as a supporting reagent for method development and for reporting stereochemical results in publications and technical documentation.
TCI brochures (PDF)
- Chiral Auxiliaries and Optical Resolving Agents 2025-06-17 · p. 6
Related TCI products
- TCI M1104 39637-99-5 (R)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl Chloride [for Determination of the optical purity of Alcohols and Amines]
- TCI M0832 17257-71-5 (S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic Acid [Optical Resolving]
- TCI M0831 20445-31-2 (R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic Acid [Optical Resolving]
- TCI T1521 60646-30-2 (S)-(+)-2,2,2-Trifluoro-1-(9-anthryl)ethanol [ee Determination Reagent by NMR]
- TCI T1520 53531-34-3 (R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol [e.e. Determination Reagent by NMR]
- TCI M0830 3966-32-3 (R)-(-)-alpha-Methoxyphenylacetic Acid
- Optical purity determination of chiral alcohols — derivatisation with this reagent converts an enantiomeric mixture into diastereomers whose NMR signals can be integrated to give the enantiomeric ratio directly.
- Optical purity determination of chiral amines — the acid chloride reacts with the amine to form diastereomeric amides, allowing the same NMR-based quantification approach used for alcohols.
- Absolute configuration assignment — the anisotropic shielding produced by the phenyl and methoxy groups allows the spatial arrangement at a stereocentre to be deduced from the observed chemical shift differences.
- Asymmetric synthesis method development — researchers optimising a stereoselective route use the reagent to measure how each change in conditions affects the enantiomeric excess of the product.
- Chiral resolution monitoring — during separation of enantiomers, derivatisation provides a direct check on the stereochemical composition of each fraction collected throughout the process.
| Brand | TCI (Tokyo Chemical Industry) |
|---|---|
| CAS number | 20445-33-4 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Asymmetric Synthesis > Chiral Resolution Reagents |
| Pack sizes | available in standard TCI research quantities; please confirm the current catalogue packing when ordering |
| Physical form | — |
| Storage | — |
- Product code: M1103
- Application: determination of the optical purity of alcohols and amines
As an acid chloride, this reagent is moisture sensitive and should be stored in a tightly closed original container, protected from humidity and kept away from water sources. Storage in a cool, dry, well-ventilated chemical cabinet is recommended, and the container should be resealed promptly after each use. Handle in a fume hood using appropriate gloves, safety goggles, and a laboratory coat, and prepare transfers with dry glassware and anhydrous solvents. Keep the material separated from bases, alcohols, and amines during storage, and follow the safety data sheet supplied with the product for full handling instructions.
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![20445-33-4 (S)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl Chloride [for Determination of the optical purity of Alcohols and Amines] - AMI Scientific](http://amiscientific.com/cdn/shop/files/TCI2510M1103_48fd9d46-fd63-46b5-a725-d1dc2b9fad47.jpg?v=1768819168&width=1445)
![39637-99-5 (R)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl Chloride [for Determination of the optical purity of Alcohols and Amines] - AMI Scientific](http://amiscientific.com/cdn/shop/files/TCI2510M1104_236ece49-4f9f-41af-b05d-1c245793e6af.jpg?v=1772416878&width=533)
![60646-30-2 (S)-(+)-2,2,2-Trifluoro-1-(9-anthryl)ethanol [e.e. Determination Reagent by NMR] - AMI Scientific](http://amiscientific.com/cdn/shop/files/TCI2510T1521_7c166274-ef1b-4925-8be6-53863c4594b4.jpg?v=1772424133&width=533)

