TCI M3894 (R)-1-(3-Methoxyphenyl)ethan-1-ol is a benzylic secondary alcohol supplied as a single enantiomer with the R configuration. The molecule consists of a benzene ring bearing a methoxy substituent at the meta position, connected to a stereogenic carbon that carries both a hydroxyl group and a methyl group. As a chiral building block, this compound provides a pre-established centre of chirality, allowing researchers to transfer stereochemical information directly into a target molecule without having to run a time-consuming and material-intensive asymmetric synthesis or resolution step of their own.
The principal advantages of this material lie in its defined stereochemical purity and in the versatility of its benzylic hydroxyl group. The alcohol can be converted into esters, ethers, or leaving groups such as mesylates and tosylates, and then displaced with controlled inversion of configuration through an SN2 mechanism or a Mitsunobu reaction. The meta placement of the methoxy group gives an electronic and steric profile distinct from that of the para isomer, which is useful when researchers wish to compare the influence of substituent position. The compound is also widely used as a model substrate for benchmarking the performance of asymmetric reduction catalysts and enzymes.
In Indonesian laboratories, this building block is most often encountered in university and institutional research groups working on asymmetric synthesis, medicinal chemistry intermediates, and catalyst development. It typically serves in small-scale exploratory reactions, in the preparation of enantiomerically enriched intermediates, and as a reference substrate when a group needs a known single-enantiomer alcohol to validate a new reduction method or an analytical chiral separation before committing to larger campaigns.
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- Chiral building block in asymmetric synthesis, supplying an already-formed stereocentre so target molecules can be built without running a separate asymmetric step or resolution.
- Stereospecific functional group conversion, where the benzylic hydroxyl is transformed into esters or ethers while the defined R configuration of the carbinol carbon is retained.
- Leaving group chemistry via mesylate or tosylate formation, followed by SN2 displacement that proceeds with controlled and predictable inversion of the stereogenic centre.
- Mitsunobu reactions, in which the secondary benzylic alcohol serves as the stereodefined partner and delivers inverted configuration in the resulting coupled product.
- Model substrate for catalyst and enzyme benchmarking, allowing asymmetric reduction systems to be assessed against a compound of known single-enantiomer configuration.
| Brand | TCI (Tokyo Chemical Industry) |
|---|---|
| CAS number | 120523-12-8 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Asymmetric Synthesis > Chiral Building Blocks |
| Pack sizes | available in standard TCI research-scale packaging; please confirm the currently offered size when ordering |
| Physical form | — |
| Storage | keep in a cool, dark place in a tightly sealed container |
- Product code: M3894
- Chemical name: (R)-1-(3-Methoxyphenyl)ethan-1-ol
Store the container tightly closed in a cool, dark, and well-ventilated place, away from heat, direct sunlight, and sources of ignition. Keep the material in its original supplier packaging or in a chemically compatible, tightly sealed glass container, and avoid prolonged exposure to air and moisture so that sample integrity and stereochemical quality are preserved. Handle the compound inside a fume hood while wearing safety goggles, gloves, and a laboratory coat. Keep it separated from strong oxidising agents and strong acids, label all transferred portions clearly, and consult the manufacturer's safety data sheet before use and before disposal through the laboratory's chemical waste stream.
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