2-(1-Hydroxyethyl)-6-methoxynaphthalene with CAS number 77301-42-9 is an aromatic building block based on a naphthalene framework that carries two different functional groups at well-separated positions. The second position bears a 1-hydroxyethyl group, a secondary alcohol containing a single chiral center, while the sixth position bears an electron-donating methoxy group. In the organic synthesis laboratory, this compound serves as an intermediate that connects a substituted naphthalene skeleton to a wide range of downstream transformations requiring an alcohol function as the starting point.
What leads researchers to select this compound is the 2,6-substitution pattern on naphthalene, which gives the molecule a linear and well-defined geometry, combined with the presence of a secondary alcohol that can be oxidized, substituted, or converted into a leaving group. The stereogenic center at the hydroxyl-bearing carbon makes the compound relevant to studies in asymmetric synthesis as well as enzymatic kinetic resolution. The methoxy group raises the electron density of the aromatic system, thereby influencing both its reactivity and its spectroscopic behavior. The 6-methoxynaphthalene framework is also widely recognized as a structural motif.
In Indonesian laboratories, this material is typically handled in organic synthesis and medicinal chemistry research settings, where substituted naphthalene intermediates are needed for multi-step reaction sequences. It is generally used at bench scale by university research groups, graduate student projects, and institutional research laboratories that prepare and characterize aromatic intermediates. Work is normally carried out in a fume hood with standard glassware, and products are monitored by routine chromatographic and spectroscopic methods available in most synthesis laboratories.
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- Asymmetric synthesis studies — the single stereogenic center at the hydroxyl-bearing carbon makes this compound a useful substrate for developing and testing enantioselective reaction methodology in research settings.
- Enzymatic kinetic resolution experiments — the secondary alcohol function is the classic handle for lipase-mediated and related biocatalytic resolutions aimed at separating enantiomers of naphthalene-based substrates.
- Functional group interconversion sequences — the alcohol can be oxidized, substituted, or converted into a leaving group, allowing researchers to build longer synthetic routes from one well-defined starting material.
- Preparation of substituted naphthalene intermediates — the linear 2,6-substitution pattern provides defined molecular geometry that supports predictable construction of extended aromatic architectures in multi-step work.
- Structure and reactivity investigations — the electron-donating methoxy group alters aromatic electron density, making this compound suitable for studies correlating substituent effects with reactivity and spectroscopic response.
| Brand | TCI |
|---|---|
| CAS number | 77301-42-9 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in standard TCI research-scale packaging; please confirm the currently offered pack size when ordering |
| Physical form | — |
| Storage | store according to the conditions stated on the manufacturer label and accompanying documentation |
- Product code: H1270
- Chemical name: 2-(1-Hydroxyethyl)-6-methoxynaphthalene
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and incompatible materials, following the storage conditions printed on the manufacturer label. Keep the material in its original supplier container, or transfer it only to clean, chemically compatible, clearly labeled glass containers with secure closures. Handle the compound inside a functioning fume hood and wear appropriate personal protective equipment, including safety goggles, a laboratory coat, and suitable chemical-resistant gloves. Avoid generating dust, minimize skin and eye contact, and do not inhale vapors. Close the container promptly after each use to limit moisture uptake and contamination. Consult the Safety Data Sheet supplied with the product before first use, and dispose of residues and contaminated materials in accordance with applicable laboratory chemical waste procedures.
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