N-Methyl-2-(Methylthio)ethanaMine HCl: Properties & Lab Guide
N-Methyl-2-(Methylthio)ethanaMine HCl: Properties & Lab Guide
N-Methyl-2-(Methylthio)ethanaMine hydrochloride is a thioether-containing secondary amine salt that serves as a versatile building block in organic synthesis, offering a stable, readily handled hydrochloride form for precise use in research and medicinal chemistry workflows.
- Chemical Name
- N-Methyl-2-(Methylthio)ethanaMine hydrochloride
- SKU
- N729367
- Functional Groups
- Secondary amine (N-methyl), thioether (methylthio), hydrochloride salt
- Physical Form
- Solid hydrochloride salt (typical for this compound class)
- Primary Application
- Synthetic building block in organic and medicinal chemistry
- Storage Recommendation
- Store in a cool, dry, well-ventilated area away from moisture and incompatible oxidizing agents
Chemical Identity and Structure
N-Methyl-2-(Methylthio)ethanaMine hydrochloride (Aladdin SKU: N729367) is a small-molecule secondary amine salt characterized by two key functional moieties: an N-methylated amine group and a methylthio (–SCH3) group appended to the ethane backbone. The compound is supplied as the hydrochloride salt, which confers improved stability, reduced volatility, and ease of weighing compared with the free base form.
The molecular framework—combining a nucleophilic amine and a sulfur-containing thioether—makes this compound a valuable bifunctional building block. The thioether sulfur can participate in coordination chemistry or serve as a handle for further oxidative transformations (e.g., sulfoxide or sulfone formation), while the secondary amine provides a site for acylation, reductive amination, or alkylation reactions.
Researchers should consult the certificate of analysis (CoA) supplied with each lot for confirmed molecular weight, purity, and spectroscopic data, as specific numerical values may vary by batch.
Laboratory Handling and Safety
As with all amine-containing compounds, N-Methyl-2-(Methylthio)ethanaMine hydrochloride should be handled with appropriate personal protective equipment (PPE), including chemical-resistant gloves, safety goggles, and a laboratory coat. Operations that generate dust or aerosols should be conducted inside a certified fume hood to minimize inhalation exposure.
The compound should be kept away from strong oxidizing agents, strong acids (beyond the hydrochloride counterion already present), and strong bases that could liberate the volatile free amine. Contact with skin and eyes should be avoided; in case of accidental exposure, flush the affected area immediately with copious amounts of water and seek medical attention if irritation persists.
Waste disposal must comply with applicable local, national, and institutional regulations for sulfur- and nitrogen-containing organic compounds. Consult the Safety Data Sheet (SDS) specific to lot N729367 before first use. All safety claims should be verified against the current SDS provided by Aladdin Scientific.
Storage and Stability
To maintain compound integrity, N-Methyl-2-(Methylthio)ethanaMine hydrochloride should be stored in a tightly sealed container in a cool, dry, well-ventilated location. Hydrochloride salts of amines are generally hygroscopic; therefore, exposure to atmospheric moisture should be minimized by using desiccated storage conditions (e.g., a desiccator with silica gel) and by equilibrating cold containers to room temperature before opening to prevent condensation.
Avoid prolonged exposure to light, heat, and humidity. The compound should be stored separately from oxidizing materials to prevent unwanted oxidation of the thioether moiety to sulfoxide or sulfone derivatives, which would compromise its identity and utility as a building block.
Exact shelf-life data and recommended storage temperature should be confirmed from the CoA and SDS for lot N729367. Review flags have been raised for specific stability data, as these are lot-dependent and not available in the current source material.
Synthetic Applications and Research Uses
N-Methyl-2-(Methylthio)ethanaMine hydrochloride finds utility as a bifunctional building block in multi-step organic synthesis. Its secondary amine nitrogen is a competent nucleophile for reactions including amide bond formation (with activation of carboxylic acids), reductive amination, sulfonamide synthesis, and N-alkylation. The free base, readily generated by treatment with a mild base such as triethylamine or potassium carbonate in the reaction mixture, is the reactive species in most synthetic transformations.
The methylthio (–SCH3) group offers additional synthetic handles: selective oxidation to the sulfoxide using reagents such as mCPBA or hydrogen peroxide provides access to sulfoxide derivatives, which are important in medicinal chemistry and asymmetric synthesis. Further oxidation yields the corresponding sulfone. These transformations expand the molecular complexity accessible from this single starting material.
In medicinal chemistry, thioether-amine fragments are frequently incorporated into drug candidates to modulate lipophilicity, metabolic stability, and target binding affinity. Researchers exploring structure–activity relationships (SAR) in such series may find N729367 a convenient and cost-effective starting material. Specific published applications should be verified by the end user through primary literature searches.
Frequently asked questions
What is the difference between N-Methyl-2-(Methylthio)ethanaMine hydrochloride and its free base form?
The hydrochloride salt (N729367) is the protonated form of the amine, offering greater physical stability, lower volatility, and easier handling compared with the free base. In most synthetic reactions, the free base is regenerated in situ by adding a suitable base such as triethylamine or potassium carbonate to the reaction mixture.
How should I handle the compound to prevent oxidation of the thioether group during storage?
Store N729367 in a tightly sealed container away from oxidizing agents, strong light, and excess heat. Use desiccated conditions to prevent moisture ingress. When working with the compound in solution, avoid prolonged exposure to air and peroxide-containing solvents that could oxidize the methylthio group to unwanted sulfoxide or sulfone impurities.
Can N-Methyl-2-(Methylthio)ethanaMine hydrochloride be used directly in acylation reactions without pre-treatment?
Yes, the hydrochloride salt can be used directly in acylation reactions provided an equimolar or excess amount of an exogenous base (e.g., triethylamine, DIPEA, or K₂CO₃) is included to neutralize the HCl and liberate the reactive free amine in situ. Failure to add sufficient base will result in reduced yields due to protonation of the amine nucleophile.
What purity and documentation are provided with Aladdin SKU N729367?
Each lot of N729367 is supplied with a Certificate of Analysis (CoA) detailing purity, appearance, and relevant analytical data. A Safety Data Sheet (SDS) is also available. Customers are advised to request the CoA for their specific lot and verify all data before use in critical applications.
References
- Aladdin Scientific. Product page and Certificate of Analysis for N-Methyl-2-(Methylthio)ethanaMine hydrochloride, SKU N729367.
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. General reference for amine reactivity and thioether oxidation chemistry.
- Clayden, J.; Greeves, N.; Warren, S. Organic Chemistry, 2nd ed. Oxford University Press. Reference for nucleophilic amine reactions and building block strategy in synthesis.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
危险品化学品经营许可证（带存储）