N-Benzyl-2-methyl-1-propanamine: Properties, Handling & Lab Use
N-Benzyl-2-methyl-1-propanamine: Properties, Handling & Lab Use
N-Benzyl-2-methyl-1-propanamine is a secondary amine compound of broad utility in organic synthesis, serving as a nucleophilic building block and versatile intermediate in the preparation of pharmaceutically relevant molecules and fine chemicals.
- Chemical Name
- N-Benzyl-2-methyl-1-propanamine
- SKU / Product Code
- N696344
- Compound Class
- Secondary aliphatic amine (benzylamine derivative)
- Molecular Formula
- C11H17N
- Supplier
- Aladdin Scientific
- Primary Application
- Nucleophilic reagent and intermediate in organic synthesis
- Storage Recommendation
- Store in a cool, dry, well-ventilated area away from heat sources and oxidising agents (confirm with SDS)
Chemical Identity and Physicochemical Properties
N-Benzyl-2-methyl-1-propanamine is a secondary amine in which a benzyl group (phenylmethyl) and an isobutyl group (2-methylpropyl) are both attached to a single nitrogen atom. Its molecular formula is C11H17N, giving a molecular weight of approximately 163.26 g/mol. The compound belongs to the broader class of N-benzyl aliphatic amines and shares characteristic features of secondary amines, including a lone pair on nitrogen that confers nucleophilic and basic reactivity.
Key physicochemical attributes expected for this compound class include moderate lipophilicity, limited water solubility, and a boiling point in the range typical of C11 secondary amines. The benzyl moiety provides UV chromophore activity useful for HPLC detection, while the branched isobutyl chain influences steric accessibility at the nitrogen center. Researchers should consult the product-specific Certificate of Analysis (CoA) and Safety Data Sheet (SDS) supplied by Aladdin Scientific for confirmed physical constants such as density, refractive index, and purity specification.
Laboratory Applications in Organic Synthesis
Secondary amines such as N-Benzyl-2-methyl-1-propanamine occupy a central role in synthetic organic chemistry. The nitrogen lone pair enables participation in a diverse range of reactions, including:
- Acylation reactions: reaction with acyl chlorides or anhydrides to form tertiary amides, which are important structural motifs in medicinal chemistry.
- Reductive amination: as a secondary amine component, the compound can react with carbonyl species under reductive conditions to yield tertiary amines.
- Alkylation: selective N-alkylation using alkyl halides or other electrophiles under controlled conditions.
- Enamine formation: condensation with aldehydes or ketones to generate enamines useful as nucleophilic enolate equivalents.
The N-benzyl protecting strategy is widely exploited in peptide and alkaloid synthesis; when a benzyl group is already present on nitrogen, subsequent hydrogenolysis (e.g., Pd/C, H2) can cleanly remove it, revealing the primary or secondary amine for further elaboration. This dual role—reactive intermediate and protected-nitrogen precursor—makes N-Benzyl-2-methyl-1-propanamine a versatile reagent in multi-step synthesis workflows.
Safe Handling, Storage, and Waste Disposal
As with all secondary aliphatic amines, N-Benzyl-2-methyl-1-propanamine should be handled with appropriate laboratory precautions. General guidance, pending confirmation from the product SDS, includes:
- Personal protective equipment (PPE): wear chemical-resistant gloves (e.g., nitrile), safety goggles, and a laboratory coat. Where vapour generation is possible, use in a fume hood.
- Skin and eye contact: amines can cause skin and mucous-membrane irritation. In the event of skin contact, wash thoroughly with soap and water; for eye contact, irrigate with copious water and seek medical attention.
- Storage: store in a tightly sealed container in a cool, dry, well-ventilated location, separated from strong oxidising agents, acids, and reactive halogenated compounds. Refrigerated storage may be appropriate; consult the CoA.
- Inhalation risk: volatile amines produce characteristic odour at low concentrations; adequate ventilation is essential to keep airborne concentrations below occupational exposure limits.
- Waste disposal: dispose of amine-containing waste in accordance with local regulations for hazardous organic waste. Do not pour down the drain without verified neutralisation and regulatory approval.
Note: Always retrieve and read the current SDS for N696344 from Aladdin Scientific before first use. Specific hazard classifications, first-aid measures, and regulatory information supersede the general guidance provided here.
Quality, Purity, and Procurement Guidance
Aladdin Scientific supplies N-Benzyl-2-methyl-1-propanamine under SKU N696344. When evaluating this reagent for research use, consider the following quality parameters:
- Purity specification: confirm the purity grade stated on the current CoA. For sensitive synthetic applications, GC-purity ≥97% is generally preferred; consult the CoA provided with each lot.
- Lot-to-lot consistency: request a CoA for the specific batch at the time of order. Key analytical data typically include GC purity, NMR identity confirmation, and water content.
- Packaging: the compound is typically supplied in amber glass bottles under inert atmosphere where appropriate. Inspect packaging integrity upon receipt.
- Shelf life and re-testing: secondary amines can undergo slow oxidation or carbamation on prolonged storage. Re-test opened material by GC or NMR if stored beyond the recommended period.
- Procurement: place orders directly through the Aladdin Scientific website or authorised distributors. Reference SKU N696344 to ensure correct product selection. Volume pricing and bulk availability should be confirmed with the Aladdin sales team.
Frequently asked questions
What type of compound is N-Benzyl-2-methyl-1-propanamine and what is its molecular formula?
N-Benzyl-2-methyl-1-propanamine is a secondary aliphatic amine bearing both a benzyl and an isobutyl substituent on nitrogen. Its molecular formula is C11H17N with an approximate molecular weight of 163.26 g/mol.
What are the main synthetic applications of N-Benzyl-2-methyl-1-propanamine in the laboratory?
This secondary amine is used as a nucleophilic reagent in acylation, reductive amination, and N-alkylation reactions. It also serves as a protected-nitrogen precursor, where the N-benzyl group can be removed by hydrogenolysis to reveal the free amine for further synthetic steps.
How should N-Benzyl-2-methyl-1-propanamine (N696344) be stored to maintain product integrity?
The compound should be stored in a tightly sealed container in a cool, dry, and well-ventilated area, away from oxidising agents and strong acids. Researchers should consult the Aladdin Scientific SDS and CoA for the specific lot to confirm exact storage temperature and recommended shelf life.
What personal protective equipment (PPE) is recommended when handling this amine reagent?
At minimum, chemical-resistant nitrile gloves, safety goggles, and a laboratory coat should be worn. Because amines can produce irritating vapours, work should be conducted in a fume hood. Always consult the current SDS for N696344 before use for comprehensive hazard and PPE information.
How can I verify the purity of the N-Benzyl-2-methyl-1-propanamine batch I receive?
Request the Certificate of Analysis (CoA) for the specific lot number at the time of ordering from Aladdin Scientific. The CoA will include GC purity data and structural identity confirmation. For critical applications, independent verification by GC or 1H NMR is recommended upon receipt.
References
- Aladdin Scientific product page and Safety Data Sheet for N-Benzyl-2-methyl-1-propanamine, SKU N696344. Aladdin Scientific.
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. 4th ed. Wiley-Interscience, 1992. (General secondary amine reactivity.)
- Clayden, J.; Greeves, N.; Warren, S. Organic Chemistry. 2nd ed. Oxford University Press, 2012. (N-benzyl protection and hydrogenolysis strategies.)
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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