The Comprehensive Guide to N-Isopropylbenzylamine: Understanding Its Applications and Benefits
N-Isopropylbenzylamine, also known as N-IBA, is a secondary amine with the chemical formula C₁₀H₁₅N and a molecular weight of 149.23 g/mol. Its CAS number is 102-97-6. This compound is widely used as an industrial synthetic intermediate in pharmaceuticals and organic chemistry. As the demand for N-Isopropylbenzylamine continues to rise, it is crucial to understand its various applications, methods of synthesis, and key characteristics. This guide aims to provide a detailed overview of N-Isopropylbenzylamine, comparing its types and applications, as well as highlighting the essential technical features.
Comparison of Types and Applications of N-Isopropylbenzylamine
| Type | Application | Key Characteristics |
|---|---|---|
| N-Isopropylbenzylamine | Pharmaceutical synthesis | Secondary amine, CAS 102-97-6 |
| Isopropylbenzylamine | Industrial applications | Used as a precursor in organic chemistry |
| N-Isopropylbenzylamine | Research purposes | RUO – Research Use Only |
| N-Isopropylbenzylamine | Chemical intermediates | Facilitates various chemical reactions |
Understanding N-Isopropylbenzylamine
N-Isopropylbenzylamine is a versatile compound with significant implications in various fields. Its structure, characterized by a benzyl group attached to an isopropylamine moiety, allows it to participate in a wide range of chemical reactions. This compound has gained popularity for its role as an industrial synthetic intermediate in the production of pharmaceuticals and other organic compounds.
Molecular Structure and Properties
N-Isopropylbenzylamine features a unique molecular structure that contributes to its reactivity. The presence of both an isopropyl group and a benzyl group allows for diverse chemical interactions. This compound is classified as a secondary amine, which influences its behavior in chemical reactions, including nucleophilic substitutions and reductive aminations.
Industrial Applications
N-Isopropylbenzylamine is primarily used as an intermediate in the synthesis of various pharmaceuticals. It serves as a building block for active pharmaceutical ingredients (APIs) that require complex organic structures. Its versatility makes it suitable for applications in the production of medications targeting a range of diseases.
Synthesis Methods of N-Isopropylbenzylamine
The synthesis of N-Isopropylbenzylamine can be achieved through various methods, each offering different benefits depending on the desired outcome. The two main routes include direct amination and reductive amination.
Direct Amination of Benzyl Chloride with Isopropylamine
This method is recognized for its industrial viability. The nucleophilic substitution of benzyl chloride with isopropylamine is facilitated by copper-based catalysts. The reaction conditions and parameters are crucial for high yields and purity.
Key Parameters:
- Temperature: Optimal range is between 30–60°C.
- Catalyst Loading: 0.5–2.0 wt% relative to benzyl chloride.
- Solvents: Polar solvents like methanol or ethanol enhance the reaction.
Reductive Amination Approaches
Reductive amination offers flexibility in synthesis, utilizing carbonyl precursors. Two dominant strategies have emerged:
- Benzylamine and Acetone Pathway:
- Conditions: Solvent – Trifluoroethanol (TFE) at 35–40°C.
-
Yield: Approximately 90% with minimal by-products.
-
Benzaldehyde and Isopropylamine Pathway:
- Conditions: Utilizes hydrogenation catalysts such as palladium (Pd) or nickel (Ni).
- Yield: Achieves up to 88% at 50°C under 3 bar hydrogen.
Technical Features of N-Isopropylbenzylamine
| Feature | Description |
|---|---|
| CAS Number | 102-97-6 |
| Molecular Formula | C₁₀H₁₅N |
| Molecular Weight | 149.23 g/mol |
| Purity | Typically ≥ 97% |
| Legal Status | RUO – Research Use Only |
| Stability | Stable under standard laboratory conditions |
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Conclusion
N-Isopropylbenzylamine is an essential compound in the organic chemistry and pharmaceutical industries. Its unique structure and properties allow for diverse applications, particularly as a synthetic intermediate. Understanding the various synthesis methods and technical features of N-Isopropylbenzylamine is vital for researchers and industries alike. As demand continues to grow, staying informed about this compound will be crucial for ongoing advancements in chemical research and production.
FAQ
What is N-Isopropylbenzylamine used for?
N-Isopropylbenzylamine is primarily used as an industrial synthetic intermediate in the production of pharmaceuticals and organic chemicals.
What are the synthesis methods for N-Isopropylbenzylamine?
The main synthesis methods include direct amination of benzyl chloride with isopropylamine and various reductive amination approaches.
What is the molecular structure of N-Isopropylbenzylamine?
N-Isopropylbenzylamine is characterized by a benzyl group attached to an isopropylamine moiety, making it a secondary amine.
What is the CAS number for N-Isopropylbenzylamine?
The CAS number for N-Isopropylbenzylamine is 102-97-6.
What are the optimal reaction conditions for synthesizing N-Isopropylbenzylamine?
Optimal conditions include a temperature range of 30–60°C, with catalyst loading of 0.5–2.0 wt% and the use of polar solvents like methanol or ethanol.
Is N-Isopropylbenzylamine legally restricted?
N-Isopropylbenzylamine is categorized as RUO (Research Use Only) and does not fall under the same legal restrictions as substances like MA (a Schedule I psychotropic substance).
What industries utilize N-Isopropylbenzylamine?
Industries that utilize N-Isopropylbenzylamine include pharmaceuticals, organic chemistry, and various research laboratories.
How stable is N-Isopropylbenzylamine?
N-Isopropylbenzylamine is stable under standard laboratory conditions, making it suitable for various applications.
What is the purity level of commercially available N-Isopropylbenzylamine?
Commercially available N-Isopropylbenzylamine typically has a purity level of 97% or higher.
Where can I purchase N-Isopropylbenzylamine?
N-Isopropylbenzylamine can be purchased from various suppliers, including www.fishersci.com, www.sigmaaldrich.com, and www.benchchem.com.
