Isopropylbenzylamine
[CAS# 102-97-6]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Amine
• Name: Isopropylbenzylamine
• Synonyms: N-benzylpropan-2-amine
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• CAS Registry Number: 102-97-6
• EC Number: 203-067-6
• SMILES: CC(C)NCC1=CC=CC=C1

Properties

• Density: 0.9±0.1 g/cm³, Calc.^*, 0.91 g/mL (Expl.)
• Index of Refraction: 1.503, Calc.^*, 10502 (Expl.)
• Boiling Point: 200.0 °C (760 mmHg), Calc.^*, 200 °C (Expl.)
• Flash Point: 87.8 °C, Calc.^*, 87 °C (Expl.)

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319-H335
• Safety Statements: P261-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Serious eye damage	Eye Dam.	1	H318
Acute toxicity	Acute Tox.	4	H302

Discovery and Applications

Isopropylbenzylamine is an organic compound belonging to the class of alkylamines, characterized by the presence of a benzyl group attached to an isopropyl-substituted amine. It has been known in the chemical literature for its structural similarity to other benzylamines and has been synthesized through standard organic chemistry methods involving reductive amination or alkylation reactions. While it does not have widespread industrial applications, it has been utilized in certain specialized chemical processes as an intermediate or additive.

One of the primary uses of isopropylbenzylamine is as a chemical intermediate in the synthesis of various organic compounds. It has been employed in laboratory settings and chemical manufacturing for the preparation of derivatives with potential applications in different industrial sectors. Due to its amine functionality, it can participate in reactions such as acylation, alkylation, and condensation, making it useful in organic synthesis.

Isopropylbenzylamine has also been studied for its physical and chemical properties, particularly its solubility, stability, and reactivity under different conditions. These properties have been explored to determine its suitability in applications that require amine-containing compounds. However, its use remains limited in mainstream industrial processes compared to other benzylamine derivatives that have established roles in pharmaceuticals, agrochemicals, and polymer chemistry.

Although isopropylbenzylamine itself does not have significant direct applications in pharmaceuticals or consumer products, it has been reported in research studies that examine its potential role in chemical formulations. Investigations into structurally related compounds have provided insights into its behavior under various conditions, further informing its handling and storage requirements.

The availability of isopropylbenzylamine as a chemical reagent has also led to its evaluation in certain industrial contexts, though it has not been widely adopted for large-scale applications. Its synthesis and properties have been documented in chemical literature, contributing to the broader understanding of benzylamine derivatives and their potential roles in different chemical processes.

The discovery and study of isopropylbenzylamine highlight its function as an organic amine with structural characteristics similar to other benzylamines. While its applications remain limited, its presence in chemical research and synthesis reflects its role as an intermediate in organic chemistry.

References

2024. N‐Isopropylbenzylamine‐induced conditioned place preference, sensitization behaviour and self‐administration in rodents. Addiction Biology, 29(2).
DOI: 10.1111/adb.13370

2022. N-isopropylbenzylamine, a methamphetamine mimics, produces toxicity via increasing nitric oxide in vitro. Toxicology, 480.
DOI: 10.1016/j.tox.2022.153337

2024. Analysis of methamphetamine in urine by GC/MS coupled with solid-phase dispersive extraction and solid-phase derivatization. Analytical Sciences.
DOI: 10.1007/s44211-024-00675-8