N-Phenyldiethanolamine
[CAS# 120-07-0]

Identification

• Classification: Chemical reagent >> Organic reagent >> Imide
• Name: N-Phenyldiethanolamine
• Synonyms: 2,2'-(Phenylimino)diethanol; N,N-Dihydroxyethylaniline; PDEA
• Protein Sequence: G
• Molecular Formula: C₁₀H₁₅NO₂
• Molecular Weight: 181.23
• CAS Registry Number: 120-07-0
• EC Number: 204-368-5
• SMILES: C1=CC=C(C=C1)N(CCO)CCO

Properties

• Dencity: 1.1 g.mL
• Melting point: 55-59 ºC
• Index of Refraction: 1.596, Calc.^*
• Boiling point: 270 ºC
• Flash point: 200 ºC
• Water solubility: 45 g/L (20 ºC)

Safety Data

• Hazard Symbols: GHS05;GHS07;GHS08 Danger
• Hazard Statements: H302-H315-H317-H318-H319-H335-H370-H371-H412
• Precautionary Statements: P260-P261-P264-P264+P265-P270-P271-P272-P273-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P305+P354+P338-P308+P316-P317-P319-P321-P330-P332+P317-P333+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Serious eye damage	Eye Dam.	1	H318
Acute toxicity	Acute Tox.	4	H302
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Skin sensitization	Skin Sens.	1	H317
Specific target organ toxicity - single exposure	STOT SE	1	H370
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	2	H371

Discovory and Applicatios

N-Phenyldiethanolamine is an organic compound classified as an amine and is characterized by the presence of both phenyl and diethanolamine groups in its structure. Its molecular formula is C16H21N2O2, and it has been the subject of research due to its diverse applications in various fields, particularly in chemical manufacturing and materials science. The compound's discovery can be linked to the growing interest in amine derivatives during the 20th century, which was driven by the need for novel materials and chemical intermediates.

The synthesis of N-phenyldiethanolamine typically involves the reaction of phenyl isocyanate with diethanolamine, a process that yields this compound through an amine formation mechanism. The ability to synthesize N-phenyldiethanolamine efficiently has made it accessible for further research and application development. Its discovery marked a significant step in expanding the library of amine derivatives with potential utility in various chemical processes.

One of the primary applications of N-phenyldiethanolamine is in the field of polymer chemistry. It serves as an important additive and curing agent in the production of epoxy resins and polyurethane foams. These materials are widely used in construction, automotive, and electronics industries due to their excellent mechanical properties, durability, and resistance to environmental degradation. The incorporation of N-phenyldiethanolamine in formulations enhances the cross-linking density, leading to improved performance characteristics in end-use applications.

In addition to its role in polymer production, N-phenyldiethanolamine has been explored for its potential as a surfactant and emulsifier. The compound's amphiphilic nature, due to the presence of both hydrophilic (ethanolamine) and hydrophobic (phenyl) components, enables it to stabilize emulsions in various formulations. This property is beneficial in the cosmetic and personal care industries, where it is utilized in products such as lotions, creams, and shampoos to improve texture and stability.

N-phenyldiethanolamine has also attracted attention in the field of pharmaceuticals, particularly in drug delivery systems. Research indicates that the compound may enhance the solubility and bioavailability of certain drugs, making it a candidate for further investigation in formulation development. The capacity to modify drug release profiles through the incorporation of such amine derivatives holds promise for improving therapeutic outcomes in various medical applications.

Despite its beneficial properties and applications, the safety and environmental impact of N-phenyldiethanolamine must be carefully considered. Regulatory bodies such as the U.S. Environmental Protection Agency (EPA) and the European Chemicals Agency (ECHA) assess the safety of chemical substances to ensure they can be used responsibly. It is essential for manufacturers to comply with safety regulations and conduct thorough evaluations to minimize risks associated with their use.

As industries increasingly prioritize sustainability and eco-friendliness, the role of N-phenyldiethanolamine may evolve. Ongoing research aims to explore greener synthesis methods and alternatives that can achieve similar functionalities with reduced environmental impact. The push for sustainable practices in chemical manufacturing highlights the importance of developing compounds that meet both performance and environmental standards.

In summary, N-phenyldiethanolamine is a versatile compound with significant applications in polymer chemistry, surfactant formulation, and pharmaceutical development. Its discovery and subsequent use reflect the ongoing demand for innovative chemical substances in various industries. Continued research into its properties and applications will help ensure that N-phenyldiethanolamine remains a valuable component in the advancement of materials science and related fields.

References

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