Octadecanamine
[CAS# 124-30-1]

Identification

• Classification: Organic raw materials >> Amino compound >> Acyclic monoamines, polyamines and their derivatives and salts
• Name: Octadecanamine
• Synonyms: Stearylamine
• Molecular Formula: C₁₈H₃₉N
• Molecular Weight: 269.51
• CAS Registry Number: 124-30-1
• EC Number: 204-695-3
• SMILES: CCCCCCCCCCCCCCCCCCN

Properties

• Melting point: 50-60 ºC
• Boiling point: 349 ºC
• Flash point: 148 ºC
• Water solubility: practically insoluble

Safety Data

• Hazard Symbols: GHS05;GHS08;GHS09 Danger
• Hazard Statements: H304-H373
• Precautionary Statements: P260-P264-P264+P265-P270-P273-P280-P301+P316-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P319-P321-P330-P331-P332+P317-P362+P364-P363-P391-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Serious eye damage	Eye Dam.	1	H318
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H302
Skin corrosion	Skin Corr.	1C	H314
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Specific target organ toxicity - repeated exposure	STOT RE	2	H373
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Aspiration hazard	Asp. Tox.	1	H304
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	3	H331
Skin sensitization	Skin Sens.	1	H317
Respiratory sensitization	Resp. Sens.	1	H334

Discovory and Applicatios

Octadecanamine, also known as stearylamine, is a long-chain primary amine with the molecular formula C18H39N. It is derived from stearic acid and features an aliphatic hydrocarbon chain of eighteen carbon atoms. Octadecanamine is characterized by its white solid form at room temperature and its unique chemical properties, which have led to a variety of applications in several industries. Its discovery can be traced back to the early studies of fatty acids and their derivatives, particularly during the 19th century, when researchers began to explore the chemistry of long-chain hydrocarbons and their functionalization.

One of the primary applications of octadecanamine is in the production of surfactants and emulsifiers. Its hydrophobic alkyl chain allows it to interact with both water and oil, making it an effective agent for stabilizing emulsions and foams. As a surfactant, octadecanamine is commonly used in personal care products such as shampoos, conditioners, and lotions, where it helps to improve texture, enhance lathering, and provide conditioning effects to hair and skin. Its ability to reduce surface tension is particularly beneficial in formulating stable emulsions and suspensions.

In addition to its role in personal care products, octadecanamine is utilized in the production of various industrial chemicals. It serves as a key raw material in the synthesis of amides, quaternary ammonium compounds, and other nitrogen-containing derivatives. These compounds find applications in diverse fields, including agrochemicals, detergents, and textiles. The long carbon chain of octadecanamine contributes to the performance and stability of these products, making it an essential building block in chemical manufacturing.

Octadecanamine also finds applications in the field of materials science. It is used as a processing aid and additive in the production of polymers, where it helps improve the flow properties and dispersion of fillers and pigments. The presence of octadecanamine in polymer formulations can enhance the mechanical properties and thermal stability of the final products. Additionally, its ability to modify surfaces has led to its use in creating functionalized materials with specific properties, such as improved adhesion and compatibility.

Moreover, octadecanamine has garnered interest in biomedical applications. Its biocompatibility and ability to interact with biological membranes make it a potential candidate for drug delivery systems and tissue engineering. Researchers are exploring its use as a vehicle for transporting therapeutic agents, as well as its potential role in developing new biomaterials for medical applications.

Despite its numerous applications, the environmental impact of octadecanamine and its derivatives has prompted discussions regarding sustainability and safety. Researchers are actively investigating greener alternatives and methods for producing and utilizing octadecanamine, aiming to minimize its ecological footprint while maintaining its functional benefits.

In summary, octadecanamine is a versatile compound with significant applications in personal care products, industrial chemicals, materials science, and biomedicine. Its discovery and development have paved the way for advancements in various fields, highlighting its importance as a long-chain primary amine with unique chemical properties.

References

1986. Cytolytic activity of liposomes containing stearylamine. Biochimica et Biophysica Acta (BBA) - Biomembranes.
DOI: 10.1016/0005-2736(86)90068-4

2004. Cationic stearylamine-containing biodegradable microparticles for DNA delivery. Journal of Microencapsulation.
DOI: 10.1080/02652040410001653777

2021. Antiviral activity of stearylamine against chikungunya virus. Chemistry and Physics of Lipids.
DOI: 10.1016/j.chemphyslip.2021.105049