3399-67-5 | (2-AMINOETHYL)TRIMETHYLAMMONIUM CHLORIDE HYDROCHLORIDE

CAS:3399-67-5 | (2-AMINOETHYL)TRIMETHYLAMMONIUM CHLORIDE HYDROCHLORIDE,Description

(2-Aminoethyl)trimethylammonium chloride hydrochloride is a quaternary ammonium compound, which is a class of compounds where nitrogen is bonded to four organic groups and one acid-derived anion. These compounds are known for their ionic nature and are often used in various chemical applications due to their reactivity and stability. The compound is related to trimethylamine-hydrogen chloride adducts, which have been studied for their crystal structures and melting points.

Synthesis Analysis

The synthesis of trimethylammonio derivatives, which are structurally related to (2-Aminoethyl)trimethylammonium chloride hydrochloride, involves the preparation of compounds like pyrimidin-2-yltrimethylammonium chloride. These derivatives are synthesized for their interesting reactivity towards other chemical species, such as hydroxide ions. The kinetics of these reactions are measured to understand their reactivity profile.

Molecular Structure Analysis

The molecular structure of related compounds, such as the trimethylamine-hydrogen chloride adducts, has been elucidated through crystallography. These studies have revealed that the adducts are ionic in nature, with hydrogen bonds extending from the nitrogen atom to a chloride ion. The distances between these atoms have been precisely measured, providing insight into the intermolecular forces at play within these structures.

Chemical Reactions Analysis

The reactivity of trimethylammonio derivatives towards hydroxide ions has been a subject of study. For instance, pyrimidin-2-yltrimethylammonium chloride's reactivity has been compared to other chloropyrimidines, showing a significantly higher reactivity. This suggests that the trimethylammonium group plays a significant role in enhancing the reactivity of the molecule. Such analyses are crucial for understanding the potential applications and reactions that these compounds can undergo.

Physical and Chemical Properties Analysis

The physical properties, such as melting points, and chemical properties, like ionization constants, of trimethylammonium compounds have been recorded. These properties are important for the practical use of these compounds in chemical syntheses and other applications. The ultraviolet (UV) and nuclear magnetic resonance (NMR) spectra of these compounds provide additional information about their electronic structure and molecular environment.

Scientific Research Applications

Plant Growth Substances

(2-Chloroethyl) trimethylammonium chloride and related compounds have been identified as a class of plant growth substances. These substances exhibit a characteristic effect of developing stockier plants with shorter and thicker stems, contrasting the growth pattern induced by gibberellin. The mutual antagonism between gibberellin and these compounds in plant growth has been observed, with detailed studies conducted on wheat seedlings (Tolbert, 1960).

Chemical Modification of Cysteine

A new basic α-amino acid with a quaternary ammonium side chain was synthesized by the reaction of l-cysteine with (2-bromoethyl)trimethylammonium bromide. This modification, named 4-thialaminine, has been used to alter cysteine residues in proteins, demonstrating its potential in chemical protein modification (Itano & Robinson, 1972).

Synthesis of Cationic Starch

3-Chloro-2-hydroxypropyltrimethylammonium chloride (CHPTMAC), a compound related to (2-aminoethyl)trimethylammonium chloride hydrochloride, is utilized as a quaternary ammonium cationic etherifying agent, particularly in the preparation of cationic starch. This compound's synthesis and the need to control impurities for quality enhancement are important aspects of its application in industrial processes (Li Hui, 2003).

Phase-Transfer Catalysis

Poly[N‐(2‐aminoethyl)acrylamido]trimethylammonium chloride resin, a polymeric phase‐transfer catalyst, has been used to catalyze the reduction of nitroarenes to aromatic amines with zinc powder. This highlights its application in facilitating chemical reactions under mild conditions (Mahdavi & Tamami, 2005) .

Chiral Ionic Liquids

A novel chiral ionic liquid based on (2-chloroethyl)trimethylammonium derivatives has been synthesized for enantiomeric recognition in pharmaceuticals. This liquid demonstrates strong enantiomeric recognition and high thermal stability, making it suitable for determining enantiomeric compositions of various pharmaceutical products (Tran, Oliveira, & Shaofan Yu, 2006).

Deep Eutectic Solvents

Fructose-based deep eutectic solvents (DES) synthesized with choline chloride (2-hydroxyethyl-trimethylammonium) have been developed, showcasing potential for industrial applications in food processing and separation. These DESs are notable for their environmental friendliness and renewable resource base (Hayyan et al., 2012).

Safety And Hazards

It is recommended to avoid contact with skin and eyes, avoid formation of dust and aerosols, and avoid exposure. Appropriate exhaust ventilation should be provided at places where dust is formed.

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