2-Amino-N-(2,2,2-trifluoroethyl)acetamide
[CAS# 359821-38-8]

Identification

• Classification: Organic raw materials >> Amino compound >> Amide compound
• Name: 2-Amino-N-(2,2,2-trifluoroethyl)acetamide
• Molecular Formula: C₄H₇F₃N₂O
• Molecular Weight: 156.11
• CAS Registry Number: 359821-38-8
• EC Number: 801-852-3
• SMILES: C(C(=O)NCC(F)(F)F)N

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319
Skin irritation	Skin Irrit.	2	H315

Discovory and Applicatios

2-Amino-N-(2,2,2-trifluoroethyl)acetamide, with the chemical formula C₅H₈F₃NO₂, is an organofluorine compound notable for its unique trifluoromethylated structure. This compound contains an amino group attached to an acetamide moiety with a trifluoroethyl substituent, rendering it of interest in various scientific and industrial applications. The discovery and application of 2-amino-N-(2,2,2-trifluoroethyl)acetamide underscore its significance in fields ranging from organic synthesis to pharmaceutical chemistry.

The synthesis of 2-amino-N-(2,2,2-trifluoroethyl)acetamide involves the introduction of a trifluoroethyl group to an acetamide moiety, followed by the addition of an amino group. Typically, this is achieved through a series of chemical reactions starting with the trifluoroethylation of an acetamide derivative. The trifluoromethyl group is introduced using trifluoroethylating agents under controlled conditions to ensure the selective formation of the desired compound.

In organic synthesis, 2-amino-N-(2,2,2-trifluoroethyl)acetamide serves as a valuable intermediate for the preparation of other fluorinated compounds. The trifluoroethyl group imparts distinctive electronic and steric effects, which can influence the reactivity and properties of the resultant compounds. This makes 2-amino-N-(2,2,2-trifluoroethyl)acetamide useful in designing and optimizing new organic molecules with specific functionalities.

Pharmaceutical chemistry is another significant area where 2-amino-N-(2,2,2-trifluoroethyl)acetamide finds application. The presence of the trifluoroethyl group enhances the metabolic stability and bioactivity of compounds, which is crucial for drug development. This fluorinated compound can be used as a building block in the synthesis of pharmaceuticals, particularly in creating drugs with improved pharmacokinetic and pharmacodynamic profiles. Its trifluoroethyl group can influence the drug's interaction with biological targets, potentially leading to enhanced efficacy or reduced side effects.

In addition to its applications in drug design, 2-amino-N-(2,2,2-trifluoroethyl)acetamide is explored for its potential use in agrochemicals. The trifluoroethyl group can modify the chemical properties of agrochemical agents, such as increasing their stability and efficacy. Research into fluorinated agrochemicals has shown that they can exhibit improved performance compared to non-fluorinated counterparts, making 2-amino-N-(2,2,2-trifluoroethyl)acetamide a compound of interest in this field.

Furthermore, the compound has potential applications in materials science. The incorporation of trifluoroethyl groups into polymers and materials can enhance their chemical resistance, thermal stability, and surface properties. This makes 2-amino-N-(2,2,2-trifluoroethyl)acetamide useful in developing high-performance materials for various industrial applications.

In summary, 2-amino-N-(2,2,2-trifluoroethyl)acetamide is a versatile organofluorine compound with valuable applications in organic synthesis, pharmaceutical chemistry, agrochemicals, and materials science. Its unique trifluoromethylated structure endows it with properties that make it a useful building block in the development of advanced chemical products.