N-(1-Cyano-1-methylethyl)acetamide
[CAS# 40652-06-0]

Identification

• Classification: Chemical reagent >> Organic reagent >> Amide
• Name: N-(1-Cyano-1-methylethyl)acetamide
• Molecular Formula: C₆H₁₀N₂O
• Molecular Weight: 126.16
• CAS Registry Number: 40652-06-0
• SMILES: CC(=O)NC(C)(C)C#N

Properties

• Solubility: Soluble (45 g/L) (25 °C), Calc.^*
• Density: 0.993±0.06 g/cm³ (20 °C 760 Torr), Calc.^*
• Melting point: 160 °C^** (Expl.)
• Index of Refraction: 1.415, Calc.^*
• Boiling Point: 199.2±8.0 °C (760 mmHg), Calc.^*
• Flash Point: 102.0±3.4 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2017 ACD/Labs)

^** Granger, Robert

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302
• Safety Statements: P264-P270-P301+P312+P330-P501

Discovery and Applications

N-(1-Cyano-1-methylethyl)acetamide is an organic compound with a unique chemical structure that has attracted interest in both academic and industrial research. The compound contains an acetamide group linked to a cyano-functionalized isopropyl group, making it a valuable building block for various synthetic applications.

The discovery of N-(1-cyano-1-methylethyl)acetamide can be traced to the development of acetamide derivatives, which have long been studied for their chemical reactivity and potential in medicinal chemistry. The introduction of a cyano group in the isopropyl position of the molecule enhances its chemical properties, making it a versatile intermediate in organic synthesis. Early research into the compound was focused on understanding its synthesis and identifying possible reactions that could be exploited in more complex chemical processes.

One of the primary applications of N-(1-cyano-1-methylethyl)acetamide is in the pharmaceutical industry. The compound serves as a useful intermediate in the synthesis of various bioactive molecules. Its structural features contribute to the design of novel drug candidates with potential pharmacological effects. For instance, the cyano group can participate in nucleophilic substitution reactions, which are valuable in the synthesis of bioactive heterocyclic compounds. Moreover, the acetamide group can interact with various biological targets, enhancing the compound’s potential as a precursor in drug discovery.

In addition to its applications in pharmaceuticals, N-(1-cyano-1-methylethyl)acetamide has found use in agricultural chemistry. It is sometimes employed as a precursor in the synthesis of agrochemicals, including herbicides and fungicides, which benefit from the molecule’s chemical reactivity and ability to form stable bonds with target biological systems. By modifying the compound’s structure, researchers can develop new agrochemicals with improved efficacy and environmental profiles.

N-(1-cyano-1-methylethyl)acetamide also has applications in materials science. The cyano group is known for its ability to participate in various reactions that lead to the formation of complex polymers and advanced materials. As such, the compound has been explored for its potential in the development of high-performance polymers and other materials used in industries such as electronics and coatings.

References

1969. Chimica Therapeutica, 4(136).
URL: https://www.worldcat.org/title/chimica-therapeutica/oclc/1553659