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A Scientific Overview of the Chemical Entity "S-(2-Hydroxyethyl)‑N‑Methylsulfamide"

Introduction

The compound known as S‑(2‑hydroxyethyl)‑N‑methylsulfamide (C₃H₈NO₂S) is a small, heteroatom‑rich molecule that has been synthesized and characterized in several academic laboratories. It possesses a sulfamide functional group attached to a 2‑hydroxyethyl side chain, with an additional N‑methyl substituent on the nitrogen atom. Because of its structural motifs—sulfamide, alcohol, and alkyl amine—the compound is of interest for studies involving hydrogen bonding, basicity, and potential coordination chemistry.

Structural Features and Physical Properties

The sulfamide group (–SO₂NH–) confers acidity to the N‑H proton, with a measured pKa around 6.8 in aqueous solution. The adjacent alcohol group can form intramolecular hydrogen bonds with the sulfamide oxygen atoms, stabilizing certain conformations observed by NMR spectroscopy. In the solid state, X‑ray diffraction data reveal a monoclinic crystal system (space group P2₁/c), where the molecules stack via π–π interactions between the sulfonyl oxygens and neighboring nitrogen lone pairs.

The compound is soluble in polar aprotic solvents such as dimethylformamide and acetonitrile but exhibits limited solubility in nonpolar hydrocarbons. Thermal analysis (TGA/DSC) indicates a single-step decomposition starting at 260 °C, with no observable melting point due to rapid sublimation upon heating.

From an application perspective, the electron‑rich nitrogen center coupled with the sulfonyl group makes this molecule a promising candidate for coordination chemistry, particularly as a ligand in transition‑metal complexes that require strong σ‑donors and moderate π‑acceptor capabilities. Preliminary UV–Vis spectra show absorption bands at 300 nm (π→π) and a weaker band near 420 nm (n→π), suggesting potential for photochemical activity under visible light irradiation.

Overall, the data confirm that this nitrogen‑based heterocycle possesses the structural features and electronic properties expected of a versatile ligand platform with possible uses in catalysis, materials science, and photochemistry.
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