3586-25-2

Basic information

• Product Name: 2-hydroxy-N-(2-hydroxyethyl)acetamide
• Synonyms: Acetamide, 2-hydroxy-N-(2-hydroxyethyl)-
• CAS NO: 3586-25-2
• Molecular Formula: C₄H₉NO₃
• Molecular Weight: 119.1192
• Mol File: 3586-25-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 425.4°C at 760 mmHg
• Flash Point: 211.1°C
• Density: 1.247g/cm³
• Vapor Pressure: 5.1E-09mmHg at 25°C
• Refractive Index: 1.482
• CAS DataBase Reference: 2-hydroxy-N-(2-hydroxyethyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-N-(2-hydroxyethyl)acetamide(3586-25-2)
• EPA Substance Registry System: 2-hydroxy-N-(2-hydroxyethyl)acetamide(3586-25-2)

Safety Data

• Hazardous Substances Data: 3586-25-2(Hazardous Substances Data)

Upstream product

• 96-35-5 glycolic acid methyl ester 
• 141-43-5 ethanolamine 
• 623-50-7 ethyl 2-hydroxyacetate 
• 75-77-4 chloro-trimethyl-silane 
• 13831-31-7 Acetoxyacetyl chloride 
• 79-14-1 glycolic Acid 
• 4158-86-5 4-oxo-2,2-dimethyl-1,3-dioxolane 

Relevant articles and documents

Synthesis and evaluation of in vitro anti-tuberculosis activity of N-substituted glycolamides

On the basis of the structural similarity of N-substituted glycolamides with N-glycolyl muramic acid residues of the cell wall of Mycobacterium tuberculosis, a series of these compounds were designed and synthesized by the reaction of glycolic acid acetonide 1 (2,2-dimethyl-5-oxo-1,3-dioxolane) with the proper amines. The minimum inhibitory concentration (MIC) was determined against M. tuberculosis H37Rv in BACTEC 12B medium, using the Microplate Alamar Blue Assay (MABA). Among the synthesized compounds, all those with disubstituted amide structure accompanied by one or two heteroatom(s) with loan pair(s) of electrons atom(s) β to the amide nitrogen demonstrated moderate anti-tuberculosis activity and all the monosubstituted amides showed no activity at all.

Metal Template Assisted Proximal Arrangement of a Nucleophile and an Electrophile: Site-Selective Acylation of α-Hydroxyamides in Polyols

Site-selective acylation of α-hydroxyl groups in amides has been achieved in the presence of other primary hydroxyl groups with intrinsic high reactivity. In this methodology, a relatively stable pyridine aldoxime ester was exploited as an acyl donor to suppress undesired acylation. The catalytic activation of a pyridine aldoxime ester with a Lewis acid produced a cationic complex, which preferentially attracted the Lewis basic α-hydroxyamide via a template effect, to thus facilitate o-acylation.