4202-67-9

Basic information

• Product Name: 2-{[(2-hydroxyethyl)amino]methyl}phenol
• Synonyms: 2-{[(2-hydroxyethyl)amino]methyl}phenol;2-(2-Hydroxybenzylamino)ethanol;2-[(2-Hydroxybenzyl)amino]ethanol
• CAS NO: 4202-67-9
• Molecular Formula: C₉H₁₃NO₂
• Molecular Weight: 167.21
• Mol File: 4202-67-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 345.5°C at 760 mmHg
• Flash Point: 166.6°C
• Appearance: /
• Density: 1.165g/cm³
• Vapor Pressure: 2.34E-05mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 2-{[(2-hydroxyethyl)amino]methyl}phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-{[(2-hydroxyethyl)amino]methyl}phenol(4202-67-9)
• EPA Substance Registry System: 2-{[(2-hydroxyethyl)amino]methyl}phenol(4202-67-9)

Safety Data

• Hazardous Substances Data: 4202-67-9(Hazardous Substances Data)

Usage

Appearance

Viscous liquid, pale yellow color

Odor

Characteristic amine odor

Usage

Flocculant, coagulant in water treatment; surfactant, emulsifier in industrial applications; corrosion inhibitor in metalworking fluids; synthesis of pharmaceuticals and agrochemicals

Solubility

High in both organic solvents and water

InChI:InChI=1/C9H13NO2/c11-6-5-10-7-8-3-1-2-4-9(8)12/h1-4,10-12H,5-7H2

Upstream product

• 1952-38-1 (E)-2-(((2-hydroxyethyl)imino)methyl)phenol 
• 90-02-8 salicylaldehyde 
• 1952-38-1 2-[(2-hydroxyethyl)iminomethyl]phenol 
• 89-95-2 2-methyl-benzyl alcohol 
• 141-43-5 ethanolamine 

Downstream Products

• 935456-99-8 2,6-bis{[(2-hydroxybenzyl)(2-hydroxyethyl)amino]methyl}-4-methylphenol 

Relevant articles and documents

Structural and ethylene oligomerization studies of chelated N?O (imino/amino)phenol nickel(II) complexes

Condensation reactions of 2-aminoethanol with the appropriate aldehyde gave ligands 2-[1-[(2-hydroxyethyl)imino]ethyl]phenol (L1) and 2-[(2-hydroxyethyl)imino] methyl]phenol (L2) respectively. Subsequent reductions of L1 and L2 with NaBH4 affor

Fixed stereochemical control in the synthesis of new mono- and disubstituted 2-phenyl-6-aza-1,3-dioxa-2-borabenzocyclononenes

Five new boronates of the type 2-phenyl-6-aza-1,3-dioxa-2-borabenzocyclononenes (6a-e) were prepared from substituted 2-[(2-hydroxyethylamino)methyl]phenols (4a-e) and phenylboronic acid (5) in benzene-EtOH (4:1) mixtures. Tridentate ligands 4a-e and boronates 6a-e were characterized by 1H, 13C, 15N, and 2D-NMR (HETCOR, NOESY, and COLOC) experiments, FT-IR, mass spectra, and elemental analysis, as well as 11B NMR for the boron derivatives. Suitable monocrystals of 2-[(2-hydroxyethylamino)methyl]phenol hydrochloride (4a), cis-2-phenyl-6-aza-1,3-dioxa-2-borabenzocyclononene (6a), (2S,5R,6S)-2,5-diphenyl-6-aza-1,3-dioxa-2-borabenzocyclononene (6b), and (2S,4R,5R,6S)-2,4-diphenyl-5-methyl-6-aza-1,3-dioxa-2-borabenzocyclononene (6e) were obtained and their structures are discussed. The X-ray structures of 6a, 6b, and 6e, as well as the NMR data established that the configurations at the nitrogen and boron atoms are both "S" and the transannular fusion is cis. A semi-empirical (SAM1) study was used to calculate the energy for all possible stereoisomers, showing that the stabilization increases as the THC (tetrahedral character of the boron atom) increases and also as the N→B bond distance decreases, in agreement with the experimental results and previous work related to amino acid boronates.