2-(2-Hydroxyethoxy)phenol

Base Information

• Chemical Name: 2-(2-Hydroxyethoxy)phenol
• CAS No.: 4792-78-3
• Molecular Formula: C8H10O3
• Molecular Weight: 154.166
• Hs Code.: 2909500000
• European Community (EC) Number: 225-346-1
• DSSTox Substance ID: DTXSID5063607
• Nikkaji Number: J28.473D
• Wikidata: Q81990861
• Mol file: 4792-78-3.mol

Synonyms:2-(2-Hydroxyethoxy)phenol;4792-78-3;Phenol, 2-(2-hydroxyethoxy)-;o-(Hydroxyethoxy)phenol;2-(beta-Hydroxyethoxy)phenol;EINECS 225-346-1;Catechol, mono(beta-hydroxyethyl)ether;2-(2'-hydroxyethoxy)phenol;2-(2-hydroxyethoxy)-phenol;2-(2-hydroxyphenoxy)ethanol;SCHEMBL1030614;2-(.beta.-Hydroxyethoxy)phenol;DTXSID5063607;AMCOCUDBDKVWRZ-UHFFFAOYSA-;HMS1775J17;2-(2-Hydroxyethoxy)phenol, 98%;BCP18969;MFCD00002858;AKOS001025469;SB84353;2-Hydroxy-1-(2-hydroxyethyloxy)benzene;Catechol, mono(.beta.-hydroxyethyl)ether;Pyrocatechol mono-(2-hydroxy ethyl)-ether;CS-0236053;FT-0608476;EN300-16700;A872013;Z56755902

Chemical Property of 2-(2-Hydroxyethoxy)phenol

Chemical Property:

• Vapor Pressure: 0.00049mmHg at 25°C
• Melting Point: 99-100 °C(lit.)
• Refractive Index: 1.564
• Boiling Point: 300.7 °C at 760 mmHg
• PKA: 9.51±0.30(Predicted)
• Flash Point: 135.7 °C
• PSA: 49.69000
• Density: 1.224 g/cm³
• LogP: 0.76330
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 154.062994177
• Heavy Atom Count: 11
• Complexity: 106

Purity/Quality:

99%, ^*data from raw suppliers

2-(2-Hydroxyethoxy)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)O)OCCO
• Uses: 2-(2-Hydroxyethoxy)phenol was used in the preparation of:macrocyclic lipophilic benzocrown etherscoiled synthetic carboxylic ionophore with eight ether oxygens and five aromatic rings capable of encapsulating potassium ion

Technology Process of 2-(2-Hydroxyethoxy)phenol

There total 17 articles about 2-(2-Hydroxyethoxy)phenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

[1,3]-dioxolan-2-one (96-49-1) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2-(2-hydroxy-phenoxy)-ethanol (4792-78-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; at 160 ℃; for 1h;

DOI:10.1246/bcsj.61.2047

Reference yield: 48.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + 2-chloro-ethanol (107-07-3) → 2-(2-hydroxy-phenoxy)-ethanol (4792-78-3)

Guidance literature:

With potassium hydroxide; In water; for 4h; Reflux;

DOI:10.1002/chem.201602332

Reference yield: 46.0%

[1,3]-dioxolan-2-one (96-49-1) + tetra-(n-butyl)ammonium iodide (311-28-4) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2-(2-hydroxy-phenoxy)-ethanol (4792-78-3)

Guidance literature:

upstream raw materials:

oxirane

benzene-1,2-diol

2-chloro-ethanol

1,4-benzodioxan-2-one

Downstream raw materials:

2-(2-hydroxyethoxy)phenol ditosylate

2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethanol

[2-(3-bromopropoxy)phenoxy]ethanol

2-cyclopropylmethyloxy-1-(2-hydroxyethyloxy)benzene

Refernces

• 1、 Kao, Shih-Chieh,Lin, Yi-Ching,Ryu, Ilhyong,Wu, Yen-Ku. "Revisiting Hydroxyalkylation of Phenols with Cyclic Carbonates". supporting information. p. 3639 - 3644. Retrieved 2019/07/10.
• 2、 Donadio, Giuliana,Sarcinelli, Carmen,Pizzo, Elio,Notomista, Eugenio,Pezzella, Alessandro,Di Cristo, Carlo,De Lise, Federica,Di Donato, Alberto,Izzo, Viviana. "The toluene o-xylene monooxygenase enzymatic activity for the biosynthesis of aromatic antioxidants". . . Retrieved 2015/05/05.