2-(2-Naphthyloxy)ethanol

Base Information

• Chemical Name: 2-(2-Naphthyloxy)ethanol
• CAS No.: 93-20-9
• Molecular Formula: C12H12 O2
• Molecular Weight: 188.226
• Hs Code.: 2909 49 80
• European Community (EC) Number: 202-228-8,609-139-7,686-865-0
• NSC Number: 37574
• UNII: 7M7CUT7CCU
• DSSTox Substance ID: DTXSID00870427
• Nikkaji Number: J182.091E
• Wikidata: Q27268562
• Mol file: 93-20-9.mol

Synonyms:2-(2-naphthyloxy)ethanol;Anavenol

Chemical Property of 2-(2-Naphthyloxy)ethanol

Chemical Property:

• Vapor Pressure: 1.16E-05mmHg at 25°C
• Melting Point: 74-76°C
• Boiling Point: 355.2°C at 760 mmHg
• PKA: 14.24±0.10(Predicted)
• Flash Point: 168.8°C
• PSA: 29.46000
• Density: 1.164g/cm³
• LogP: 2.21090
• Storage Temp.: Store below +30°C.
• Water Solubility.: 363.4mg/L at 22℃
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 170

Purity/Quality:

99.9% ^*data from raw suppliers

2-(2-Naphthoxy)-ethanol for synthesis. CAS 93-20-9, EC Number 202-228-8, molar mass 188.23 g/mol., for synthesis ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F,Xi
• Hazard Codes: Xn,F,Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)OCCO

Technology Process of 2-(2-Naphthyloxy)ethanol

There total 24 articles about 2-(2-Naphthyloxy)ethanol 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: 98.0%

β-naphthol (135-19-3) + 2-chloro-ethanol (107-07-3) → 2-(2-naphthalenyloxy)ethanol (93-20-9)

Guidance literature:

β-naphthol; With potassium carbonate; In N,N-dimethyl-formamide; for 0.166667h; Inert atmosphere;

2-chloro-ethanol; In N,N-dimethyl-formamide; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2016.04.039

Reference yield: 97.0%

[1,3]-dioxolan-2-one (96-49-1) + β-naphthol (135-19-3) → 2-(2-naphthalenyloxy)ethanol (93-20-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; at 170 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201900287

Reference yield: 94.0%

2-bromonaphthalene (580-13-2) + ethylene glycol (107-21-1) → 2-(2-naphthalenyloxy)ethanol (93-20-9)

Guidance literature:

With potassium carbonate; copper dichloride; at 130 ℃; for 20h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c4ob00649f

upstream raw materials:

oxirane

β-naphthol

[1,3]-dioxolan-2-one

sodium 2-naphtholate

Downstream raw materials:

naphtho[2,1-b]furan

benzophenone O-2-(naphthalen-2-yloxy)ethyloxime

2-(2-naphthyloxy)ethyl 4-bromobenzenesulfonate

Phosphoric acid (2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-chloro-phenyl ester 2-(naphthalen-2-yloxy)-ethyl ester

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、 -. "Soot dispersing agent containing the dispersant and lubricating oil composition". Paragraph 0138-0141. . Retrieved 2017/01/05.