Reaction #4113928
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ecdb2eba5911434ca88164e9e3e5da74No renderable structure data available
C(COCCOCCI)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-[2-(2-iodoethoxy)ethoxy]ethanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 62573-16-4 |
| Database ID | 14765039 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-[2-(2-iodoethoxy)ethoxy]ethanol (CAS 62573-16-4) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 14765039
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
8 reactions · 8 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ecdb2eba5911434ca88164e9e3e5da74Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: One hundred grams (0.59 mole) of 2-[2-(2-chloroethoxy)ethoxy]-ethanol (Aldrich 16,297-3) was added to a solution of 450 g. (3 mol) of sodium iodide in 2.5 l acetone and stirred, in the dark, for 5 hours at reflux and then at room temperature for 16 hours. The precipitate was filtered and the acetone evaporated off at 30° C. The residue was dissolved in chloroform, extracted with saturated sodium chloride solution, and then with saturated sodium bisulfate solution. The chloroform extract was dried (MgSO4) and evaporated at room temperature to yield 137 g. (53%) of the title compound. in the dark, for 5 hours at reflux The precipitate was filtered the acetone evaporated off at 30° C The residue was dissolved in chloroform extracted with saturated sodium chloride solution The chloroform extract was dried (MgSO4) evaporated at room temperature to yield 137 g
Source ID: ord-6ede480cd1ed4fee92e5a6d47a006c8bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: One hundred grams (0.59 mole) of 2-[2-(2-chloroethoxy)ethoxy]-ethanol (Aldrich 16,297-3) was added to a solution of 450 g. (3 mol) of sodium iodide in 2.5 l acetone and stirred, in the dark, for 5 hours at reflux and then at room temperature for 16 hours. The precipitate was filtered and the acetone evaporated off at 30° C. The residue was dissolved in chloroform, extracted with saturated sodium chloride solution, and then with saturated sodium bisulfate solution. The chloroform extract was dried (MgSO4) and evaporated at room temperature to yield 137 g. (53%) of the title compound. in the dark, for 5 hours at reflux The precipitate was filtered the acetone evaporated off at 30° C The residue was dissolved in chloroform extracted with saturated sodium chloride solution The chloroform extract was dried (MgSO4) evaporated at room temperature to yield 137 g
Source ID: ord-6ede480cd1ed4fee92e5a6d47a006c8bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 25 ml reaction flask, equipped with a reflux condenser, an oil bath and a magnetic stirrer was charged with 2 g (11.9 mmol) of 2-[2-(2-chloroethoxy)-ethoxy]-ethanol (Fluka), 4 g of sodium iodide and 3 g of sodium hydrogencarbonate in 20 ml of Acetone. The reaction mixture is refluxed over night and when cold, filtered. The filtrate is concentrated at the rotavap, dissolved in 5 ml of CH2Cl2 and filtered again. Then the filtrate is concentrated again at the rotavap to yield 2.5 g of a yellow oil. The NMR shows a pure substance (CDCl3) 2.58 s broad (1H/OH); 3.22 t (2H/CH2-J); 3.53-3.77 m (10H/CH2—O). A 25 ml reaction flask equipped with a reflux condenser, an oil bath and a magnetic stirrer The reaction mixture is refluxed over night when cold, filtered The filtrate is concentrated at the rotavap dissolved in 5 ml of CH2Cl2 filtered again Then the filtrate is concentrated again at the rotavap
Source ID: ord-33165b966d6b4ae18e589dde0532ab86Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: One hundred grams (0.59 mole) of 2-[2-(2-chloroethoxy)ethoxy]-ethanol (Aldrich 16,297-3) was added to a solution of 450 g. (3 mol) of sodium iodide in 2.5 l acetone and stirred, in the dark, for 5 hours at reflux and then at room temperature for 16 hours. The precipitate was filtered and the acetone evaporated off at 30° C. The residue was dissolved in chloroform, extracted with saturated sodium chloride solution, and then with saturated sodium bisulfate solution. The chloroform extract was dried (MgSO4) and evaporated at room temperature to yield 137 g. (53%) of the title compound. in the dark, for 5 hours at reflux The precipitate was filtered the acetone evaporated off at 30° C The residue was dissolved in chloroform extracted with saturated sodium chloride solution The chloroform extract was dried (MgSO4) evaporated at room temperature to yield 137 g
Source ID: ord-6ede480cd1ed4fee92e5a6d47a006c8bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ecdb2eba5911434ca88164e9e3e5da74Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 25 ml reaction flask, equipped with a reflux condenser, an oil bath and a magnetic stirrer was charged with 2 g (11.9 mmol) of 2-[2-(2-chloroethoxy)-ethoxy]-ethanol (Fluka), 4 g of sodium iodide and 3 g of sodium hydrogencarbonate in 20 ml of Acetone. The reaction mixture is refluxed over night and when cold, filtered. The filtrate is concentrated at the rotavap, dissolved in 5 ml of CH2Cl2 and filtered again. Then the filtrate is concentrated again at the rotavap to yield 2.5 g of a yellow oil. The NMR shows a pure substance (CDCl3) 2.58 s broad (1H/OH); 3.22 t (2H/CH2-J); 3.53-3.77 m (10H/CH2—O). A 25 ml reaction flask equipped with a reflux condenser, an oil bath and a magnetic stirrer The reaction mixture is refluxed over night when cold, filtered The filtrate is concentrated at the rotavap dissolved in 5 ml of CH2Cl2 filtered again Then the filtrate is concentrated again at the rotavap
Source ID: ord-33165b966d6b4ae18e589dde0532ab86Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: One hundred grams (0.59 mole) of 2-[2-(2-chloroethoxy)ethoxy]-ethanol (Aldrich 16,297-3) was added to a solution of 450 g. (3 mol) of sodium iodide in 2.5 l acetone and stirred, in the dark, for 5 hours at reflux and then at room temperature for 16 hours. The precipitate was filtered and the acetone evaporated off at 30° C. The residue was dissolved in chloroform, extracted with saturated sodium chloride solution, and then with saturated sodium bisulfate solution. The chloroform extract was dried (MgSO4) and evaporated at room temperature to yield 137 g. (53%) of the title compound. in the dark, for 5 hours at reflux The precipitate was filtered the acetone evaporated off at 30° C The residue was dissolved in chloroform extracted with saturated sodium chloride solution The chloroform extract was dried (MgSO4) evaporated at room temperature to yield 137 g
Source ID: ord-6ede480cd1ed4fee92e5a6d47a006c8bPubChem References
These sources are listed in the compound's public database record.
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