3-(Iodomethyl)oxolane

Base Information

• Chemical Name: 3-(Iodomethyl)oxolane
• CAS No.: 475060-43-6
• Molecular Formula: C5H9IO
• Molecular Weight: 212.03
• European Community (EC) Number: 871-165-1
• DSSTox Substance ID: DTXSID60376657
• Nikkaji Number: J2.421.368D
• Mol file: 475060-43-6.mol

Synonyms:3-(iodomethyl)oxolane;475060-43-6;3-(iodomethyl)tetrahydrofuran;TETRAHYDRO-3-(IODOMETHYL)-FURAN;MFCD06410690;Furan,tetrahydro-3-(iodomethyl)-;(Iodomethyl)tetrahydrofuran;3-iodomethyl tetrahydrofuran;3-iodomethyl-tetrahydro-furan;SCHEMBL1058030;DTXSID60376657;UJXHPFDJZCXTQR-UHFFFAOYSA-N;AMY33647;AKOS014117583;CS-W004269;PB23453;AS-50490;SY042327;FT-0763223;EN300-137785;P10359;A872134;F8889-4778

Chemical Property of 3-(Iodomethyl)oxolane

Chemical Property:

• Vapor Pressure: 0.309mmHg at 25°C
• Refractive Index: 1.543
• Boiling Point: 208.4 °C at 760 mmHg
• Flash Point: 79.8 °C
• PSA: 9.23000
• Density: 1.772 g/cm³
• LogP: 1.45790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 211.96981
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Iodomethyl- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCC1CI

Technology Process of 3-(Iodomethyl)oxolane

There total 5 articles about 3-(Iodomethyl)oxolane 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: 76.0%

(tetrahydrofuran-3-yl)methyl methanesulfonate (184849-49-8) → 3-iodomethyl-tetrahydro-furan (475060-43-6)

Guidance literature:

With sodium iodide; In acetone; for 4h; Heating;

DOI:10.1021/jo061977a

Reference yield: 67.0%

3-tetrahydrofuranmethanol (124391-75-9,124506-31-6,15833-61-1) → 3-iodomethyl-tetrahydro-furan (475060-43-6)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 0 - 25 ℃; for 3.5h;

Reference yield:

(tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate (15833-63-3) → 3-iodomethyl-tetrahydro-furan (475060-43-6)

Guidance literature:

With sodium iodide; In acetone; at 60 ℃; for 16h;

upstream raw materials:

3-(2-iodoethoxy)prop-1-ene

phthaloylasparic anhydride

(tetrahydrofuran-3-yl)methyl methanesulfonate

3-tetrahydrofuranmethanol

Downstream raw materials:

2-(3-chloro-4-methanesulfonyl-phenyl)-3-(tetrahydro-furan-3-yl)-propionic acid

2-[5-(4-chloro-phenyl)-2-methyl-thiophen-3-yl]-3-methoxy-5-(tetrahydro-furan-3-ylmethyl)cyclopent-2-enone

triphenyl(tetrahydrofuran-3-ylmethyl)phosphonium iodide

methyl 2-[4-(methylsulfonyl)phenyl]-3-(tetrahydrofuran-3-yl)propanoate

Refernces

• 1、 -. "2- PYRIDONE COMPOUND". Paragraph 0254; 0255. . Retrieved 2016/10/08.
• 2、 Strachan, Jon-Paul,Whitaker, Regina C.,Miller, Craig H.,Bhatti, Balwinder S.. "Synthesis of bicyclic tertiary α-amino acids". . p. 9909 - 9911. Retrieved 2007/10/03.