1-[(Ethenyloxy)methyl]-2-iodobenzene

Base Information

• Chemical Name: 1-[(Ethenyloxy)methyl]-2-iodobenzene
• CAS No.: 57056-91-4
• Molecular Formula: C9H9IO
• Molecular Weight: 260.074
• DSSTox Substance ID: DTXSID80561927
• Wikidata: Q82445860
• Mol file: 57056-91-4.mol

Synonyms:57056-91-4;1-[(Ethenyloxy)methyl]-2-iodobenzene;DTXSID80561927

Chemical Property of 1-[(Ethenyloxy)methyl]-2-iodobenzene

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 259.96981
• Heavy Atom Count: 11
• Complexity: 125

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=COCC1=CC=CC=C1I

Technology Process of 1-[(Ethenyloxy)methyl]-2-iodobenzene

There total 1 articles about 1-[(Ethenyloxy)methyl]-2-iodobenzene 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:

2-iodobenzyl alcohol (5159-41-1) + ethyl vinyl ether (109-92-2,25104-37-4) → 1-[(ethenoxy)methyl]-2-iodobenzene (57056-91-4)

Guidance literature:

With mercury(II) diacetate; Heating;

DOI:10.1039/P29750000795

Reference yield: 81.0%

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride (72287-26-4,95464-05-4) + 1-[(ethenoxy)methyl]-2-iodobenzene (57056-91-4) → [1,1'-bis(diphenylphosphino)ferrocene]PdI(o-(C6H4)CH2OCH=CH2) (159626-87-6)

Guidance literature:

With dilithium cyclooctatetraenide; In tetrahydrofuran; diethyl ether; byproducts: LiCl; Ar-atmosphere; stirring (-78°C, 15 min), aryl iodide addn., stirring (to room temp., 3 h); evapn. (vac.), extg. (toluene), centrifugation, pptn. on concg. (vac.) and hexane addn., filtering, washing (hexane), drying (vac.); elem. anal.;

DOI:10.1021/om00001a032

Reference yield: 52.0%

iodobenzene (591-50-4) + 1-[(ethenoxy)methyl]-2-iodobenzene (57056-91-4) → 3-phenyl-1H-isochromene (29539-10-4)

Guidance literature:

With tetrabutyl-ammonium chloride; N-ethyl-N,N-diisopropylamine; palladium dichloride; In N,N-dimethyl-formamide; at 80 ℃; for 2h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.202109801

upstream raw materials:

2-iodobenzyl alcohol

ethyl vinyl ether

Downstream raw materials:

benzyl vinyl ether

2-vinylbenzylalcohol

[1,1'-bis(diphenylphosphino)ferrocene]PdI(o-(C₆H₄)CH₂OCH=CH₂)

3-phenyl-1H-isochromene