Isobenzofuran, 1,3-dihydro-5-[(2-propynyloxy)methyl]-

Base Information

• Chemical Name: Isobenzofuran, 1,3-dihydro-5-[(2-propynyloxy)methyl]-
• CAS No.: 83469-16-3
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• DSSTox Substance ID: DTXSID00460463
• Nikkaji Number: J1.923.569F
• Wikidata: Q82284517
• Mol file: 83469-16-3.mol

Synonyms:83469-16-3;5-((Prop-2-yn-1-yloxy)methyl)-1,3-dihydroisobenzofuran;Isobenzofuran, 1,3-dihydro-5-[(2-propynyloxy)methyl]-;1,3-dihydro-2-benzofuran-5-ylmethyl 2-propynyl ether;DTXSID00460463;5-(prop-2-ynoxy-methyl)-1,3-dihydro-isobenzofuran

Chemical Property of Isobenzofuran, 1,3-dihydro-5-[(2-propynyloxy)methyl]-

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 228

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOCC1=CC2=C(COC2)C=C1

Technology Process of Isobenzofuran, 1,3-dihydro-5-[(2-propynyloxy)methyl]-

There total 5 articles about Isobenzofuran, 1,3-dihydro-5-[(2-propynyloxy)methyl]- 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: 80.0%

dipropargyl ether (6921-27-3) + propargyl alcohol (107-19-7) → 5-((prop-2-ynyloxy)methyl)-1,3-dihydroisobenzofuran (83469-16-3) + 5-hydroxymethyl-1,3-dihydroisobenzofuran (89424-84-0) + 5-(((1,3-dihydroisobenzofuran-5-yl)methoxy)-methyl)-1,3-dihydroisobenzofuran

Guidance literature:

With hydrogenchloride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; trisodium tris(3-sulfophenyl)phosphine; sodium chloride; In diethyl ether; at 20 ℃; for 24h;

DOI:10.1021/ja035438o

Reference yield: 55.0%

dipropargyl ether (6921-27-3) + propargyl alcohol (107-19-7) → 5-((prop-2-ynyloxy)methyl)-1,3-dihydroisobenzofuran (83469-16-3) + 5-hydroxymethyl-1,3-dihydroisobenzofuran (89424-84-0)

Guidance literature:

With Hoveyda-Grubbs catalyst second generation; In acetone; at 60 ℃;

DOI:10.1055/s-0030-1258521

Reference yield: 50.0%

dipropargyl ether (6921-27-3) + propargyl bromide (106-96-7) → 5-((prop-2-ynyloxy)methyl)-1,3-dihydroisobenzofuran (83469-16-3) + 5-(bromomethyl)-1,3-dihydroisobenzofuran (188111-48-0)

Guidance literature:

With molybdenum hexacarbonyl; In acetonitrile; at 90 ℃; for 0.25h; Microwave irradiation; Inert atmosphere;

DOI:10.3987/COM-16-S(S)71

upstream raw materials:

dipropargyl ether

propargyl alcohol

phenylacetylene

diethyl 1-(benzyloxycarbonylamino)-1-trifluoromethylbut-3-yne-1-ylphosphonate