4-Phenyl-1,3-dihydroisobenzofuran

Base Information

• Chemical Name: 4-Phenyl-1,3-dihydroisobenzofuran
• CAS No.: 502483-86-5
• Molecular Formula: C14H12O
• Molecular Weight: 196.249
• DSSTox Substance ID: DTXSID90479125
• Nikkaji Number: J2.580.724C
• Mol file: 502483-86-5.mol

Synonyms:4-Phenyl-1,3-dihydroisobenzofuran;502483-86-5;Isobenzofuran, 1,3-dihydro-4-phenyl-;DTXSID90479125

Chemical Property of 4-Phenyl-1,3-dihydroisobenzofuran

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 196.088815002
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(CO1)C(=CC=C2)C3=CC=CC=C3

Technology Process of 4-Phenyl-1,3-dihydroisobenzofuran

There total 11 articles about 4-Phenyl-1,3-dihydroisobenzofuran 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: 75.0%

[2-(hydroxymethyl)-3-phenylphenyl]methanol → 1,3-dihydro-4-phenylisobenzofuran (502483-86-5)

Guidance literature:

[2-(hydroxymethyl)-3-phenylphenyl]methanol; With sodium hydride; In mineral oil; at 0 ℃; for 0.166667h; Inert atmosphere;

With trimethyl phosphite; In mineral oil; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c7gc03819d

Reference yield: 71.0%

1-[(2E,4)-pentadienyloxy]-3-phenyl-2-propyne (478176-03-3) → 1,3-dihydro-4-phenylisobenzofuran (502483-86-5) + 7-phenyl-1,3,3a,6-tetrahydro-isobenzofuran

Guidance literature:

chlorocarbonylbis(triphenylphosphine)iridium(I); In toluene; at 90 ℃; for 19h; Further Variations:; Catalysts; time; Product distribution;

DOI:10.1055/s-2002-34217

Reference yield: 68.0%

→ 4-phenylbicyclo[3.2.0]hepta-2,6-dieno[1,2-c]furan-5(1H,3H,5aH)-one + 1,3-dihydro-4-phenylisobenzofuran (502483-86-5)

Guidance literature:

With ammonium cerium(IV) nitrate; carbon monoxide; In acetone; for 3h;

DOI:10.1002/anie.200501100

upstream raw materials:

1-[(2E,4)-pentadienyloxy]-3-phenyl-2-propyne

4-bromo-1,3-dihydroisobenzofuran

phenylboronic acid

2,3-dimethylbromobenzene

Downstream raw materials:

2-[3-(hydroxymethyl)biphenyl-2-yl]-1-phenylethanol

(2-methyl-[1,1′-biphenyl]-3-yl)methanol

Refernces

• 1、 Shibata, Takanori,Takasaku, Koji,Takesue, Yuri,Hirata, Naohito,Takagi, Kentaro. "Iridium complex-catalyzed enantioselective intramolecular [4+2] cycloaddition of dieneynes". . p. 1681 - 1682. Retrieved 2002.
• 2、 García, Daniel,Foubelo, Francisco,Yus, Miguel. "Regioselective reductive opening of substituted phthalans: synthetic applications". . p. 4275 - 4286. Retrieved 2008/09/20.