2(3H)-Furanone, dihydro-5-(hydroxymethyl)-3,3-diphenyl-

Base Information

• Chemical Name: 2(3H)-Furanone, dihydro-5-(hydroxymethyl)-3,3-diphenyl-
• CAS No.: 109093-00-7
• Molecular Formula: C17H16O3
• Molecular Weight: 268.312
• DSSTox Substance ID: DTXSID70433487
• Mol file: 109093-00-7.mol

Synonyms:109093-00-7;2(3H)-Furanone, dihydro-5-(hydroxymethyl)-3,3-diphenyl-;SCHEMBL8675362;DTXSID70433487;KGGKLHBFOXKJTP-UHFFFAOYSA-N;5-(HYDROXYMETHYL)-4,5-DIHYDRO-3,3-DIPHENYL-2(3H)-FURANONE;5-(hydroxymethyl)-4,5-dihydro-3,3-diphenyl-2(3H)furanone

Chemical Property of 2(3H)-Furanone, dihydro-5-(hydroxymethyl)-3,3-diphenyl-

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 268.109944368
• Heavy Atom Count: 20
• Complexity: 322

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC(=O)C1(C2=CC=CC=C2)C3=CC=CC=C3)CO

Technology Process of 2(3H)-Furanone, dihydro-5-(hydroxymethyl)-3,3-diphenyl-

There total 2 articles about 2(3H)-Furanone, dihydro-5-(hydroxymethyl)-3,3-diphenyl- 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: 66.0%

2-allyl-2,2-diphenylacetic acid (6966-03-6) → 5-(hydroxymethyl)-3,3-diphenyldihydrofuran-2(3H)-one (109093-00-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/acs.joc.1c00074

Reference yield:

C20H28O2Si2 (31469-27-9) → 5-(hydroxymethyl)-3,3-diphenyldihydrofuran-2(3H)-one (109093-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Pd(PPh₃)4 / tetrahydrofuran / 20 h / Heating

2: 31 percent aq. H₂O₂ / methyltrioxorhenium / CHCl₃ / 20 °C

With dihydrogen peroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; methyltrioxorhenium(VII); In tetrahydrofuran; chloroform;

DOI:10.1016/S0022-328X(00)00905-0

Reference yield: 92.0%

trifluoromethylsulfonic anhydride (358-23-6) + 5-(hydroxymethyl)-3,3-diphenyldihydrofuran-2(3H)-one (109093-00-7) → 4,5-dihydro-3,3-diphenyl-5-<<<(trifluoromethyl)sulfonyl>oxy>methyl>-2(3H)-furanone (137415-94-2)

Guidance literature:

With sodium carbonate; In dichloromethane; 1.) -40 deg C, 2 h, 2.) 0 deg C, 30 min;

DOI:10.1021/jm00101a019

upstream raw materials:

2-allyl-2,2-diphenylacetic acid

C₂₀H₂₈O₂Si₂

Downstream raw materials:

4,5-dihydro-3,3-diphenyl-5-<<<(trifluoromethyl)sulfonyl>oxy>methyl>-2(3H)-furanone

4,5-dihydro-3,3-diphenyl-5-<<(methylsulfonyl)oxy>methyl>-2(3H)-furanone

5-methyl-3,3-diphenyl-3H-furan-2-one

5-(bromomethyl)-4,5-dihydro-3,3-diphenyl-2(3H)-furanone