9-Phenyl-3a,4-dihydronaphtho[2,3-c]furan-1(3h)-one

Base Information

• Chemical Name: 9-Phenyl-3a,4-dihydronaphtho[2,3-c]furan-1(3h)-one
• CAS No.: 10568-28-2
• Molecular Formula: C₁₈H₁₄O₂
• Molecular Weight: 262.308
• European Community (EC) Number: 682-965-3
• NSC Number: 91810
• DSSTox Substance ID: DTXSID20293735
• Nikkaji Number: J695.583E
• Mol file: 10568-28-2.mol

Synonyms:9-phenyl-3a,4-dihydronaphtho[2,3-c]furan-1(3h)-one;10568-28-2;4-phenyl-9,9a-dihydro-1H-benzo[f][2]benzofuran-3-one;NSC91810;DTXSID20293735;NSC-91810;AKOS024322678;9-PHENYL-3A,4-DIHYDRO-3H-NAPHTHO(2,3-C)FURAN-1-ONE

Chemical Property of 9-Phenyl-3a,4-dihydronaphtho[2,3-c]furan-1(3h)-one

Chemical Property:

• Vapor Pressure: 9.61E-09mmHg at 25°C
• Boiling Point: 462.8°C at 760 mmHg
• Flash Point: 195.9°C
• Density: 1.26g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 262.099379685
• Heavy Atom Count: 20
• Complexity: 431

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: C1C2COC(=O)C2=C(C3=CC=CC=C31)C4=CC=CC=C4

Technology Process of 9-Phenyl-3a,4-dihydronaphtho[2,3-c]furan-1(3h)-one

There total 11 articles about 9-Phenyl-3a,4-dihydronaphtho[2,3-c]furan-1(3h)-one 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: 96.0%

carbon dioxide (124-38-9,18923-20-1) + phenylacetylene (536-74-3) + cinnamyl chloride (2687-12-9) → 9-Phenyl-3a,4-dihydronaphtho<2,3-c>furan-1(3H)-one (10568-28-2)

Guidance literature:

With potassium carbonate; at 90 ℃; for 0.5h; under 11251.1 Torr; Temperature; Pressure; Time;

DOI:10.1007/s10562-020-03451-1

Reference yield: 90.0%

cinnamyl 3-phenylpropiolate (1154057-90-5) → 9-Phenyl-3a,4-dihydronaphtho<2,3-c>furan-1(3H)-one (10568-28-2)

Guidance literature:

In N,N-dimethyl-formamide; at 180 ℃; for 0.25h; Temperature; Microwave irradiation;

DOI:10.1021/ol501853y

Reference yield: 83.0%

(3aS,9S,9aR)-9-Hydroxy-9-phenyl-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one → 9-Phenyl-3a,4-dihydronaphtho<2,3-c>furan-1(3H)-one (10568-28-2)

Guidance literature:

With pyridine; thionyl chloride; Ambient temperature;

upstream raw materials:

2-Methylbenzophenone

2-buten-4-olide

carbon dioxide

potassium carbonate

Downstream raw materials:

(7b-Phenyl-1a,2,3,7b-tetrahydro-1H-cyclopropa[a]naphthalen-2-yl)-methanol

C₁₈H₁₅⁽²⁾H₃O

9-Phenylnaphtho<2,3-c>furan-1(3H)-one

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