Rhubafuran

Base Information

• Chemical Name: Rhubafuran
• CAS No.: 82461-14-1
• Molecular Formula: C12H16O
• Molecular Weight: 176.258
• European Community (EC) Number: 279-967-8,639-631-7
• UNII: 85JUZ61OL5
• DSSTox Substance ID: DTXSID4051401
• Nikkaji Number: J320.399I
• Metabolomics Workbench ID: 47151
• Mol file: 82461-14-1.mol

Synonyms:RHUBAFURAN;82461-14-1;2,4-dimethyl-4-phenyloxolane;2,4-Dimethyl-4-phenyltetrahydrofuran;Furan, tetrahydro-2,4-dimethyl-4-phenyl-;85JUZ61OL5;EINECS 279-967-8;UNII-85JUZ61OL5;Furan, tetrahydro-2,4-dimethyl-4-phenyl-, cis-;Furan, tetrahydro-2,4-dimethyl-4-phenyl-, (2R,4R)-rel-;99343-90-5;Furan, tetrahydro-2,4-dimethyl-4-phenyl-, trans-;Furan, tetrahydro-2,4-dimethyl-4-phenyl-, (2R,4S)-rel-;99343-91-6;SCHEMBL166805;DTXSID4051401;GPMLJOOQCIHFET-UHFFFAOYSA-;CHEBI:168289;AKOS006274937;Tetrahydro-2,4-dimethyl-4-phenyl-Furan;Furan, tetrahidro-2,4-dimetil-4-fenil-;Tetrahydro-2,4-dimethyl-4-phenyl-Cis-Furan;2,4 - dimethyl - 4 - phenyltetrahydrofuran;Tetrahydro-2,4-dimethyl-4-phenyl-trans-Furan;Tetrahydro-2,4-dimethyl-4-phenyl-(2R,4R)-rel-Furan;Tetrahydro-2,4-dimethyl-4-phenyl-(2R,4S)-rel-Furan

Chemical Property of Rhubafuran

Chemical Property:

• Appearance/Colour: colourless to pale yellow liquid
• Vapor Pressure: 0.0378mmHg at 25°C
• Refractive Index: 1.502
• Boiling Point: 248.7 °C at 760 mmHg
• Flash Point: 99.9 °C
• PSA: 9.23000
• Density: 0.966 g/cm³
• LogP: 2.75310
• Water Solubility.: 650mg/L at 20℃
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 176.120115130
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

99.9% ^*data from raw suppliers

2,4-DIMETHYL-4-PHENYLTETRAHYDRO FURAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(CO1)(C)C2=CC=CC=C2

Technology Process of Rhubafuran

There total 6 articles about Rhubafuran 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-Phenylpropanal (34713-70-7) → 2.4-dimethyl-4-phenyl-tetrahydrofuran (82461-14-1,99343-90-5,99343-91-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / p-toluenesulphonic acid monohydrate / benzene / Heating

2: 88 percent / Pd(PPh₃), CF₃COOH / benzene / 20 h / 50 °C / other allylenamines; var. temperatures, reagents, and solvents

3: 2 N HCl / benzene / 1 h / Ambient temperature

4: 90 percent / LiAlH₄ / diethyl ether

5: 1.) mercuric acetate, 2.) NaBH₄, 3 M NaOH / 1.) THF/H₂O, 15 h, 2.)

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; Pd(PPh₃); mercury(II) diacetate; toluene-4-sulfonic acid; trifluoroacetic acid; In diethyl ether; benzene;

DOI:10.1021/jo00254a013

Reference yield:

2-methyl-2-phenyl-pentenal (24401-39-6) → 2.4-dimethyl-4-phenyl-tetrahydrofuran (82461-14-1,99343-90-5,99343-91-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / LiAlH₄ / diethyl ether

2: 1.) mercuric acetate, 2.) NaBH₄, 3 M NaOH / 1.) THF/H₂O, 15 h, 2.)

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; mercury(II) diacetate; In diethyl ether;

DOI:10.1021/jo00254a013

Reference yield:

N-phenyl-2-methyl-2-phenyl-4-pentenylideneamine (100747-85-1) → 2.4-dimethyl-4-phenyl-tetrahydrofuran (82461-14-1,99343-90-5,99343-91-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 2 N HCl / benzene / 1 h / Ambient temperature

2: 90 percent / LiAlH₄ / diethyl ether

3: 1.) mercuric acetate, 2.) NaBH₄, 3 M NaOH / 1.) THF/H₂O, 15 h, 2.)

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; mercury(II) diacetate; In diethyl ether; benzene;

DOI:10.1021/jo00254a013

upstream raw materials:

2-methyl-2-phenylpent-4-en-1-ol

2-Phenylpropanal

2-methyl-2-phenyl-pentenal

N-phenyl-2-methyl-2-phenyl-4-pentenylideneamine

Refernces