2-Phenyl-2,3-dihydrofuran

Base Information

• Chemical Name: 2-Phenyl-2,3-dihydrofuran
• CAS No.: 33732-62-6
• Molecular Formula: C10H10 O
• Molecular Weight: 146.189
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID70447120
• Nikkaji Number: J569.951G
• Mol file: 33732-62-6.mol

Synonyms:2-phenyl-2,3-dihydrofuran;33732-62-6;2-phenyl-2,3-dihydro-furan;SCHEMBL5156811;DTXSID70447120;PQHIJMWKRKSDNQ-UHFFFAOYSA-N

Chemical Property of 2-Phenyl-2,3-dihydrofuran

Chemical Property:

• PSA: 9.23000
• LogP: 2.66170
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=COC1C2=CC=CC=C2

Technology Process of 2-Phenyl-2,3-dihydrofuran

There total 26 articles about 2-Phenyl-2,3-dihydrofuran 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: 98.0%

1-phenylbut-3-yn-1-ol (1743-36-8) → 2-phenyl-2,3-dihydrofuran (33732-62-6)

Guidance literature:

With [Ru(N,N-bis[(pyridin-2-yl)methyl][2-(diphenylphosphino)phenyl]methanamine)(CH₃COO)][BPh₄]; In tetrahydrofuran; at 80 ℃; for 17h; Inert atmosphere;

DOI:10.1002/chem.200903441

Reference yield: 90.0%

1-phenylbuta-2,3-dien-1-ol (104516-09-8,124563-14-0,5732-13-8) → 2-phenyl-2,3-dihydrofuran (33732-62-6)

Guidance literature:

With trimethylamine-N-oxide; triscarbonyl-(η⁴-3,4-bis(4-methoxyphenyl)-2,5-diphenylcyclopenta-2,4-dienone)iron; In toluene; at 70 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b03828

Reference yield: 89.0%

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + iodobenzene (591-50-4) → 2-phenyl-2,5-dihydrofuran (124244-39-9) + 2-phenyl-2,3-dihydrofuran (33732-62-6)

Guidance literature:

With potassium phosphate; 1'-carbopalladated ferrocene; In N,N-dimethyl acetamide; at 80 ℃; for 3h;

upstream raw materials:

2,3-dihydro-2H-furan

iodobenzene

1-phenylbut-3-yn-1-ol

Phenyl triflate

Downstream raw materials:

2-(4-methoxy-3-nitrophenyl)-5-phenylfuran

2-phenyl-5-(3,4,5-trimethoxyphenyl)furan

methyl 2-methoxy-5-(5-phenylfuran-2-yl)benzoate

2,5-diphenylfuran

Refernces

• 1、 Xu, Ze-Jun,Wittlin, Sergio,Wu, Yikang. "Probing the Peroxycarbenium [3+2] Cycloaddition Reactions with 1,2-Disubstituted Ethylenes: Results and Insights". . p. 2031 - 2034. Retrieved 2017.
• 2、 Mazloomi, Zahra,Magre, Marc,Del Valle, Efrem,Pericàs, Miquel A.,Pàmies, Oscar,van Leeuwen, Piet W. N. M.,Diéguez, Montserrat. "Synthesis, Application and Kinetic Studies of Chiral Phosphite-Oxazoline Palladium Complexes as Active and Selective Catalysts in Intermolecular Heck Reactions". . p. 1650 - 1664. Retrieved 2018/03/21.
• 3、 Gudmundsson, Arnar,Gustafson, Karl P. J.,Mai, Binh Khanh,Yang, Bin,Himo, Fahmi,B?ckvall, Jan-E.. "Efficient Formation of 2,3-Dihydrofurans via Iron-Catalyzed Cycloisomerization of α-Allenols". . p. 12 - 16. Retrieved 2018/01/17.