2-phenyl-tetrahydrofuran

Base Information

• Chemical Name: 2-phenyl-tetrahydrofuran
• CAS No.: 16133-83-8
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Hs Code.: 2932190090
• Mol file: 16133-83-8.mol

Synonyms:2-phenyloxolane

Chemical Property of 2-phenyl-tetrahydrofuran

Chemical Property:

• Melting Point: 91-92 °C
• Boiling Point: 105 °C(Press: 14 Torr)
• PSA: 9.23000
• Density: 1.037 g/cm3(Temp: 15 °C)
• LogP: 2.53810

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Phenyloxolane 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-phenyl-tetrahydrofuran

There total 96 articles about 2-phenyl-tetrahydrofuran 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%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + bromobenzene (108-86-1,52753-63-6) → tetrahydro-2-phenylfuran (16133-83-8)

Guidance literature:

With nickel(II) bromide dimethoxyethane; dipotassium hydrogenphosphate; benzaldehyde; 4,4'-di-tert-butyl-2,2'-bipyridine; for 72h; Inert atmosphere; UV-irradiation;

DOI:10.1002/anie.201810526

Reference yield: 82.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + phenylmagnesium bromide (100-58-3) → tetrahydro-2-phenylfuran (16133-83-8)

Guidance literature:

With C₃₁H₃₈ClN₃NiO₂^(1-)*Li⁽¹⁺⁾; In ethylene dibromide; at 25 ℃; for 1h; Catalytic behavior; Inert atmosphere;

DOI:10.1007/s10562-013-1170-8

Reference yield: 70.0%

4-phenyl-butan-1-ol (3360-41-6) → tetrahydro-2-phenylfuran (16133-83-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In 1,2-dichloro-ethane; at 60 - 70 ℃; for 2h; Irradiation;

DOI:10.1016/0040-4039(96)00313-9

upstream raw materials:

4-phenylbuta-3-en-1-ol

trimethylene oxide

methanol

phenyldiazomethane

Downstream raw materials:

ethene

2,3-diphenyl-2,3-butanediol

1-Phenylethanol

acetophenone

Refernces

• 1、 Tyagi, Akanksha,Matsumoto, Tomoya,Kato, Tatsuhisa,Yoshida, Hisao. "Direct C-H bond activation of ethers and successive C-C bond formation with benzene by a bifunctional palladium-titania photocatalyst". . p. 4577 - 4583. Retrieved 2016.
• 2、 Inoue, Atsushi,Shinokubo, Hiroshi,Oshima, Koichiro. "An unprecedented coupling reaction of arylmagnesium compounds with tetrahydrofuran providing 2-aryltetrahydrofuran mediated by an iodoalkane- EtMgBr system". . p. 1582 - 1584. Retrieved 1999.
• 3、 Fang, Di,Zhang, Yidan,Chen, Yiyun. "Radical C(sp3)-H Heck-type Reaction of N-Alkoxybenzimidoyl Chlorides with Styrenes to Construct Alkenols". supporting information. p. 2050 - 2054. Retrieved 2022/03/17.
• 4、 Takagi, Ryukichi,Sakai, Yuichiro,Duong, Duyen Thi. "Bis(trifluoromethanesulfonimide) (BSI): Acidity and application to hydrofunctionalization as a Br?nsted acid catalyst". . . Retrieved 2021/03/23.