2-(3-Phenylpropyl)tetrahydrofuran

Base Information

• Chemical Name: 2-(3-Phenylpropyl)tetrahydrofuran
• CAS No.: 3208-40-0
• Molecular Formula: C13H18 O
• Molecular Weight: 190.285
• Hs Code.: 2932190090
• European Community (EC) Number: 221-715-6
• UNII: 8ZH8E0RJQA
• DSSTox Substance ID: DTXSID9052004
• Nikkaji Number: J262.313G
• Wikidata: Q27271241
• Metabolomics Workbench ID: 47239
• Mol file: 3208-40-0.mol

Synonyms:2-(3-Phenylpropyl)tetrahydrofuran;3208-40-0;2-(3-phenylpropyl)oxolane;FEMA No. 2898;Furan, tetrahydro-2-(3-phenylpropyl)-;2-Hydrocinnamyltetrahydrofuran;Tetrahydro-2-(3-phenylpropyl)furan;alpha-(3-Phenylpropyl)tetrahydrofuran;EINECS 221-715-6;UNII-8ZH8E0RJQA;8ZH8E0RJQA;1-Phenyl-3-(Tetrahydrofuryl-2)propane;SCHEMBL859158;DTXSID9052004;FEMA 2898;2-(3-Phenylpropyl)tetrahydrofuran #;Tetrahydro-2-(3-phenylpropyl)-Furan;AKOS006280055;2 - (3 - phenylpropyl)tetrahydrofuran;2-(3-phenyl-1-propyl)-tetrahydrofuran;Tetrahydro-2-(3-phenylpropyl)furan, 9CI;LS-179536;(+/-)-2-(3-PHENYLPROPYL)TETRAHYDROFURAN;2-(3-PHENYLPROPYL)-TETRAHYDROFURAN [FHFI];Q27271241

Chemical Property of 2-(3-Phenylpropyl)tetrahydrofuran

Chemical Property:

• Vapor Pressure: 0.00533mmHg at 25°C
• Boiling Point: 283.7°Cat760mmHg
• Flash Point: 121.1°C
• PSA: 9.23000
• Density: 0.978g/cm³
• LogP: 3.18830
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 190.135765193
• Heavy Atom Count: 14
• Complexity: 149

Purity/Quality:

99%, ^*data from raw suppliers

2-(3-PHENYLPROPYL)TETRAHYDROFURAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1)CCCC2=CC=CC=C2

Technology Process of 2-(3-Phenylpropyl)tetrahydrofuran

There total 10 articles about 2-(3-Phenylpropyl)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: 92.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + 1-Bromo-3-phenylpropane (637-59-2) → 2-(3-phenylprop-1-yl)-tetrahydrofuran (3208-40-0)

Guidance literature:

With nickel(II) bromide dimethoxyethane; dipotassium hydrogenphosphate; benzaldehyde; 4,4'-di-tert-butyl-2,2'-bipyridine; for 96h; Reagent/catalyst; Catalytic behavior; Inert atmosphere; UV-irradiation;

DOI:10.1002/anie.201810526

Reference yield: 81.0%

trans-7-phenyl-hept-4-en-1-ol (22348-47-6) → 2-(3-phenylprop-1-yl)-tetrahydrofuran (3208-40-0)

Guidance literature:

With bis(2-fluorophenyl) disulfide; [Ir(2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyridine)₂(5,5'-bis(trifluoromethyl)-2,2'-bipyridine)]PF₆; tetrabutylphosphonium diphenyl phosphate; at 40 ℃; for 48h; Reagent/catalyst; Catalytic behavior; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1002/anie.202003959

Reference yield: 74.0%

tetrahydro-2-furancarboxylic acid (16874-33-2) + 1-Bromo-3-phenylpropane (637-59-2) → 2-(3-phenylprop-1-yl)-tetrahydrofuran (3208-40-0)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); 4,4'-Dimethoxy-2,2'-bipyridin; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; potassium carbonate; In water; acetonitrile; at 20 ℃; for 48h; Irradiation;

DOI:10.1038/nature19056

upstream raw materials:

3-(furan-1-yl)-1-phenyl-prop-2-en-1-one

1,4-dioxane

(E)-3-(furan-2-yl)-1-phenyl-2-propen-1-one

ethanol

Refernces

• 1、 Knowles, Robert R.,Metrano, Anthony J.,Tsuchiya, Yuto,Tsui, Elaine. "Catalytic Hydroetherification of Unactivated Alkenes Enabled by Proton-Coupled Electron Transfer". . p. 11845 - 11849. Retrieved 2020/05/22.
• 2、 Johnston, Craig P.,Smith, Russell T.,Allmendinger, Simon,MacMillan, David W. C.. "Metallaphotoredox-catalysed sp3-sp3 cross-coupling of carboxylic acids with alkyl halides". . p. 322 - 325. Retrieved 2016/08/30.