4-phenyl-tetrahydro-2H-pyran

Base Information

• Chemical Name: 4-phenyl-tetrahydro-2H-pyran
• CAS No.: 20638-52-2
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• Hs Code.: 2932999099
• Mol file: 20638-52-2.mol

Synonyms:4-phenyloxane;2H-Pyran, tetrahydro-4-phenyl-;4-Phenyltetrahydro-2H-pyran;

Chemical Property of 4-phenyl-tetrahydro-2H-pyran

Chemical Property:

• Vapor Pressure: 0.029mmHg at 25°C
• Melting Point: 49-50 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
• Boiling Point: 253.5°C at 760 mmHg
• Flash Point: 102.9°C
• PSA: 9.23000
• Density: 1.003g/cm³
• LogP: 2.58060

Purity/Quality:

98%min ^*data from raw suppliers

4-Phenyl-tetrahydro-2H-pyran >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-phenyl-tetrahydro-2H-pyran

There total 22 articles about 4-phenyl-tetrahydro-2H-pyran 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%

3-phenylglutaric acid (4165-96-2) → 4-phenyltetrahydro-2H-pyran (20638-52-2)

Guidance literature:

With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane; In toluene; at 60 ℃; for 15h; Inert atmosphere;

DOI:10.1002/ejoc.201200727

Reference yield: 97.0%

(1,5-dimethoxypentan-3-yl)benzene → 4-phenyltetrahydro-2H-pyran (20638-52-2)

Guidance literature:

With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate; at 120 ℃; for 24h; Catalytic behavior; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202004002

Reference yield: 93.0%

4-bromotetrahydro-2H-pyran (25637-16-5) + bromobenzene (108-86-1,52753-63-6) → 4-phenyltetrahydro-2H-pyran (20638-52-2)

Guidance literature:

With potassium hexafluorophosphate; bis(1,3-bis((4-methyl-2-pyridyl)imino)isoindolinato)nickel(II); C₂₂H₁₉N₅NiO₂; In N,N-dimethyl acetamide; at 20 ℃; Inert atmosphere; Electrolysis; Sealed tube;

DOI:10.1021/jacs.0c01475

upstream raw materials:

3-phenylpentane-1,5-diol

4-chlorotetrahydro-2H-pyran

phenylboronic acid

4-bromotetrahydro-2H-pyran

Downstream raw materials:

methyl 4-(tetrahydro-2H-pyran-4-yl)benzoate

(4-tetrahydropyran-4-yl-phenyl)methanol

4-(tetrahydro-2H-pyran-4-yl)benzaldehyde

1-(phenylmethyl)-4-phenylpiperidine

Refernces

• 1、 Hamby, Taylor B.,Sevov, Christo S.,Truesdell, Blaise L.. "General C(sp2)-C(sp3) Cross-Electrophile Coupling Reactions Enabled by Overcharge Protection of Homogeneous Electrocatalysts". supporting information. p. 5884 - 5893. Retrieved 2020/04/10.
• 2、 Liu, Xu-Ge,Zhou, Chu-Jun,Lin,Han, Xiang-Lei,Zhang, Shang-Shi,Li, Qingjiang,Wang, Honggen. "Decarboxylative Negishi Coupling of Redox-Active Aliphatic Esters by Cobalt Catalysis". . p. 13096 - 13100. Retrieved 2018/09/21.