6-(2-Methylphenyl)-3,4-dihydro-2H-pyran

Base Information

• Chemical Name: 6-(2-Methylphenyl)-3,4-dihydro-2H-pyran
• CAS No.: 132093-53-9
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• DSSTox Substance ID: DTXSID20576090
• Nikkaji Number: J1.445.609K
• Wikidata: Q82465622
• Mol file: 132093-53-9.mol

Synonyms:6-(2-Methylphenyl)-3,4-dihydro-2H-pyran;132093-53-9;DTXSID20576090

Chemical Property of 6-(2-Methylphenyl)-3,4-dihydro-2H-pyran

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=CCCCO2

Technology Process of 6-(2-Methylphenyl)-3,4-dihydro-2H-pyran

There total 6 articles about 6-(2-Methylphenyl)-3,4-dihydro-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: 80.0%

ortho-methylphenyl iodide (615-37-2) + [2-(5,6-dihydro-4H-pyranyl)]dimethylsilanol (304669-35-0) → 6-o-Tolyl-3,4-dihydro-2H-pyran (132093-53-9)

Guidance literature:

[2-(5,6-dihydro-4H-pyranyl)]dimethylsilanol; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

ortho-methylphenyl iodide; With bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 0.333333h;

DOI:10.1021/ol0064112

Reference yield: 80.0%

5-(2'-methylphenyl)-4-pentyn-1-ol → C12H14O + 6-o-Tolyl-3,4-dihydro-2H-pyran (132093-53-9)

Guidance literature:

With Zeise's dimer; tris(pentafluorophenyl)phosphine; In toluene; at 23 ℃; for 0.5h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03557

Reference yield: 80.0%

ortho-methylphenyl iodide (615-37-2) + (3,4-dihydro-2H-6-pyranyl)tributyltin (109669-45-6) → 6-o-Tolyl-3,4-dihydro-2H-pyran (132093-53-9)

Guidance literature:

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; for 1h; Heating;

DOI:10.1016/S0040-4039(00)98033-X

upstream raw materials:

ortho-methylphenyl iodide

(3,4-dihydro-2H-6-pyranyl)tributyltin

[2-(5,6-dihydro-4H-pyranyl)]dimethylsilanol

3,4-dihydro-2H-pyran

Downstream raw materials:

(2S,3R)-2-o-Tolyl-tetrahydro-pyran-3-ol