6-Methyl-2-phenyl-2,3-dihydro-4H-pyran-4-one

Base Information

• Chemical Name: 6-Methyl-2-phenyl-2,3-dihydro-4H-pyran-4-one
• CAS No.: 88083-79-8
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• DSSTox Substance ID: DTXSID10507757
• Nikkaji Number: J1.226.496H
• Mol file: 88083-79-8.mol

Synonyms:6-Methyl-2-phenyl-2,3-dihydro-4H-pyran-4-one;88083-79-8;DTXSID10507757

Chemical Property of 6-Methyl-2-phenyl-2,3-dihydro-4H-pyran-4-one

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)CC(O1)C2=CC=CC=C2

Technology Process of 6-Methyl-2-phenyl-2,3-dihydro-4H-pyran-4-one

There total 15 articles about 6-Methyl-2-phenyl-2,3-dihydro-4H-pyran-4-one 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: 87.0%

benzaldehyde (100-52-7) + acetylacetone (123-54-6,81235-32-7) → 6-methyl-2-phenyl-2,3-dihydro-4H-pyran-4-one (88083-79-8)

Guidance literature:

acetylacetone; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

benzaldehyde; In tetrahydrofuran; at -78 - 20 ℃; for 24h;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2009.03.189

Reference yield: 86.0%

(E)-1-hydroxy-1-phenylhex-4-en-3-one (651738-86-2,259227-39-9) → 6-methyl-2-phenyl-2,3-dihydro-4H-pyran-4-one (88083-79-8)

Guidance literature:

With disodium hydrogenphosphate; oxygen; copper(l) chloride; palladium dichloride; In 1,2-dimethoxyethane; at 50 ℃; for 8h;

DOI:10.1021/ol0361296

Reference yield: 80.0%

6-hydroxy-6-phenyl-hexane-2,4-dione (79144-14-2) → 6-methyl-2-phenyl-2,3-dihydro-4H-pyran-4-one (88083-79-8)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2009.03.189

upstream raw materials:

Triethyl-((2S,6S)-6-methyl-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-silane

1-methyl-1,3-bis(trimethylsilyloxy)buta-1,3-diene

benzaldehyde

cis-2-methyl-6-phenyl-4-((triethylsilyl)oxy)-5,6-dihydro-2H-pyran