2,2,4,4-Tetramethyl-1,5-diphenylpentane-1,5-dione

Base Information

• Chemical Name: 2,2,4,4-Tetramethyl-1,5-diphenylpentane-1,5-dione
• CAS No.: 95581-35-4
• Molecular Formula: C21H24O2
• Molecular Weight: 308.42
• DSSTox Substance ID: DTXSID40539248
• Nikkaji Number: J305.752F
• Wikidata: Q82414953
• Mol file: 95581-35-4.mol

Synonyms:2,2,4,4-Tetramethyl-1,5-diphenylpentane-1,5-dione;95581-35-4;DTXSID40539248

Chemical Property of 2,2,4,4-Tetramethyl-1,5-diphenylpentane-1,5-dione

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 308.177630004
• Heavy Atom Count: 23
• Complexity: 381

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CC(C)(C)C(=O)C1=CC=CC=C1)C(=O)C2=CC=CC=C2

Technology Process of 2,2,4,4-Tetramethyl-1,5-diphenylpentane-1,5-dione

There total 26 articles about 2,2,4,4-Tetramethyl-1,5-diphenylpentane-1,5-dione 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: 78.0%

2,2,4,4-tetramethyl-1,5-diphenyl-6,7-dithiabicyclo<3.1.1>heptane (125611-59-8) → 2,2,4,4-tetramethyl-1,5-diphenylpentane-1,5-dione (95581-35-4) + 2,2,4,4-tetramethyl-1,5-diphenyl-6,7-dithiabicyclo[3.1.1]heptane S,S,S'-trioxide

Guidance literature:

With dihydrogen peroxide; acetic acid; for 72h; Heating;

DOI:10.1246/bcsj.70.509

Reference yield: 57.0%

2,2,4,4-tetramethyl-1,5-diphenyl-6,7-dithiabicyclo<3.1.1>heptane 6-exo-oxide → 2,2,4,4-tetramethyl-1,5-diphenylpentane-1,5-dione (95581-35-4) + 2,2,4-Trimethyl-4-((1S,3R)-1-oxo-3-phenyl-1λ4-dithiiran-3-yl)-1-phenyl-pentan-1-one

Guidance literature:

With potassium hydroxide; potassium sulfate; potassium hydrogensulfate; potassium peroxomonosulfate; In dichloromethane; water; at 0 ℃; for 168h; pH 3-6;

DOI:10.1021/ja00064a072

Reference yield: 27.0%

2,2,4,4-tetramethyl-1,5-diphenyl-8-oxa-6,7-dithiabicyclo<3.2.1>octane (139209-98-6) → 2,2,4,4-tetramethyl-1,5-diphenylpentane-1,5-dione (95581-35-4) + 6,6,8,8-tetramethyl-9-phenyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one (139210-03-0) + 2,2,4,4-tetramethyl-1,5-diphenyl-5-thioxo-1-pentanone (139210-00-7) + 2,2,4,4-tetramethyl-1,5-diphenyl-6-oxa-7-thiabicyclo<3.1.1>heptane (139210-01-8)

Guidance literature:

With Hexamethylphosphorous triamide; In toluene; for 5h; Further byproducts given. Yields of byproduct given;

DOI:10.1246/bcsj.66.1714

upstream raw materials:

2,2,4,4-tetramethyl-1,5-diphenyl-6,7-dithiabicyclo<3.1.1>heptane

2,2,4,4-tetramethylpentanedioic acid

phenyllithium

2,2,4,4-tetramethyl-1,5-diphenyl-8-oxa-6,7-dithiabicyclo<3.2.1>octane

Downstream raw materials:

2,2,4,4-tetramethyl-1,5-diphenyl-8-oxa-6,7-diselenabicyclo<3.2.1>octane

2,2,4,4-tetramethyl-1,5-diphenyl-8-oxa-6,7-dithiabicyclo<3.2.1>octane

2,2,4,4-tetramethyl-1,5-diphenyl-6-oxa-7-selenabicyclo<3.1.1>heptane

6,6,8,8-tetramethyl-9-phenyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one