2,3-Dimethyl-1,4-diphenylbutane-1,4-dione

Base Information

• Chemical Name: 2,3-Dimethyl-1,4-diphenylbutane-1,4-dione
• CAS No.: 34733-55-6
• Molecular Formula: C18H18O2
• Molecular Weight: 266.34
• DSSTox Substance ID: DTXSID90492637
• Nikkaji Number: J833.920A
• Mol file: 34733-55-6.mol

Synonyms:2,3-dimethyl-1,4-diphenylbutane-1,4-dione;34733-55-6;SCHEMBL13039632;DTXSID90492637;2,3-dimethyl-1,4-diphenyl-1,4-butanedione

Chemical Property of 2,3-Dimethyl-1,4-diphenylbutane-1,4-dione

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 266.130679813
• Heavy Atom Count: 20
• Complexity: 301

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2,3-Dimethyl-1,4-diphenylbutane-1,4-dione

There total 49 articles about 2,3-Dimethyl-1,4-diphenylbutane-1,4-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: 100.0%

1-phenyl-propan-1-one (93-55-0) → 2,3-dimethyl-1,4-diphenyl-butane-1,4-dione (34733-55-6)

Guidance literature:

1-phenyl-propan-1-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 25 ℃; for 0.583333h; Inert atmosphere;

With iron(III) acetylacetonate; In tetrahydrofuran; Inert atmosphere;

DOI:10.1021/ja804159y

Reference yield: 79.0%

2-bromo-1-phenyl-1-propanone (2114-00-3) → 2,3-dimethyl-1,4-diphenyl-butane-1,4-dione (34733-55-6)

Guidance literature:

With iodine; zinc; In tetrahydrofuran; for 16h; Heating;

DOI:10.1055/s-2004-829118

Reference yield: 78.0%

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3) + 1-phenyl-propan-1-one (93-55-0) → 1-phenyl-2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)propan-1-one (1189350-76-2) + (2R*,3R*)-2,3-dimethyl-1,4-diphenylbutane-1,4-dione (34733-55-6,36287-42-0,73893-85-3,81096-35-7) + (2R*,3S*)-2,3-dimethyl-1,4-diphenylbutane-1,4-dione (73893-85-3)

Guidance literature:

1-phenyl-propan-1-one; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; With ferrocenium hexafluorophosphate; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201200736

upstream raw materials:

1-phenyl-propan-1-one

2-chloro-2-nitro-propane

propiophenone lithium enolate

2,2-dinitropropane

Downstream raw materials:

3,4-dimethyl-2,5-diphenyl-1H-pyrrole

3,4-dimethyl-2,5-diphenyl-1-(2-hydroxyethyl)pyrrole

3,4-Dimethyl-2,5-diphenylfuran

(2R*,3S*)-2,3-dimethyl-1,4-diphenylbutane-1,4-dione