Bis(3,5-dimethylphenyl)methanone

Base Information

• Chemical Name: Bis(3,5-dimethylphenyl)methanone
• CAS No.: 22679-40-9
• Molecular Formula: C17H18O
• Molecular Weight: 238.329
• DSSTox Substance ID: DTXSID50576144
• Nikkaji Number: J2.384.387K
• Mol file: 22679-40-9.mol

Synonyms:Bis(3,5-dimethylphenyl)methanone;22679-40-9;Methanone, bis(3,5-dimethylphenyl)-;SCHEMBL7937175;DTXSID50576144;RRQBKRVEGBYEBR-UHFFFAOYSA-N

Chemical Property of Bis(3,5-dimethylphenyl)methanone

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 238.135765193
• Heavy Atom Count: 18
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)C(=O)C2=CC(=CC(=C2)C)C)C

Technology Process of Bis(3,5-dimethylphenyl)methanone

There total 16 articles about Bis(3,5-dimethylphenyl)methanone 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: 96.0%

bis(3,5-dimethylphenyl)methanol (21945-78-8) → 3,3’,5,5’-tetramethylbenzophenone (22679-40-9)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 42h;

Reference yield: 75.0%

5-bromo-1,3-xylene (556-96-7) + acetophenone (98-86-2) → 3,3’,5,5’-tetramethylbenzophenone (22679-40-9)

Guidance literature:

5-bromo-1,3-xylene; acetophenone; With palladium diacetate; caesium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 20 - 153 ℃; for 3h; Inert atmosphere; Schlenk technique;

With oxygen; In N,N-dimethyl-formamide; at 0.153 ℃; Schlenk technique;

DOI:10.1021/jo5010185

Reference yield: 74.0%

N-Ethoxycarbonylpiperidine (5325-94-0) + (3,5-dimethylphenyl)lithium (95070-94-3) → 3,3’,5,5’-tetramethylbenzophenone (22679-40-9)

Guidance literature:

In diethyl ether; a) RT, 30 min, b) reflux, 30 min;

upstream raw materials:

ethanol

bis-(3,5,3',5'-tetramethyl-benzhydryl)-peroxide

3,5-dimethyphenylmagnesium bromide

3,5-dimethylbenzoyl chloride

Downstream raw materials:

C₄₄H₄₂O

C₄₆H₄₄O

(R)-N-(bis(3,5-dimethylphenyl)methylene)-1-(p-tolyl)but-3-en-1-amine

(S)-N-(bis(3,5-dimethylphenyl)methylene)-1-(p-tolyl)but-3-en-1-amine

Refernces

• 1、 Chen, Zhi-Min,Ding, Tong-Mei,Ke, Hua,Luo, Hui-Yun,Zhu, Deng. "Divergent Synthesis of Trifluoromethyl Sulfoxides and β-SCF3Carbonyl Compounds by Tandem Trifluoromethylthiolation/Rearrangement of Allylic and Propargylic Alcohols". supporting information. p. 7699 - 7703. Retrieved 2020/10/09.
• 2、 Zhao, Hongyuan,Han, Wei. "Ligand-Free Palladium-Catalyzed Oxidative Carbonylative Homocoupling of Arylboron Reagents at Ambient Pressure". supporting information. p. 4279 - 4283. Retrieved 2016/09/14.