2,2',4,4',6,6'-Hexamethylbenzophenone

Base Information

• Chemical Name: 2,2',4,4',6,6'-Hexamethylbenzophenone
• CAS No.: 5623-45-0
• Molecular Formula: C19H22O
• Molecular Weight: 266.383
• European Community (EC) Number: 227-052-9
• UNII: PFS2NH752G
• DSSTox Substance ID: DTXSID50204793
• Nikkaji Number: J225.060H
• Wikidata: Q72482127
• Mol file: 5623-45-0.mol

Synonyms:2,2',4,4',6,6'-Hexamethylbenzophenone;5623-45-0;bis(2,4,6-trimethylphenyl)methanone;mesityl ketone;Dimesityl ketone;EINECS 227-052-9;Methanone, bis(2,4,6-trimethylphenyl)-;Benzophenone, 2,2',4,4',6,6'-hexamethyl-;Dimesitylmethanone;Dimesitylmethanone #;PFS2NH752G;SCHEMBL6666412;DTXSID50204793;Bis(2,4,6-trimethylphenyl) ketone;AKOS009339683;2,2,4,4,6,6-Hexamethylbenzophenone;2,4,6,2',4',6'-Hexamethylbenzophenone;FT-0720246;A830966;2,2-PR,4,4-PR,6,6-PR-HEXAMETHYL-BENZOPHENONE

Chemical Property of 2,2',4,4',6,6'-Hexamethylbenzophenone

Chemical Property:

• Boiling Point: 340.6 °C at 760 mmHg
• Flash Point: 141.2 °C
• PSA: 17.07000
• Density: 1.004g/cm³
• LogP: 4.76800
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 266.167065321
• Heavy Atom Count: 20
• Complexity: 292

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2',4,4',6,6'-HEXAMETHYLBENZOPHENONE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)C(=O)C2=C(C=C(C=C2C)C)C)C
• General Description: **2,2',4,4',6,6'-Hexamethylbenzophenone (Dimesityl ketone)** is characterized by a sterically hindered structure with two mesityl (2,4,6-trimethylphenyl) groups attached to a carbonyl group. Spectroscopic and computational studies reveal that its O-oxide derivative adopts a conformation where the mesityl rings are nearly perpendicular to each other and tilted relative to the COO plane. 2,2',4,4',6,6'-Hexamethylbenzophenone undergoes thermal rearrangement via hydrogen migration from an ortho-methyl group to the terminal oxygen, forming an OH radical and a benzyl radical, with an activation enthalpy of ~13 kcal/mol. This reactivity highlights its potential as a source of hydroxyl radicals in solution-phase reactions.

Technology Process of 2,2',4,4',6,6'-Hexamethylbenzophenone

There total 40 articles about 2,2',4,4',6,6'-Hexamethylbenzophenone 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: 98.9%

3,3'-Dibromo-2,2',4,4',6,6'-hexamethylbenzophenone (151334-10-0) → Bis-(2,4,6-trimethyl-phenyl)-methanol (21127-91-3) + dimesityl ketone (5623-45-0)

Guidance literature:

With LDPA; In tetrahydrofuran; at 61 ℃; for 22h; Product distribution; Mechanism; other temp., time;

DOI:10.1021/jo00074a014

Reference yield: 96.0%

Bis-(2,4,6-trimethyl-phenyl)-methanol (21127-91-3) → dimesityl ketone (5623-45-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃;

DOI:10.1021/jo001287l

Reference yield: 87.0%

carbon dioxide (124-38-9,18923-20-1) + 1,3,5-trimethyl-benzene (108-67-8) → mesitylenecarboxylic acid (480-63-7) + dimesityl ketone (5623-45-0)

Guidance literature:

With chloro-trimethyl-silane; aluminum tri-bromide; at 20 ℃; for 3h; under 22501.8 Torr;

DOI:10.1246/cl.2006.820

upstream raw materials:

2,2-dimesityl-vinyl alcohol

2,2-dimesitylethanol

mesitylene-2-carboxylic acid chloride

2-mesitylmagnesium bromide

Downstream raw materials:

Bis-(2,4,6-trimethyl-phenyl)-methanol

2,4,6,2',4',6'-hexamethyl-3,3'-dinitro-benzophenone

dimesitylmethane

3,3'-Dibromo-2,2',4,4',6,6'-hexamethylbenzophenone