733-07-3

Basic information

• Product Name: DIMESITYLMETHANE
• Synonyms: DIMESITYLMETHANE;2-(Mesitylmethyl)-1,3,5-trimethylbenzene;Benzene, 1,1'-methylenebis[2,4,6-trimethyl-;Bis(2,4,6-trimethylphenyl)methane~2,2-Methylenedimesitylene;2,2'-methylenedimesitylene;bis(2,4,6-trimethylphenyl)methane;Dimesitylmethane, 98+%;2,2'-Methylenebis(1,3,5-trimethylbenzene)
• CAS NO: 733-07-3
• Molecular Formula: C₁₉H₂₄
• Molecular Weight: 252.39
• EINECS: 211-991-6
• Mol File: 733-07-3.mol
• Article Data: 22

Chemical Properties

• Melting Point: 132-135 °C(lit.)
• Boiling Point: 370.7°C at 760 mmHg
• Flash Point: 192.8°C
• Appearance: /
• Density: 0.947g/cm³
• Vapor Pressure: 2.31E-05mmHg at 25°C
• Refractive Index: 1.547
• BRN: 2053472
• CAS DataBase Reference: DIMESITYLMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMESITYLMETHANE(733-07-3)
• EPA Substance Registry System: DIMESITYLMETHANE(733-07-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 733-07-3(Hazardous Substances Data)

Usage

General Description

Dimesitylmethane is a chemical compound with the formula CH2(C6H2Me3)2. It's an aromatic hydrocarbon in which the two mesityl groups attached to a single carbon atom in a methane molecule. It is known for its stability and resistance to oxidation. Dimesitylmethane is produced from the corresponding lithium salt via acidification. It is mostly used as a laboratory reagent due to its highly sterically hindered methylene group. Furthermore, it exhibits resonance stabilization which contributes to its overall unreactivity, and it can act as a strong ligand in metal complexes.

InChI:InChI=1/C19H24/c1-12-7-14(3)18(15(4)8-12)11-19-16(5)9-13(2)10-17(19)6/h7-10H,11H2,1-6H3

Upstream product

• 60-29-7 diethyl ether 
• 109-94-4 formic acid ethyl ester 
• 64-19-7 acetic acid 
• 108-67-8 1,3,5-trimethyl-benzene 
• 7446-70-0 aluminium trichloride 
• 625-56-9 Chloromethyl acetate 
• 628-51-3 diacetoxymethane 
• 7664-93-9 sulfuric acid 
• 74-95-3 1,1-dibromomethane 
• 7647-01-0 hydrogenchloride 
• 50-00-0 formaldehyd 
• 3188-13-4 ethyl chloromethyl ether 
• 54288-04-9 2,2-dimesityl-vinyl alcohol 
• 21127-91-3 Bis-(2,4,6-trimethyl-phenyl)-methanol 

Downstream Products

• 913724-94-4 3,3'-bis(bromomethyl)-2,2',4,4',6,6'-hexamethyldiphenylmethane 
• 70335-42-1 bis-(3-bromo-2,4,6-trimethyl-phenyl)methane 
• 1370257-08-1 5,5'-methylenebis-(2,4,6-trimethylisophthalic acid) 
• 1370257-10-5 C₂₃H₃₂O₄ 
• 1370257-09-2 C₃₁H₄₀O₈ 
• 959935-47-8 3,3',5,5'-tetrakis(bromomethyl)-2,2',4,4',6,6'-hexamethyldiphenylmethane 
• 1364188-48-6 N-(2',4',6'-trimethyl-3'-(2,4,6-trimethylbenzyl)biphenyl-4-yl)-N-(2,4,6-trimethyl-3-(2,4,6-trimethylbenzyl)phenyl)acetamide 
• 913724-95-5 bis(3-((diphenylphosphino)methyl)-2,4,6-trimethylphenyl)methane 
• 134284-57-4 dimesitylmethane-3,3'-dicarbaldehyde 
• 487-68-3 mesytaldehyde 
• 105041-52-9 2,4,6-trimethyl-3-(chloromethyl)benzaldehyde 
• 134284-58-5 3-chloromethyl-2,4,6-trimethylbenzylidene dichloride 

Relevant articles and documents

Development of Versatile Sulfone Electrophiles for Suzuki-Miyaura Cross-Coupling Reactions

The development of fluorinated sulfone derivatives as versatile electrophiles for Suzuki-Miyaura cross-coupling reactions is described. Introducing electron-withdrawing groups on the aryl ring of the sulfone facilitates the Pd-catalyzed activation of C-SO2 bonds. Cross-coupling reactions with fluorinated sulfone electrophiles are reported, leading to a variety of multiply arylated products in good yields. The reactivity of this unusual electrophile is benchmarked versus common electrophiles and its use in iterative cross-couplings for concise synthesis of biologically active molecules is described.

A tubular europium-organic framework exhibiting selective sensing of Fe3+ and Al3+ over mixed metal ions

A luminescent europium-organic framework with tubular channels based on the H4BTMIPA ligand (H4BTMIPA = 5,5′-methylenebis(2,4, 6-trimethylisophthalic acid)) was assembled and characterized. The [H 2N(CH3)2]+ ions as counterions are located in the channels. The cation exchange between [H2N(CH 3)2]+ and metal ions resulted in complex 1 that can selectively sense Fe3+ and Al3+ ions through fluorescence quenching and enhancement, respectively.

Sulfonylation of aromatic compounds with methyl p-toluenesulfonate as a sulfonylating precursor

We have developed Friedel-Crafts (FC) sulfonylation of aromatic compounds with methyl p-toluenesulfonate as a sulfonylating precursor. In this procedure, methyl p-toluenesulfonate was treated and activated with pyridine to produce N-methylpyridinium p-toluenesulfonate as a sulfonylation reagent. Reactivity of this salt for the sulfonylation of mesitylene was investigated in the presence of three different promoters, such as triflic anhydride, dimethylsulfide ditriflate, and triphenylphosphine ditriflate (TPPD). All of the promoters show chemoselectivity and among them, TPPD presents a chemoselectivity in FC sulfonylation. Iranian Chemical Society 2012.