13540-50-6

Basic information

• Product Name: 2,5-Dimethyldiphenylmethane
• Synonyms: 1-Benzyl-2,5-dimethylbenzene;2,5-Dimethylbenzylbenzene;2-Benzyl-p-xylene;Phenyl 2,5-xylylmethane;2,5-Dimethyldiphenylmethane;PHENYL-XLYLMETHANE
• CAS NO: 13540-50-6
• Molecular Formula: C₁₅H₁₆
• Molecular Weight: 196.29
• Mol File: 13540-50-6.mol
• Article Data: 76

Chemical Properties

• Melting Point: 0.95°C (estimate)
• Boiling Point: 294.85°C
• Flash Point: 135.4 °C
• Appearance: /
• Density: 0.9811 (estimate)
• Vapor Pressure: 0.00251mmHg at 25°C
• Refractive Index: 1.5472 (estimate)
• CAS DataBase Reference: 2,5-Dimethyldiphenylmethane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethyldiphenylmethane(13540-50-6)
• EPA Substance Registry System: 2,5-Dimethyldiphenylmethane(13540-50-6)

Safety Data

• Hazardous Substances Data: 13540-50-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 32, p. 1423, 1991 DOI: 10.1016/0040-4039(91)80347-9

InChI:InChI=1/C15H16/c1-12-8-9-13(2)15(10-12)11-14-6-4-3-5-7-14/h3-10H,11H2,1-2H3

Upstream product

• 106-42-3 para-xylene 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 14642-79-6 benzyloxy-trimethylsilane 
• 120-51-4 benzoic acid benzyl ester 
• 884-90-2 benzyl diethyl phosphate 
• 553-94-6 4-bromo-m-xylene 
• 54852-64-1 ((octyloxy)methyl)benzene 
• 100-52-7 benzaldehyde 
• 3012-37-1 benzyl thiocyanate 
• 65-85-0 benzoic acid 
• 588-68-1 1,2-di(benzylidene)hydrazine 
• 538-74-9 dibenzyl sulfide 
• 774-65-2 benzoic acid tert-butyl ester 

Downstream Products

• 25401-28-9 (4-Benzyl-2,5-dimethyl-phenyl)-(4-chloro-phenyl)-methanone 
• 4044-60-4 2,5-dimethylbenzophenone 
• 1514862-82-8 4-benzyl-4'-fluoro-2,5-dimethyl-1,1'-biphenyl 
• 25420-67-1 2-Benzoyl-5-(4-chloro-benzoyl)-terephthalic acid 
• 25401-26-7 2-Benzoyl-5-(2-chloro-benzoyl)-terephthalic acid 
• 106147-67-5 4-[2-(2,5-Dimethyl-phenyl)-2-phenyl-ethyl]-1H-imidazole 
• 85914-51-8 2,5-dimethyl-4-chloromethyldiphenylmethane 
• 573-69-3 benzophenone-2,5-dicarboxylic acid 
• 25401-25-6 (4-Benzyl-2,5-dimethyl-phenyl)-(2-chloro-phenyl)-methanone 
• 86846-64-2 (2,5-Dimethyldiphenylmethyl)lithium 
• 613-12-7 2-methylanthracene 
• 34835-71-7 2,4,5-trimethyldiphenylmethane 

Relevant articles and documents

The catalytic Friedel-Crafts alkylation reaction of aromatic compounds with benzyl or allyl silyl ethers using Cl2Si(OTf)2 or Hf(OTf)4

The Friedel-Crafts alkylation reaction of various aromatic compounds with benzyl or allyl silyl ethers is effectively promoted under mild reaction conditions using Lewis acid catalysts. A mixture of the desired phenyltolylmethanes is obtained in 80% yield from toluene with benzyl dimethylsilyl or trimethylsilyl ether at 50°C in the presence of a catalytic amount of Cl2Si(OTf)2 or Hf(OTf)4.

Helical Al- and Ce-MCM-41 materials as novel catalyst for acid and redox processes

Helical mesoporous silicas containing aluminium or cerium into their framework have been synthesized via hydrothermal method. The synthesized materials were extensively characterized to understand their physico-chemical properties in view of their future catalytic applications. Low-angle powder XRD patterns of calcined samples showed a hexagonally ordered mesopore structure. NMR spectra of aluminium materials exhibited two signals at 50 and 0 ppm assigned to tetracoordinated and octahedrally coordinated Al3+. DR-UV-vis and XPS spectrum of cerium content materials show that cerium was incorporated as Ce3+ and Ce4+ into the helical mesoporous material. Materials with molar ratios Si/Al = 95 and Si/Ce = 500 were found to be catalytically active in acid (oxathioacetalisations and alkylations) or redox (epoxidation of cyclohexene) catalyzed processes, respectively.

Multifunctional oxygen vacancies in WO3–x for catalytic alkylation of C–H by alcohols under red-light

Surface reaction kinetics and light absorption properties of a photocatalyst are essential demands for efficiently solar to chemical energy converting. In this study, plasmonic WO3–x was firstly applied to photocatalytic alkylation of arenes under red light irradiation. The oxygen vacancies, both on the surface and in the bulk of WO3–x, allow abundant free electrons to increase carrier densities and support its LSPR using low energy photons. The surface oxygen vacancies have more functions: they not only release surface tungsten sites which ensure the chemisorption of alcohols due to the coordianation ability but also promote the activation of alcohols via an efficient transport of the holes on the neighbouring O sites to chemisorption alcohol species. In brief, the bulk oxygen vacancies provide abundant charges and the surface vacancies promote the bond adsorption and activation abilities, which ensure the high efficiency of photocatalytic alkylation of C–H.

Selective Conversion of Benzylic Phosphates into Diarylmethanes Through Al(OTf)3-Catalyzed Friedel–Crafts-Type Benzylation

Al(OTf)3 was identified as a high-performance catalyst for Friedel–Crafts-type benzylation using benzylic phosphates as electrophiles. The reaction proceeded even with 0.2 mol-% of the catalyst. A series of diarylmethanes (21 examples) was obtained in moderate to high yield. The catalyst showed unique chemoselectivity, preferentially converting the benzylic phosphate motif, even with a benzylic acetate group existed in the same molecule.

Benzylation of Arenes with Benzyl Halides under Promoter-Free and Additive-Free Conditions

It was found that benzyl chlorides and bromides could directly react with electron-rich arenes, which provided an example of promoter-free and additive-free benzylation of arenes. A variety of benzyl chlorides and bromides were treated with benzene rings to give the targeted products in low to high yields. The present conditions tolerated the vinyl group of the substrates. Preliminary mechanistic investigation suggests that the present reactions possibly proceed via an autocatalytic mechanism pathway.