Isomerization and Redistribution of 2,5-Dichlorotoluene Catalyzed by AlCl3 and Isomerization Thermodynamics

Zhai, Chu; Yin, Hengbo; Wang, Aili; Li, Ji‐Tai

doi:10.30919/es8d738

“…The compositions of the reaction mixtures were analyzed on a gas chromatograph, equipped with a KR-ELJB capillary column and a flame ionization detector [27]. The conversion of toluene and the selectivities of o-chlorotoluene, p-chlorotoluene, m-chlorotoluene, dichlorotoluene, and benzyl chloride were calculated according to the following equations.…”

Section: Chlorination Reactionmentioning

confidence: 99%

Chlorination of Toluene to o-Chlorotoluene Catalyzed by Ionic Liquids

Wang

¹

,

Zhu

²

,

Yin

³

et al. 2018

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Ionic liquids with [BMIM], [Et3NH], and [BPy] cations and AlnCl−3n+1, ZnnCl−2n+1, and CunCl−n+1 anions were used as the catalysts for the chlorination of toluene with Cl2. The ZnnCl−2n+1 containing ionic liquids with high Lewis acid strength had high catalytic activity for the selective chlorination of toluene to o-chlorotoluene via the electrophilic substitution reaction. Dichlorotoluenes were favorably formed when the AlnCl−3n+1 containing ionic liquids with both Lewis and Brönsted acid sites were used as the catalysts. When the CunCl−n+1 containing ionic liquids with weak Lewis acid strength were used as the catalysts, more benzyl chloride was formed via the radical chlorination of methyl group. When the [BMIM]Cl-2ZnCl2 ionic liquid was used as the catalyst, after reacting at 80 °C for 8 h, the conversion of toluene was 99.7% and the selectivities of o-chlorotoluene, p-chlorotoluene, m-chlorotoluene, benzyl chloride, and dichlorotoluenes were 65.4%, 26.0%, 4.0%, 0.4%, and 4.2%, respectively. The [BMIM]Cl-2ZnCl2 ionic liquid catalyst had good recycling performance.

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Efficient and Selective Methane Borylation Through Pore Size Tuning of Hybrid Porous Organic‐Polymer‐Based Iridium Catalysts

Chen

¹

,

Dong

²

,

Wang

³

et al. 2019

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As an ew energy source that could replace petroleum, the global reserves of methane hydrate (combustible ice) are estimated to be approximately 20 000 trillion cubic meters. Alarge amount of methane hydrate has been found under the seabed, but the transportation and storage of methane gas far from coastlines are technically unfeasible and expensive.T he direct conversion of methane into value-added chemicals and liquid fuels is highly desirable but remains challenging.Herein, we prepare as eries of iridium complexes based on porous polycarbazoles with high specific areas and good thermochemical stabilities.T hrough structure tuning we optimized their catalytic activities for the selective monoborylation of methane.O ne of these catalysts (CAL-3-Ir) can produce methyl boronic acid pinacol ester (CH 3 Bpin) in 29 %y ield in 9hwith aturnover frequency (TOF) of approximately 14 h À1 . Because its pore sizes favor monoborylated products,i th as ah igh chemoselectivity for monoborylation (CH 3 Bpin:CH 2 -(Bpin) 2 = 16:1).

show abstract

Efficient and Selective Methane Borylation Through Pore Size Tuning of Hybrid Porous Organic‐Polymer‐Based Iridium Catalysts

Chen

¹

,

Dong

²

,

Wang

³

et al. 2019

View full text Add to dashboard Cite

As an ew energy source that could replace petroleum, the global reserves of methane hydrate (combustible ice) are estimated to be approximately 20 000 trillion cubic meters. Alarge amount of methane hydrate has been found under the seabed, but the transportation and storage of methane gas far from coastlines are technically unfeasible and expensive.T he direct conversion of methane into value-added chemicals and liquid fuels is highly desirable but remains challenging.Herein, we prepare as eries of iridium complexes based on porous polycarbazoles with high specific areas and good thermochemical stabilities.T hrough structure tuning we optimized their catalytic activities for the selective monoborylation of methane.O ne of these catalysts (CAL-3-Ir) can produce methyl boronic acid pinacol ester (CH 3 Bpin) in 29 %y ield in 9hwith aturnover frequency (TOF) of approximately 14 h À1 . Because its pore sizes favor monoborylated products,i th as ah igh chemoselectivity for monoborylation (CH 3 Bpin:CH 2 -(Bpin) 2 = 16:1).

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Isomerization and Redistribution of 2,5-Dichlorotoluene Catalyzed by AlCl3 and Isomerization Thermodynamics

Cited by 3 publications

References 17 publications

Chlorination of Toluene to o-Chlorotoluene Catalyzed by Ionic Liquids

Chlorination of Toluene to o-Chlorotoluene Catalyzed by Ionic Liquids

Efficient and Selective Methane Borylation Through Pore Size Tuning of Hybrid Porous Organic‐Polymer‐Based Iridium Catalysts

Efficient and Selective Methane Borylation Through Pore Size Tuning of Hybrid Porous Organic‐Polymer‐Based Iridium Catalysts

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