95-49-8Relevant articles and documents
Deep compositional understanding of TBA: AlCl3 ionic liquid for its applications
Bhakthavatsalam, Vishnupriya,Chandra, Sudeshna,Choudhury, Rudra Prosad,Lande, Sharad V.,Pradhan, Jeevan,Sakhalkar, Mangesh
, (2020/07/31)
Chloroaluminate ionic liquids (ILs) have been immensely used as homogeneous catalyst in Friedel-Crafts reaction. We have recently synthesized chloroaluminate ILs by reacting aluminium chloride with a hydrophobic neutral ligand i.e. tributylamine (TBA:AlCl3). The current study elaborates on the investigations of the composition of the ionic liquids at various stages of their formation. The ionic liquids were synthesized using various mole ratios of tributyl amine and aluminium chloride in range of 1:1 to 1:2.3, in presence of an aromatic solvent in a one pot reaction. Various characterization techniques like Mass spectrometry, 27Al Nuclear Magnetic Resonance, 31P Nuclear Magnetic Resonance and Fourier Transform Infrared spectroscopy were used to elucidate the formation of various moieties of the TBA:AlCl3 Ionic Liquid. This study also elaborates on the investigations of the cationic and anionic moieties and their structure-property relationship for various applications. Various Friedel-Crafts reaction of industrial importance were performed using the ionic liquid having (Al2Cl7)?moiety to assess its performance and compared with conventional processes. The synthesized products were characterised by sophisticated analytical techniques like 1H NMR, 13C NMR, FTIR, GC–MS, GC-FID, to name a few. This class of ionic liquids also have importance in various electrochemical applications like aluminium deposition and aluminium batteries.
Preparation method of aryl diazonium chlorocuprate
-
Paragraph 0034-0038; 0042-0044, (2018/05/01)
The invention provides a preparation method of aryl diazonium chlorocuprate. Stable salt is formed by aryl diazonium salt and chlorocuprate radicals, the aryl diazonium chlorocuprate is prepared in situ, and a complex is prepared and decomposed by controlling reaction temperature. According to the method, the diazonium salt is prepared by non-aqueous solvents, the aryl diazonium chlorocuprate is then prepared in situ, finally, Sandmeyer is performed by the aid of the difference of stability of the diazonium salt, and recovery and emission reduction functions can be achieved in practical production.
Rate enhancements due to ultrasound in isoquinolinium dichromate and isoquinolinium chlorochromate catalyzed chlorination of aromatic compounds in presence of KHSO4/KCl
Rajanna,Rao, A. Sambashiva,Chakravarthi,Reddy, K. Rajendar
, p. 167 - 170 (2017/12/26)
Chlorination of aromatic compounds underwent magnificent rate accelerations in isoquinolinium dichromate and isoquinolinium chlorochromate catalyzed chlorination of aromatic hydrocarbons in the presence of KCl and KHSO4. Reaction times reduced highly significantly from 4-5 h in conventional protocol to 30-40 min under sonication, followed by high yields of monochloro derivatives as products with high regioselectivity.
Method for producing parachlorotoluene through continuous chlorination of methylbenzene
-
Paragraph 0016; 0018; 0020, (2018/09/28)
The invention discloses a method for producing parachlorotoluene through continuous chlorination of methylbenzene. The method comprises the following steps: with an active molecular sieve as a catalyst, performing continuous chlorination on methylbenzene in a static bed, wherein a ratio of parachlorotoluene to o-chlorotoluene in the chlorination products is 1.2-6.0; performing aeration and distillation separation on the chlorination product to obtain high-purity parachlorotoluene, and enabling the separated methylbenzene and raw material methylbenzene to enter the static bed together so as toperform continuous chlorination; periodically reproducing the catalyst in the static bed; and alternately using and activating two groups or more than two groups of static beds. According to the method disclosed by the invention, continuous chlorination production of methylbenzene is realized, the ratio of parachlorotoluene to o-chlorotoluene is 1.2-6.0, the catalyst can be repeatedly used, the production cost is reduced, and solid waste emission is reduced.
2 - Chloro -3 - methyl benzoic acid and intermediate preparation method (by machine translation)
-
Paragraph 0101; 0102, (2018/10/11)
The invention discloses a 2 - chloro - 3 - methyl benzoic acid and intermediate preparation method. A 2 - chloro - 3 - methyl benzoic acid and intermediate preparation method, comprising the following steps, in the oxygen pressure is 0.1 mpa - 0.8 mpa under the condition of, under the action of the catalyst and promoter, the 2, 6 - dimethyl chlorobenzene to carry out oxidation reaction, can be; wherein said 2, 6 - dimethyl chlorobenzene and the oxygen molar amount ratio of 1: 1.8 - 1: 2.2. The 2 - chloro - 3 - methyl benzoic acid, in order to industrially easily available raw materials for the reaction, after treatment is simple, high yield, purity is good, small pollution to the environment, is more suitable for industrial. (by machine translation)
A process for preparing O-toluene
-
Paragraph 0015-0018, (2018/10/11)
The present invention provides a process for preparing dichloro toluene, relates to the field of preparation of organic intermediates. The invention relates to 2, 3 - dichloro toluene, 2, 4 - dichloro toluene and 2, 5 - dichloro toluene in more than one type of raw materials, supported palladium as the catalyst, a fixed bed continuous reaction preparation of O-toluene. This invention uses the industrial by-product 2, 3 - dichloro toluene, 2, 4 - dichloro toluene and 2, 5 - dichloro toluene as the raw materials, supported palladium catalyst good selectivity, long-time use, O-chlorotoluene high yield.
A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids leading to chlorinated arenes
He, Wen,Zhang, Rongli,Cai, Mingzhong
, p. 764 - 770 (2017/01/13)
A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids with inexpensive N-chlorosuccinimide (NCS) was achieved in MeCN in the presence of 10 mol% of l-proline-functionalized MCM-41-immobilized copper(i) complex [MCM-41-l-proline-CuCl] under mild conditions, yielding a variety of aryl chlorides in excellent yields. This method proved to be tolerant of a broad range of functional groups and particularly useful for the conversion of electron-deficient arylboronic acids to aryl chlorides, a transformation that is inefficient without copper catalysis. This heterogeneous copper catalyst can be recovered by a simple filtration of the reaction solution and recycled for at least 10 times without any decreases in activity.
A method of preparing O-toluene
-
Paragraph 0027-0034, (2017/08/31)
The invention relates to a preparation method of o-chlorotoluene. Particularly, methylbenzene is used as a raw material, Cl2 is used as a chlorine source, and [BMIM]Cl-nZnCl2(n is equal to 1, 2, 2.5, and n is a molar ratio of ZnCl2 to [BMIM]Cl) acidic ionic liquid is used as a catalyst to catalyze the methylbenzene to prepare the o-chlorotoluene; the [BMIM]Cl-nZnCl2(n is equal to 1, 2 or 2.5) acidic ionic liquid is used as a chlorinated catalyst, and the Cl2 is used as the chlorine source to perform selective chlorination on the methylbenzene. According to the method, the selectivity of the o-chlorotoluene in the product can be improved, the [BMIM]Cl-nZnCl2 ionic liquid catalyst separated from the product can also be repeatedly used, so the production cost is reduced, and the method is an important method for contributing to industrial production of the o-chlorotoluene.
Mild Aliphatic and Benzylic Hydrocarbon C-H Bond Chlorination Using Trichloroisocyanuric Acid
Combe, Sascha H.,Hosseini, Abolfazl,Parra, Alejandro,Schreiner, Peter R.
, p. 2407 - 2413 (2017/03/11)
We present the controlled monochlorination of aliphatic and benzylic hydrocarbons with only 1 equiv of substrate at 25-30 °C using N-hydroxyphthalimide (NHPI) as radical initiator and commercially available trichloroisocyanuric acid (TCCA) as the chlorine source. Catalytic amounts of CBr4 reduced the reaction times considerably due to the formation of chain-carrying ·CBr3 radicals. Benzylic C-H chlorination affords moderate to good yields for arenes carrying electron-withdrawing (50-85%) or weakly electron-donating groups (31-73%); cyclic aliphatic substrates provide low yields (24-38%). The products could be synthesized on a gram scale followed by simple purification via distillation. We report the first direct side-chain chlorination of 3-methylbenzoate affording methyl 3-(chloromethyl)benzoate, which is an important building block for the synthesis of vasodilator taprostene.
Visible Light-Induced Oxidative Chlorination of Alkyl sp3 C-H Bonds with NaCl/Oxone at Room Temperature
Zhao, Mengdi,Lu, Wenjun
supporting information, p. 4560 - 4563 (2017/09/11)
A visible light-induced monochlorination of cyclohexane with sodium chloride (5:1) has been successfully accomplished to afford chlorocyclohexane in excellent yield by using Oxone as the oxidant in H2O/CF3CH2OH at room temperature. Other secondary and primary alkyl sp3 C-H bonds of cycloalkanes and functional branch/linear alkanes can also be chlorinated, respectively, under similar conditions. The selection of a suitable organic solvent is crucial in these efficient radical chlorinations of alkanes in two-phase solutions. It is studied further by the achievement of high chemoselectivity in the chlorination of the benzyl sp3 C-H bond or the aryl sp2 C-H bond of toluene.
