51560-17-9

Upstream product

• 64-18-6 formic acid 
• 20469-63-0 1-iodo-2,4-dimethoxybenzene 
• 60-29-7 diethyl ether 
• 109-63-7 trifluoroborane diethyl ether 
• 876475-39-7 4-chloro-2-isopropyl-5-methyl-benzenesulfonic acid 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 91-16-7 1,2-dimethoxybenzene 
• 91-52-1 2,4 dimethoxybenzoic acid 
• 150-78-7 1,4-dimethoxybezene 
• 19514-91-1 4,6-diiodobenzene-1,3-diol 
• 74-88-4 methyl iodide 
• 151-10-0 1,3-Dimethoxybenzene 
• 71-43-2 benzene 

Downstream Products

• 20469-63-0 1-iodo-2,4-dimethoxybenzene 
• 1329995-89-2 1,3-dimethoxy-4,6-bis[(Z)-3,3,3-trifluoropropenyl]benzene 
• 1329995-88-1 1,3-dimethoxy-4,6-bis[(E)-3,3,3-trifluoropropenyl]benzene 
• 1329995-91-6 1,5-dimethoxy-2,4-bis(3,3,3-trifluoropropynyl)benzene 

Relevant academic research and scientific papers

Photocatalytic Oxidative Iodination of Electron-Rich Arenes

A visible-light-mediated oxidative iodination of electron-rich arenes has been developed. 2.5 mol% of unsubstituted anthraquinone as photocatalyst were used in combination with elementary iodine, trifluoroacetic acid and oxygen as the terminal oxidant. The iodination proceeds upon irradiation in non- or weakly-electron donating solvents (DCM, DCE and benzene) wherein a spectral window in strongly coloured iodine solutions can be observed at around 400 nm. The method provides good to excellent yields (up to 98%) and shows excellent regioselectivity and good functional group tolerance (triple bonds, ketone, ester, amide). Moreover, the photo-iodination was also upscaled to a 5 mmol scale (1.1 g). Mechanistic investigations by intermediate trapping and competition experiments indicate a photocatalytic arene oxidation and the subsequent reaction with iodine as a likely mechanistic pathway. (Figure presented.).

Metal-Free, Oxidant-Free, and Controllable Graphene Oxide Catalyzed Direct Iodination of Arenes and Ketones

A direct, metal-free, and oxidant-free method for the graphene oxide (GO)-catalyzed iodination of arenes and ketones with iodine in a neutral medium was explored. This iodination protocol was performed by using a simple technique to avoid the use of external metal catalysts and oxidants and harsh acidic/basic reaction conditions. In addition, by this method the degree of iodination could be controlled, and the reaction was scalable and compatible with air. This strategy opens a new field for GO-catalyzed chemistry and provides an avenue for the convenient direct iodination of arenes and ketones.

Method for synthesizing mono-aryl iodide or di-aryl iodide based on aromatic hydrocarbon carboxylic acid decarboxylic reaction

The invention discloses a method for synthesizing mono-aryl iodide or di-aryl iodide based on aromatic hydrocarbon carboxylic acid decarboxylic reaction. The method is characterized in that under a protective atmosphere, carrying out one-pot reaction on a

Ultrasound-promoted rapid and efficient iodination of aromatic and heteroaromatic compounds in the presence of iodine and hydrogen peroxide in water

A rapid and efficient ultrasound-promoted protocol for iodination of aromatic and heteroaromatic compounds, using molecular iodine in the presence of aqueous hydrogen peroxide in water without any cosolvent, has produced versatile iodinated organic molecules with potential application in organic synthesis and medicine in short reaction times and good to excellent yields. Copyright

Bronsted acidic ionic liquid accelerated halogenation of organic compounds with N-halosuccinimides (NXS)

The Bronsted-Acidic ionic liquid 1-methyl-3-(4-sulfobutyl) imidazolium triflate [BMIM(SO3H)][OTf] was demonstrated to act efficiently as solvent and catalyst for the halogenation of activated organic compounds with N-halosuccinimides (NXS) under mild conditions with short reaction times. Methyl aryl ketones were converted into a-halo and a,a-dihaloketones, depending on the quantity of NXS used. Ketones with activated aromatic rings were selectively halogenated, however in some cases mixtures of a-halogenated ketone and ring-halogenated ketones were obtained. Activated aromatics were regioselectively ring halogenated to give mono- and dihalo-substituted products. The [BMIM(SO3H)][OTf] ionic liquid (IL-A) was successfully reused eight times in a representative monohalogenation reaction with no noticeable decrease in efficiency. An effective halogenation scale-up in this IL is also presented. The reactivity trend and the observed chemo- and regioselectiivities point to an ET process in these IL-promoted halofunctionalization reactions.

Dihaloiodates(I): Synthesis with hydrogen peroxide and their halogenating activity

Tetraalkylammonium and pyridinium dichloro- and dibromoiodates(I) were efficiently prepared from iodine and tetralkylammonium chloride or pyridine by oxidation with hydrogen peroxide in the presence of an equimolar amount of a hydrogen halide. Their halogenating activity was tested on 1,3-dimethoxybenzene and styrene as model substrates. The results show that ICl2 - salts acted as iodinating reagents, while IBr2 - salts brominated both substrates. 2012 Elsevier Ltd. All rights reserved.

Efficient and eco-friendly synthesis of iodinated aromatic building blocks promoted by iodine and hydrogen peroxide in water: A mechanistic investigation by mass spectrometry

The reaction of aromatic and heteroaromatic compounds with molecular iodine in the presence of aqueous hydrogen peroxide using water without any co-solvent at 50 °C for 24 h produced versatile iodinated organic molecules with potential application in organic synthesis and medicine in very good yields. In addition, a mechanistic investigation for the iodination process was carried out by mass spectrometry.

Hypervalent iodine(III)-LiX combination in fluoroalcohol solvent for aromatic halogenation of electron-rich arenecarboxylic acids

The novel reagent system, PhI(OAc)2-LiX combination in fluoroalcohol solvents, was found to be effective for halodecarboxylation of electron-rich arenecarboxylic acids. The method provided an efficient route to halogenated phenol ether derivatives. Georg Thieme Verlag Stuttgart ? New York.

Practical electrochemical iodination of aromatic compounds

A practical method for electrochemical iodination of aromatic compounds was developed. The method involves the generation of I+ by electrochemical oxidation of I2 in CH3CN using H 2SO4 as supporting electrolyte followed by the reaction with aromatic compounds. The para/ortho selectivity for the reaction of mono-substituted benzenes was significantly improved using dimethoxyethane as cosolvent in the second step. The reaction with highly reactive aromatic compounds led to the formation of significant amounts of diiodo compounds in a macrobatch reactor. This problem was solved by fast 1:1 mixing of I+ with an aromatic compound using a microflow system consisting of a T-shaped micromixer and a microtube reactor.

PROCESS FOR PRODUCING AROMATIC IODINE COMPOUND

A process for producing an aromatic iodine compound. It has advantages of ease of handling and high safety. By the process, the reaction product having an excellent colour tone can be produced in a high yield. The process for aromatic iodine compound production is characterized by introducing an aromatic compound and an active iodizing agent into a flow-through type reactor equipped with a high-speed mixer to continuously replace hydrogen atoms of the aromatic nucleus of the aromatic compound with iodine atoms.