16932-44-8

Usage

Uses

Used in Organic Synthesis:
2-IODO-1 3-DIMETHOXYBENZENE 97 is used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and materials. Its unique chemical properties allow it to be a key component in creating a wide range of organic compounds.
Used in Dye and Polymer Production:
In the chemical industry, 2-IODO-1 3-DIMETHOXYBENZENE 97 is used as an intermediate in the production of dyes and polymers. Its presence in these processes contributes to the development of new and improved materials with specific properties.
Used in Research and Development:
2-IODO-1 3-DIMETHOXYBENZENE 97 is used as a reagent in the synthesis of novel organic and medicinal compounds. Its unique properties make it a valuable tool for researchers and scientists working on the development of new chemical compounds and their applications.
Safety Precautions:
It is important to handle 2-IODO-1 3-DIMETHOXYBENZENE 97 with caution, as it may be harmful if swallowed, inhaled, or comes in contact with skin or eyes. Proper safety measures should be taken during its use to minimize potential risks.

InChI:InChI=1/C8H9IO2/c1-10-6-4-3-5-7(11-2)8(6)9/h3-5H,1-2H3

Upstream product

• 2785-97-9 (2,6-dimethoxyphenyl)lithium 
• 634-36-6 1,2,3-trimethoxybenzene 
• 151-10-0 1,3-Dimethoxybenzene 
• 504-02-9 1,3-cylohexanedione 
• 149-73-5 trimethyl orthoformate 
• 1466-76-8 2-6-dimethoxybenzoic acid 
• 150-19-6 O-methylresorcine 
• 81245-39-8 2-iodo-1-(methyloxy)-3-{[(methyloxy)methyl]oxy}benzene 
• 57234-28-3 1-methoxy-3-(methoxymethoxy)benzene 
• 121980-50-5 2-iodo-3-(methyloxy)phenol 
• 74-88-4 methyl iodide 
• 41046-67-7 2-iodoresorcinol 
• 77-78-1 dimethyl sulfate 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 146643-79-0 1,3-dimethoxy-2-phenylsulfanylbenzene 
• 101432-08-0 2,2',6,6'-tetramethoxydiphenyl sulfide 
• 35394-20-8 2,2',6'-Trimethoxy-5-methoxycarbonyl-biphenyl 
• 167479-69-8 tris(2,6-dimethoxyphenyl)amine 
• 372194-97-3 bis(2,6-dimethoxyphenyl)amine 
• 154424-13-2 (E)-3-(2,6-dimethoxy-phenyl)-acrylic acid methyl ester 
• 80152-42-7 ethyl-2,6-dimethoxy-cinnamate 
• 1058661-92-9 (E)-N-isopropyl-3-(2,6-dimethoxyphenyl)acrylamide 
• 128920-00-3 2,6-dimethoxy-1-(2-phenylethynyl)benzene 
• 1191900-18-1 1-[(2,6-dimethoxyphenyl)ethynyl]-2,4,5-trimethylbenzene 
• 1214266-51-9 3-(2,6-dimethoxyphenyl)-prop-2-yn-1-ol 
• 1242030-70-1 2-(dicyclohexylphosphinoylethynyl)-1,3-dimethoxybenzene 
• 1242030-69-8 (2-(2,6-dimethoxyphenyl)ethynyl)trimethylsilane 
• 126829-31-0 1-ethynyl-2,6-dimethoxybenzene 

Relevant academic research and scientific papers

2,2″-dimethoxy-1,1′:3′,1″-terphenyl as a novel protective group for low-coordinated phosphorus compounds: The case of diphosphenes

A synthetic approach, to meta-terphenyls iodides bearing methoxy groups in the 2 and 2? positions has been described. 2,2″-Dimethoxy-1,1′:3′,1″terphenyl groups have been shown to stabilize diphosphenes in solution. The existence of conformers of the dipho

Enantioselective oxidation of alkenylbenzoates catalyzed by chiral hypervalent iodine(III) to yield 4-hydroxyisochroman-1-ones

In this study, the enantioselective oxylactonization of ortho-alk-1-enylbenzoates with chiral hypervalent iodine(III) reagents yielded 3-alkyl-4-hydroxyisochroman-1-ones with high enantiomeric purity (ca. 90 % ee). The enantioselective oxidation was also performed under catalytic conditions, in which a catalytic amount (10 mol-%) of a chiral iodoarene was oxidized to the hypervalent iodine species in situ using a stoichiometric co-oxidant, m-chloroperbenzoic acid (mCPBA). The catalytic oxidation mediated by chiral hypervalent iodine(III) species yielded enantiocontrolled syn products, while the direct oxidation of the substrate with mCPBA occurred as background oxidation to give racemic anti products. Under optimized conditions, the catalytic oxylactonization led to high levels of enantioselectivity (ca. 90 % ee) and improved syn/anti selectivities (ca. 80 % syn). The product distribution indicated that the lactate side-chain on the chiral iodoarene precatalyst plays an important role in enhancing both the enantioselectivity and the catalytic efficiency in the oxylactonization. Organocatalytic oxidation mediated by chiral hypervalent iodine derivatives provides a concise route to optically active 4-hydroxyisochroman-1-ones. The lactate moiety of the iodoarene precatalyst plays an important role in enhancing both the enantioselectivity and the catalytic efficiency. This reaction should set the basis for synthetic routes to many 4-hydroxyisochoman-1-one natural products and their analogs. Copyright

Hydroxylated biphenyls as tyrosinase inhibitor: A spectrophotometric and electrochemical study

A small collection of C2-symmetry hydroxylated biphenyls was prepared by straightforward methods and the capability to act as inhibitors of tyrosinase has been evaluated by both spectrophotometric and electrochemical assays. Our attention was f

Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.

Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations

While halogenation is of key importance in synthesis and radioimaging, the currently available repertoire is largely designed to introduce a single halogen per molecule. This report makes the selective introduction of several different halogens accessible. Showcased here is the privileged stability of nontoxic aryl germanes under harsh fluorination conditions (that allow selective fluorination in their presence), while displaying superior reactivity and functional-group tolerance in electrophilic iodinations and brominations, outcompeting silanes or boronic esters under rapid and additive-free conditions. Mechanistic experiments and computational studies suggest a concerted electrophilic aromatic substitution as the underlying mechanism.

Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions

The steric and electronic drivers of regioselectivity in platinum-catalyzed intramolecular hydroalkoxylation are elucidated. A branch point is found that divides the process between 5-exo and 6-endo selective processes, and enol ethers can be accessed in good yields for both oxygen heterocycles. The main influence arises from an electronic effect, where the alkyne substituent induces a polarization of the alkyne that leads to preferential heteroatom attack at the more electron-deficient carbon. The electronic effects are studied in other contexts, including hydroacyloxylation and hydroamination, and similar trends in directionality are predominant although not uniformly observed.

Carboxylation of Aryl Triflates with CO2 Merging Palladium and Visible-Light-Photoredox Catalysts

We report herein a visible-light-promoted, highly practical carboxylation of readily accessible aryl triflates at ambient temperature and a balloon pressure of CO2 by the combined use of palladium and photoredox Ir(III) catalysts. Strikingly, the stoichiometric metallic reductant is replaced by a nonmetallic amine reductant providing an environmentally benign carboxylation process. In addition, one-pot synthesis of a carboxylic acid directly from phenol and modification of estrone and concise synthesis of pharmaceutical drugs adapalene and bexarotene have been accomplished via late-stage carboxylation reaction. Furthermore, a parallel decarboxylation-carboxylation reaction has been demonstrated in an H-type closed vessel that is an interesting concept for the strategic sector. Spectroscopic and spectroelectrochemical studies indicated electron transfer from the Ir(III)/DIPEA combination to generate aryl carboxylate and Pd(0) for catalytic turnover.

Decarboxylative Suzuki-Miyaura coupling of (hetero)aromatic carboxylic acids using iodine as the terminal oxidant

A novel methodology for the decarboxylative Suzuki-Miyaura-type coupling has been established. This process uses iodine or a bromine source as both the decarboxylation mediator and the terminal oxidant, thus avoiding the need for stoichiometric amounts of transition metal salts previously required. Our new protocol allows for the construction of valuable biaryl architectures through the coupling of (hetero)aromatic carboxylic acids with arylboronic acids. The scope of this decarboxylative Suzuki reaction has been greatly diversified, allowing for previously inaccessible non-ortho-substituted aromatic acids to undergo this transformation. The procedure also benefits from low catalyst loadings and the absence of stoichiometric transition metal additives.

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

Transition-Metal-Free Decarboxylative Iodination: New Routes for Decarboxylative Oxidative Cross-Couplings

Constructing products of high synthetic value from inexpensive and abundant starting materials is of great importance. Aryl iodides are essential building blocks for the synthesis of functional molecules, and efficient methods for their synthesis from chemical feedstocks are highly sought after. Here we report a low-cost decarboxylative iodination that occurs simply from readily available benzoic acids and I2. The reaction is scalable and the scope and robustness of the reaction is thoroughly examined. Mechanistic studies suggest that this reaction does not proceed via a radical mechanism, which is in contrast to classical Hunsdiecker-type decarboxylative halogenations. In addition, DFT studies allow comparisons to be made between our procedure and current transition-metal-catalyzed decarboxylations. The utility of this procedure is demonstrated in its application to oxidative cross-couplings of aromatics via decarboxylative/C-H or double decarboxylative activations that use I2 as the terminal oxidant. This strategy allows the preparation of biaryls previously inaccessible via decarboxylative methods and holds other advantages over existing decarboxylative oxidative couplings, as stoichiometric transition metals are avoided.