219735-98-5

Usage

Uses

Used in Pharmaceutical Industry:
2-chloro-1-iodo-4-methoxybenzene is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be further modified and incorporated into complex molecular structures, contributing to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-chloro-1-iodo-4-methoxybenzene serves as a precursor in the production of agrochemicals, such as pesticides and herbicides, due to its reactivity and potential to form active ingredients with desired biological activities.
Used in Dye and Pigment Industry:
2-chloro-1-iodo-4-methoxybenzene is utilized as an intermediate in the manufacture of dyes and pigments, where its unique structure and properties contribute to the creation of colorants with specific characteristics for various applications, including textiles, plastics, and printing inks.
Used in Organic Synthesis:
As a building block in organic synthesis, 2-chloro-1-iodo-4-methoxybenzene is employed for the production of other fine chemicals, leveraging its reactivity and functional groups to form a wide range of chemical compounds with diverse applications across various industries.

Upstream product

• 5407-52-3 2-chloro-4-methoxy-aniline; hydrochloride 
• 29242-84-0 2-chloro-4-methoxyaniline 
• 2845-89-8 1-chloro-3-methoxy-benzene 
• 108-43-0 3-monochlorophenol 
• 6657-04-1 4-hydroxy-2-chloroazobenzene 
• 219735-99-6 2-chloro-4-methoxyphenylboronic acid 

Downstream Products

• 219735-99-6 2-chloro-4-methoxyphenylboronic acid 
• 1072190-48-7 2-chloro-4-methoxy-1-phenylethynyl-benzene 

Relevant academic research and scientific papers

Regioselectivity of the methanolysis of polychlorinated biphenyls

Regioselectivity of the methanolysis of lower polychlorinated biphenyls with sodium methoxide in a mixture of methanol and DMSO at 100–130°С was studied. It was found that 2,4,4'-tricholobiphenyl is much more reactive than 2,4-dichlorobiphenyl. This results in different mechanisms of substitution. 2,4-Dichlorobiphenyl reacts with sodium methoxide by the elimination–addition mechanism to form four monosubstitution products in comparable quantities. 2,4,4'-Trichlorobiphenyl reacts with the methodixe ion by the classical SNAr mechanism, with preferential substitution of the 2-chlorine atom.

A practical and general ipso iodination of arylboronic acids using N-iodomorpholinium iodide (NIMI) as a novel iodinating agent: mild and regioselective synthesis of aryliodides

A mild and efficient protocol for the ipso-iodination of aryl boronic acids using N-iodomorpholinium iodide (NIMI) generated in situ from morpholine and molecular iodine as a novel iodinating agent has been developed. The addition of a catalytic amount of copper iodide found to promote rate enhancement of the iodination reaction and dramatic increase in the yield depending upon the nature of the boronic acid was observed. The mechanistic study revealed that depending upon the nature of the substrate, either the classical ipso substitution or copper catalysed iododeborylation pathway overall dominates the present iodination reaction. The features such as mild reaction conditions, operational simplicity, high to excellent yields, excellent functional group compatibility and low catalyst loading make this method potentially useful in organic synthesis.

Mild and selective organocatalytic iodination of activated aromatic compounds

We describe an organocatalytic iodination of activated aromatic compounds using 1,3-diiodo-5,5-dimethylhydantoin (DIH) as the iodine source with thiourea catalysts in acetonitrile. The protocol is applicable to a number of aromatic substrates with significantly different steric and electronic properties. The iodination is generally highly regioselective and provides high yields of isolated products. NMR kinetic investigations conducted in THF-d 8indicate the role of sulfur in the thiourea motif as a nucleophile that is assisted by H-bonding in the key steps of the reaction. Georg Thieme Verlag Stuttgart . New York.

Ortho vs ipso: Site-selective pd and norbornene-catalyzed arene c-h amination using aryl halides

A Pd and norbornene-catalyzed ortho-arene amination via Catellani-type C-H functionalization is reported. Aryl halides are used as substrates; N-benzoyloxyamines and isopropanol are employed as the amine source (oxidant) and reductant respectively. Exampl

Regioselective iodination of aromatic compounds with potassium iodide in the presence of benzyltriphenylphosphonium perchlorate

A simple and efficient method for the selective iodination of various aromatic compounds by using potassium iodide in the presence of benzyltriphenylphosphonium perchlorate, is reported. This method provides several advantages such as good selectivity between ortho and para positions of aromatic compounds and high yields of the products.

Mild arming and derivatization of natural products via an In(OTf) 3-catalyzed arene iodination

Figure presented Iodination of arene-containing natural products employing N-iodosuccinimide catalyzed by In(OTf)3 at ambient temperature is reported as a versatile and mild method for natural product derivatization amenable to small scale. This process facilitates natural product derivatization of arene moieties for SAR studies, homo- and heterodimerization of natural products, and also conjugation with reporters such as biotin via subsequent metal-mediated coupling reactions.

Imidazopyridines for the treatment of neurological disorders

Corticotropin releasing factor (CRF) antagonists of formula (I): and their use in treating psychiatric disorders and neurological diseases, anxiety-related disorders, post-traumatic stress disorder, supranuclear palsy and feeding disorders as well as treatment of immunological, cardiovascular or heart-related diseases and colonic hypersensitivity associated with psychopathological disturbance and stress in mammals.

Imidazopyrimidines and imidazopyridines for the treatment of neurological disorders

Corticotropin releasing factor (CRF) antagonists of formula (I): and their use in treating psychiatric disorders and neurological diseases, anxiety-related disorders, post-traumatic stress disorder, supranuclear palsy and feeding disorders as well as treatment of immunological, cardiovascular or heart-related diseases and colonic hypersensitivity associated with psychopathological disturbance and stress in mammals.